Charming Cottages in The Berkshires, MA for Your Getaway

Berkshire Cottage in Gorgeous Setting!
House
100 Town Beach Road, Richmond, MA, MA 01254, USA

Berkshire Cottage in Gorgeous Setting! is a sustainable vacation home in Richmond, 6.8 miles from Tanglewood Musical Center. This property encourages guests to embrace nature with its eco-friendly arrangements. Private parking is available on site at this recently renovated property. Cranwell Spa & Golf Club is 11 miles from the vacation home. With free Wifi, this 2-bedroom vacation home offers a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Guests can relax in the garden at the property. Tanglewood is 7.2 miles from the vacation home, while Norman Rockwell Museum is 11 miles from the property. The nearest airport is Albany International Airport, 48 miles from Berkshire Cottage in Gorgeous Setting!.

Amenities:

Air Conditioner • Internet • Parking

Entire cottage in Berkshire Villiage
Cottage
Lanesborough, Massachusetts, USA

With close access to the Ashuwillticook rail trail and a short drive to convenient shopping and restaurants, this is a perfect location for your Berkshire getaway. Relax on the private back porch, or in the large bath tub. Cook meals in the full kitchen, or do some writing at the desk with views of the pond. Sleep in late in the king sized bed, and then enjoy what the Berkshires has to offer! 5 minute drive to Lakeview Orchards, 20-25 minutes from Lenox, Tanglewood, and Kripalu. 30 minutes to Mass MoCA and the peak of Mount Greylock (less to the start of the trails, if you want to hike it yourself!). 5 minute drive to Jiminy Peak, 45 to Berkshire East and Butternut ski resorts. 20 minutes to Notchview for cross country skiing.

This is a unique old house, and you will find nautical books and artifacts, as well as trinkets from around the world. Please note that there is no TV. The spiral staircase is one of my favorite features of the house, but it is narrow and steep, so please take care. If there will be more than two guests, and you require complete privacy from those staying on the couch downstairs, you might want to rethink, as the house is small and the bedroom upstairs is a loft. The bedroom upstairs has low ceilings - but with a comfy king sized bed, there's no need to stand up for too long, anyhow! In addition to the full bathroom downstairs, there is a half bath on the second floor, so one does not have to navigate the small staircase after bed time. The second bed, a pull out couch downstairs, is queen sized and very comfortable.

Guest Reviews:

- "The cottage was clean and as described. The street was very quiet." - "This property is located near some great hiking, biking and swimming and is a great place to stay. If we had a question it was responded to in a very timely and professional manner. The owner made us feel more than welcome and went out of their way to make our stay exceptional. I would certainly stay here again!" - "We had a very enjoyable stay. The owner provided some basics such as coffee, tea and spices. The first level consists of the kitchen, living/dining room combo. There is a narrow spiral staircase to the bedroom which has access to a toilet and sink. We didn't stay up there as the pitched roof is too close to the bed and it was cold. The bathroom has a nice washer/dryer however the baseboard heater doesn't provide enough heat so it felt frigid. There is spa tub suitable for soaking but if you less agile you may have trouble getting into the tub. The living room couch opens to a double bed with linens in the storage part of the couch. There was good heat on the first level and the hot water heats up quickly. The house is situated close to Target and the Regal Berkshire movie theatre. It is 15-20 minutes to area attractions such as Edith Wharton's house, Ventford Mansion, Norman Rockwell Museum and Clark Art Institute, etc. We would stay here again."

Picturesque Cottage with Sunroom on Ashmere Lake!
House
Hinsdale, MA, USA

Picturesque Cottage with Sunroom on Ashmere Lake! is located in Hinsdale, just 18 miles from Cranwell Spa & Golf Club and 18 miles from Tanglewood Musical Center. This vacation home provides air-conditioned accommodations with a patio and free Wifi. The Clark Art Institute is 29 miles from the vacation home. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. Tanglewood is 18 miles from Picturesque Cottage with Sunroom on Ashmere Lake!, while Norman Rockwell Museum is 24 miles away. Bradley International Airport is 53 miles from the property.

Amenities:

Fireplace/Heating • Security/Safety • View • Other • Internet • Sports/Activities • Oceanfront • Guest Services • Parking • Ocean View • Private Beach

Luxury Vacation Rental in the Berkshires!
Cottage
465 Stratton Rd, Taconic, Williamstown, MA, 01267, USA

Located in Williamstown, this welcoming cottage brings it all within your reach. Jump into your car and make short work of the 4-minute drive to Mount Greylock State Reservation or the 4-minute drive to Colonial Plaza (and enjoy the property's convenient onsite parking in the meantime).

Relax on the patio (enjoy the telescope!) or sip a drink by the firepit of this cottage. For a change of scenery, come inside and enjoy the free WiFi and TV.

This 3-bedroom, 3-bathroom rental features a living room, a BBQ grill, a fireplace, and air conditioning. The kitchen is equipped with a microwave, cookware, and a blender. And there's a washing machine, so you can even pack a bit lighter.

Amenities:

Other • Air Conditioner • Balcony/Terrace • Tv • Internet • Kitchen • Entertainment • Sports/Activities • Security/Safety • Laundry • Fireplace/Heating • Child Friendly

The Cottage
Bed & Breakfast

Situated on two acres of hills and forest, this Stockbridge B&B offers free Wi-Fi, free breakfast and stunning views of the surrounding Berkshire mountains. The Stockbridge town centre is just 2 km away. Each suite at The Cottage features a cable TV and a seating area with a sofa, as well as a small refrigerator, microwave and coffee maker. En suite bathrooms include free toiletries. Guests are provided with a private entrance to their suite as well as an outdoor patio with a dining area. An on-site terrace and garden offers another spot to relax.Mount Greylock is 45 km from The Cottage. The Norman Rockwell Museum and Stockbridge Golf Club are within 3 km from The Cottage, which is just 3 minutes’ drive from the site of the Tanglewood Music Festival. Butternut Ski Resort and Bousquet Ski Area are both less than 16 km away, while Jiminy Peak Mountain Resort is 38.3 km away.

Amenities:

Breakfast • View • Oceanfront • Ocean View • Parking • Pet Friendly • Air Conditioner • Kitchen • Balcony/Terrace • Private Beach • Wheelchair Accessible • Smoking

Cozy Becket Cottage Escape w/Lake Access!
Cottage
Becket, Massachusetts, USA

Nestled in nature and surrounded by wildlife, this Becket vacation rental offers the perfect setting for your dream outdoor escape! At this 2-bedroom, 1-bath cottage, you can wake up to birds chirping and enjoy your morning coffee on the screened porch, then boat on Pontoosuc Lake, hike beautiful trails in Otis State Forest, or attending the Jacob's Pillow Dance Festival. And don't forget to fire up the charcoal grill for a delicious barbecue!

-- THE PROPERTY --

MassTaxConnect ID: C0442280220 | Fire Pit (Wood Provided) | Fall Leaf Peeping (Best First 2 Weeks of October) | Near Crafts Fairs, Antique Shops & Tanglewood Music Festival

Bedroom 1: Queen Bed | Bedroom 2: Full Bed | Living Room: Queen Sleeper Sofa | Additional Sleeping: Crib (Available Upon Request)

COMMUNITY AMENITIES: Lake access
OUTDOOR LIVING: Charcoal grill (starter charcoal provided), screened porch, lake access, outdoor dining area, deck
INDOOR LIVING: Smart TV, DVD player, dining table, shower, books + board games
KITCHEN: Refrigerator, stove/oven, microwave, coffee maker, toaster, blender, cooking basics, dishware/flatware
GENERAL: Free WiFi, complimentary toiletries, linens/towels, hair dryer, hangers, iron/board, laundry detergent, trash bags/paper towels, space heaters
FAQ: No A/C
ACCESSIBILITY: Single-story home, stairs required to enter
PARKING: Gravel driveway (2 vehicles)

-- THE LOCATION --

HIKING TRAILS: Otis State Forest (4 miles), Tolland State Forest Campground (11 miles), October Mountain State Forest (13 miles), Appalachian Trail (14 miles)
TEE TIME: Greenock Country Club (12 miles), Bas Ridge Country Club (17 miles)
MUST-SEE SPOTS: Jacob's Pillow Dance Festival (2 miles), Green Water Pond (6 miles), Naumkeag (16 miles), Tanglewood Music Festival (17 miles), Berkshire Botanical Garden (18 miles), Berkshire Museum (22 miles), Pontoosuc Lake (23 miles), Berkshire Rivers Fly Fishing (23 miles), craft fairs, antique shops, fall foliage spots
AIRPORT: Bradley International Airport (41 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This single-story home requires stairs to enter
- NOTE: This property has fans but does not offer air conditioning
- NOTE: There is a crib available upon request. Please inquire prior to arrival if you need a crib during your stay
- NOTE: The Berkshires have great fall colors, apple picking, and pumpkin picking. The fall foliage is at its best in the first two weeks of October

Amenities:

Internet • Sports/Activities • Laundry • Wellness Facilities • Child Friendly • Parking • Entertainment • Kitchen • Other • Tv • Bedding/Linens • Security/Safety

Rustic Berkshires Cottage at Lake Buel with Kayaks!
House
New Marlborough, MA, USA

16 miles from Cranwell Spa & Golf Club in New Marlborough, Rustic Berkshires Cottage at Lake Buel with Kayaks! offers accommodations with access to a spa center. This vacation home features accommodations with a patio. Free Wifi is available throughout the property and Norman Rockwell Museum is 13 miles away. The air-conditioned vacation home is composed of 1 separate bedroom, a living room, a fully equipped kitchen with an oven and microwave, and 1 bathroom. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Tanglewood Musical Center is 16 miles from the vacation home, while Tanglewood is 16 miles from the property. Bradley International Airport is 42 miles away.

Guest Reviews:

- "better then expected" - "Would go back in a heartbeat!"

Charming historic cottage on scenic road to Mt. Greylock
Cottage
Lanesboro, Massachusetts, USA

If you’ve driven by, you’ve wondered about the story of this beautiful stone building. Built in 1832 as a one-room schoolhouse – a function it served until 1950 -- this charming and historic building has been given new life as a guest house - since 1998.

PLEASE NOTE: It's an old building with an unusual layout, so please carefully read the description below.

Beautifully situated amidst horse farms on the scenic road to Mt Greylock. In the center of the Berkshires, 5 miles from Jiminy Peak ski area, 10 miles from South Williamstown, 15 miles from Tanglewood and Mass MoCA, and 20 miles from Jacob's Pillow. 5 miles to Pittsfield and the Berkshire Mall. Private garden. 5 acres of property in the back where horses graze, and alpacas, donkeys and other friendly animals next door.

Everything is provided: fully-furnished mostly with antiques. Bedspreads, linens, blankets, pillows, towels, iron and ironing board. SMALL KITCHEN with mini stove/oven, refrigerator, microwave, Keurig coffeemaker with assortment of coffee, tea and hot chocolate, pots and pans, dishes, cutlery, etc. Broadband internet and TV with Netflix, Hulu and other streaming options included.

There are 2 floors. The first floor is the old classroom with old desks. There is also a trundle bed which can be used as 2 twins. The bathroom is on the first floor. The 2nd floor is like a studio apartment - with a queen bed and a twin bed and the small kitchen. PLEASE NOTE: There is one bathroom, on first floor.

Ideal for a romantic getaway or for a family of 4-5. A fee of $25/night applies for additional adults after the first two (limit of 4 adults total). No extra charge for children. Please indicate the number of children in your message to us, but select 0 children in the pull-down menu so that you are not charged.

The Old Stone School is available to rent 12 months a year. Each season has it's benefits:

SPRING - Trees arise from winter sporing their fleeting Spring green color, daffodils, tulips, hiking trails are open, enjoy the warm weather after a long winter! Calves appear on the hill behind the schoolhouse.

SUMMER - Flowers blooming, berries to pick, outdoor activities nearby, culture everywhere - Tanglewood, Jacob's Pillow, Barrington Stage, Clark Art Museum, MassMoCA, Williams College Museum of Art, etc.

FALL - Enjoy the kaleidoscope of Fall colors covering the hills behind the schoolhouse. Hike Mt. Greylock - short and long hikes. Go the top and check out Bascom Lodge - a stop on the Appalachian Trail.

WINTER - Jiminy Peak is less than 10 mins. away.Ski or snow tube at Bousquet is 20 mins. away. Cross country Ski in the fields out back or go to Hilltop Orchards in Richmond or Notchview in Windsor.

Guest Reviews:

- "Our stay at this historic schoolhouse was terrific. The owner was very welcoming and helpful. We slept well there - as the two available large rooms up and down afforded flexible sleep areas. Beds comfy. The kitchen was well equipped and the amenities such as foil, plastic wrap, tea, a Keurig machine, extra paper plates etc made our stay very convenient. The history of the place is fascinating. Many thanks!" - "This charming converted schoolhouse is well-supplied for the present day while reminding you of a bygone age. It's set among beautiful rural woods and pastures, private, but with ideal access to local attractions south, like Stockbridge and Lenox or north, like Williamstown and North Adams. The owners are extremely helpful and friendly, and they also simply allow you to enjoy your stay. A great place!"

The Mountain Cottage
Ski Chalet

Located in Florida, 46 km from Bennington Battle Monument and 24 km from The Clark Art Institute, The Mountain Cottage offers a garden and air conditioning. Featuring free private parking, the chalet is in an area where guests can engage in activities such as hiking and fishing. This chalet comes with 2 bedrooms, a kitchen with a fridge and a microwave, a flat-screen TV, a seating area and 1 bathroom equipped with a shower. Towels and bed linen are featured in the chalet. The chalet provides a sun terrace. Southern Vermont College is 44 km from The Mountain Cottage, while Bennington Museum is 44 km away. The nearest airport is Albany International Airport, 82 km from the accommodation.

Amenities:

Kitchen • Laundry • Air Conditioner • Balcony/Terrace • Parking • Child Friendly

Quiet rustic cottage with shared lake access
Cottage
New Marlborough, Massachusetts, USA

Welcome to Lake Buel! This recently renovated cottage has been an old favorite for generations since the 1950’s. Abutting a dramatic sloping hill, this unique spot offers privacy on a dead end road and is a 2 minute walk to the water. Bring your non motorized boat and park it at the shared dock or use our canoe and life jackets for your aquatic adventures. All are welcome to experience this space and the surrounding areas.

Guest Reviews:

- "This is a wonderfully simple cabin that has everything you need and nothing you don’t. It is cozy, comfortable, and charming. We were here for two days and managed to swim in the lake twice, canoe once, s’mores over the fire pit, and relax a ton. Great hosts who checked in and made sure we knew the lay of the land. We really loved this spot and will be back." - "Great place located on Lake Buel, felt welcomed immediately by amount of communication and information pre arrival. Upon arrival we were greeted by a personalized note and a treat from the owners. It was relaxing and we enjoyed the area immensely. As a native to the Berkshires It was a real joy spending time in an area that I don't often get to visit. So much history, culture, and charm."

Lake Views and Dock Access - Pittsfield Cottage!
House
Pittsfield, MA, USA

Lake Views and Dock Access - Pittsfield Cottage! is located in Pittsfield, just 12 miles from Tanglewood Musical Center and 12 miles from Tanglewood. This vacation home is 17 miles from Norman Rockwell Museum. Free Wifi is available throughout the property and Cranwell Spa & Golf Club is 12 miles away. The air-conditioned vacation home is composed of 4 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Albany International Airport is 43 miles away.

Amenities:

Parking • Sports/Activities • Security/Safety • Child Friendly • Ocean View • Accessibility • Internet • Fireplace/Heating • Other • Guest Services • View • Oceanfront

Waterfront Cottage 10 Min From Great Barrington
Cottage
New Marlborough, Massachusetts, USA

A couple's getaway for the books awaits you at this Lake Buel vacation rental. Just 6 miles from Great Barrington's shops, restaurants, and art scene, this 2-bedroom, 1-bath cottage is close to all the Berkshire's excitement, yet far enough for high-quality rest and relaxation. Hike the Appalachian Trail in the summer, ski Butternut Basin during the winter, or enjoy the fall colors from the home's charming deck - and don't forget the amazing stargazing! The ultimate Bay State vacay starts now!

The Property

Deck overlooking Lake Buel | Fire Pit | Peaceful Neighborhood | Seasonal Fishing Dock | Panoramic Views

Craft the ultimate couple's getaway at this charming lakeside cottage - close to Great Barrington dining, arts, and culture, yet rural enough for rest, relaxation, and of course, romance.

Bedroom 1: Bob-o-Pedic Dual King Adjustable Bed | Bedroom 2 (Updated 9/23/24): Bob-o-Pedic Queen Adjustable Bed

OUTDOOR LIVING: Deck, chairs, patio, gas grill, fire pit

INDOOR LIVING: 3 flat-screen TVs, DVD player, vaulted ceilings (washer/dryer available for stays of one week or more.)

KITCHEN: Well-equipped, drip coffeemaker, granite countertops, ice maker, dishware & flatware, pots & pans, stainless steel appliances, Crockpot, toaster, kitchen cart. (Countertop dishwasher available for stays of one week or more.)

GENERAL: Free WiFi, ceiling fans, towels/linens, canoe, kayaks, SUPs, life jackets

FAQ: 2 steps to access, no A/C

PARKING: Driveway (3 vehicles)

Guest Reviews:

- "Spent two nights for a winter weekend to explore all the trails. The cottage is updated and like new. Has every thing you need to cook dinners, relax and feels like a home. Owner checks in to make sure you have all the info you need and is accessible if needed. Had a great experience!!" - "The cottage is perfect... all the comforts of home & the View is fantastic." - "This location is just perfect. Quiet serenity for a perfect weekend getaway. The cottage is nestled among the trees and has water access. It was clean and well appointed. Cathy was very accessible. We will be back!!"

nPeaceful, Newly Renovated Lakeside Cottage On Lake Garfield In Berkshires
Cottage
Monterey, Massachusetts, USA

Sweet, newly renovated cottage, in a blissfully tranquil setting on Lake Garfield in Monterey, MA. Secluded, private, yet close to amenities, the cottage sits on a secluded 9 acre wooded lot along with one other house. 100yd walk to the private dock (shared with the other house). Monterey is at a higher elevation in the Berkshires (above Great Barrington), so the air is cool and refreshing during most of the summer. The cottage has been completely renovated and is equipped with WiFi and air conditioning. New, open-plan kitchen has full range of appliances, including dishwasher. Full-size front loading washer and dryer. Living room contains a plush L-shaped sofa, flat-screen TV/DVD player with Direct TV package, wood burning stove, and lounge chairs. Indoor and outdoor dining areas. Workspace with desk and bookcase. The master bedroom has a queen bed with high quality gel mattress, antique dresser and antique wardrobe. The spare bedroom has a queen on bottom/full on top/combination bunk bed, also fitted with high quality gel mattresses. Large porch with dining and lounging seating. Overhead fan and baseboard heat. Linens, blankets, pillows and towels provided. Outdoor lounge chairs, fire pit, propane BBQ grill, and x-large 2-person hammock. One Canoe and two kayaks.

A 15 minute walk from the cottage is the village of Monterey, MA. Dotted with pre-colonial buildings, it is a hidden jewel in the Berkshires. Within walking distance there is an honesty farm stand where you can get the freshest veggies, as well as a farm that produces goat cheese from their own herd. Monterey is home to the historic Bidwell Museum. Monterey is a 20 minute drive from Great Barrington, where you can find a large variety of restaurants, grocery stores, theaters and shops. In addition, all the attractions of Great Barrington and the Berkshires are at your fingertips: Tanglewood, Kripalu Yoga Center, Norman Rockwell Museum, Hancock Shaker Museum, the Clark Museum, the WE DuBois Museum and the Naumkeag Museum.
Natural beauty abounds. The Appalachian Trail is nearby for hikers, and beautiful back-country roads are here for bikers. Your neighbors will include owls, eagles, herons, ducks, and possibly a curious baby bear (please don’t leave food outside!). A perfect, soothing get-away.

Cottage Features

- Approximately 1,275 sq ft. Sleeps up to 5
- 1 queen bed in master bedroom. 1 queen bed/1 full bed (bunk) in second bedroom.
- Extremely comfortable gel mattresses
- Covered porch with sitting and eating areas
- Indoor and outdoor dining areas
- Propane BBQ grill with accessories
- Air conditioning
- Wood-burning stove
- X-large 2 person Hammock
- Outdoor lounge chairs with fire pit
- Fully equipped kitchen with new appliances. Full size range and refrigerator. Microwave and dishwasher. Toaster oven, basket type #2 and individual pod coffee makers, electric water kettle, blender. High quality pots and cooking utensils
- Full size front-loading washer and dryer
- TV with DVD and Direct TV package
- 900MHz speed Internet
- Fans
- Linens, bath towels and beach towels provided
- Hair dryer
- Landline phone
- Private dock (share with main house)
- Dogs under 20 pounds allowed. $150 cleaning fee

A note concerning cellphone reception. We are in a natural area, so cellphone reception may be limited to texting. Alternatively you can use WhatsApp or the landline for local voice calls.

Guest Reviews:

- "I loved it. Quiet, in the woods at the end of a dead end gravel road - no traffic. Lovely farmers porch to read and enjoy the wildlife and view. Fire pit in front yard. Property manager and owner very responsive. I was there in late fall so didn't use the kayaks and canoes available down by the lake. Met friendly neighbors on my walks. I definitely plan to return." - "Very private, woodland sanctuary filled with birdsong. A lovely covered porch with comfortable chairs provided a great place to have morning coffee, read a book and watch the birds zooming among the trees. The cottage is well equipped and comfortable."

Charming Cottage, New Marlborough Village Green in the Berkshires
Cottage
New Marlborough, Massachusetts, USA

The Cottage apartment is located in the Village of New Marlborough, Ma.
We are on the Village Green. Across the road from the famous Old Inn On The Green Restaurant. Also down the road from Gedney Farm, lodging and restaurant. Beautiful restored barns are used for many weddings
15 minutes from Butternut Ski Basin. 20 min. to town of Great Barrington.
1/2 hour to Tanglewood & Jacobs Pillow.
The apt. looks out onto a beautiful field from the kitchen.
There is a main house which is separate from the cottage. The cottage sleeps 4 comfortably. Parking in front of cottage.

Cottage in a beautiful setting: The Cottage is located in Historic New Marlborough Village Green. The 4 Star Zaggat rated Old Inn on the Green is a walk across the road. Many beautiful lakes & streams in the area. Gallery at the Historic Meeting House holds many events during the summer season.

Cross Country Sking in fields. Butternut ski resort 15 from cottage. Great Barrington for local town eatery & movies 20 minutes from cottage.

Guest Reviews:

- "We arrived at night, so we didn't get to see the extraordinary back yard until we awakened the following morning. it was so divine to just sit there and see all the lush greenery. owners had thoughtfully left great coffee and some breakfast fixings which was so appreciated. Maria was a lovely host." - "Beautiful cottage that has been well renovated and best backyard view. Directly across the road from the Old Inn at New Marlborough which is where the wedding event was. Maria helped with trusted recommendations on where to eat etc. her property is highly recommended."

Romantic Berkshires Cottage - Stunning Views, Pool
Cottage
Great Barrington, Massachusetts, USA

This unique cottage--30' away from our home on a fenced, three-acre property--has its own entrance and its own parking space. The pool is shared with us, but you will have it to yourselves for most of the day--just ask for private time.

There are windows on three sides, a ceiling fan and a window fan.

The Berkshires in spring, summer and fall are alive with beauty, and we offer glorious views of the rolling hills and verdant meadows. Nature lovers, artists, writers and all who cherish tranquility will take particular delight in this unique spot.

Perfect for any couple (can accommodate a small child, too), this gem of a cottage offers a romantic break that will appeal whether you are an active hiker or biker, or just want to sit under the trees or by the pool with a good book and savor the unsurpassed scenery. You'll be on a secluded country lane, but only minutes from downtown Great Barrington with its restaurants, music, theater and shopping. It's an easy drive to all area attractions and great Appalachian Trail hikes. The area roads are also ideal for biking.

Bedroom/sitting room, kitchenette with toaster oven, electric kettle, toaster, microwave and full-size fridge, but no stove. Full bath with bathtub and shower. Non-smoking only. Check our rates for week-long specials.

We do not accept reservations for longer than two weeks.

We can also assist you in finding just the right activity for your stay, whether it's hiking the state's highest peak, Mt. Greylock, a picnic at Bartholomew's Cobble or just lounging on the bench outside the cottage.

Studio offers complimentary bottle of wine, use of two kayaks, excellent wifi coverage, hair dryer, onsite parking, TV, microwave, electric kettle, Ninja coffee maker, toaster, toaster oven, full-sized fridge.

Please note that taxes of 11.7% include 6% Great Barrington tax and 5.7% Mass. tax.

Guest Reviews:

- "My husband and I had a wonderful stay at Frederica's guest house! The 'French country' vibe instantly made us feel at home. The pool and grounds were even more stunning than the photos. The highlight was definitely the pool area and the beautiful grounds. The relaxing atmosphere and natural surroundings provided the perfect escape! We were pleased to bring our two golden doodles along, although the on-leash requirement was a bit restrictive. Nonetheless, it didn't significantly impact our overall enjoyment. In summary, Frederica's guest house offers a charming retreat with its cozy interior, breathtaking pool, and tranquil ambiance. We appreciate Frederica for sharing this lovely space with us and look forward to returning in the future. If you are thinking about booking this vacation home, go ahead and do it! You'll have a great time!"

Perfect Vacation Get Away - Historical New Marlborough
Cottage
New Marlborough, Massachusetts, USA

Quaint cottage in Southern Berkshire nestled in the historic district of New Marlborough. Cottage sits on 3 acres all of which is well maintained. Available for the fall foliage season. Full kitchen and bath. Sleeping area in loft sleeps two. Queen size sleeper sofa serves as additional sleeping for guests. Cottage surrounded by 1,000 sq ft cedar deck on 3 sides. Goshen stone patio and grilling area. 140' rock wall accentuates the property. Cottage is walking distance to Inn on The Green and New Marlborough Grange. 5 minutes to Butternut Ski area. Land trust across the street from cottage. Outdoor smoking only. Culligan water sulfur filtration tank provides clean water with no smell to the entire house. The stairs to the upstairs bedroom can be challenging to for older people or people with physical limitations.

Guest Reviews:

- "Cute cottage and great property. Enjoyed how quiet it is when we spent time on the patio enjoying our breakfast and dinners. Well equipped cabin exactly as advertised!" - "Good kitchen to make our breakfast The hatch getting up to the bedroom was interesting, be sure your good w a ship’s ladder. Thoroughly enjoyed our stay, I’d return anytime And loved the wood stove! Always had a fire crackling.." - "We have 2 dogs and it is hard to find somewhere that we can bring them both on vacation. They were both welcomed and loved running around the huge yard. We enjoyed the wrap around porch and the cozy, homey feeling of the cottage. The host, James, answered very promptly when we had questions. We would definately like to go back again."

Berkshire Mountain Cottage: in the Heart of the Berkshires
Cottage
Great Barrington, Massachusetts, USA

Berkshire Mountain Cottage is a warm and cozy hideaway located in the Berkshire hills. Its located between North Egremont and West Stockbridge, placing it within 15 minutes of Tanglewood and 5 minutes from Main Street in Great Barrington, by car, and close to many other Berkshire locales. The cottage is also very close to hiking and biking trails and numerous swimming areas on both lakes and rivers.

The cottage features (2) bedrooms, living room, kitchenette, screened in porch and (1) bathroom. The master bedroom contains a Queen sized bed and plenty of closet space. The second bedroom has a trundle bed with a riser and it sleeps (2). The building is semi attached to the main house. It has a separate entrance. And private outdoor area It is a roomy 800 sq ft, recently renovated, and beautifully decorated. You can easily prepare a great breakfast, lunch and even dinner (BBQ) or choose to sample one of the many restaurants in Great Barrington.

The cottage property contains grassy areas, flower gardens, forest, a stream, and a beaver pond which attracts exotic birds. There are tables and chairs set up outdoors for your enjoyment. We welcome well behaved dogs of all sizes.

In these special days we are taking special measures to keep everyone healthy.
All guest reservations are spaced 1-3 days apart when possible, to allow airing, and cleaning
We take special care of cleaning and sanitizing the cottage prior to your arrival.
All linen and towels are washed at a high temperature, and dried in high heat.
We change all linen, including duvet cover for each guest (European style).
Cleaning is conducted with masks and gloves.

Keywords: Cottage

Guest Reviews:

- "The Cottage is exactly as described, comfortable for 2 people, artfully decorated, delightful. The hosts are warm and welcoming, attentive, but not intrusive. The location is quiet and lovely. A welcoming bottle of wine set the tone for the stay. We plan to return. 5+ stars!" - "it is just a cottage, very clean and comfortable. kitchen was a bit inadequate for us as it has no stove and not much counter space and a small sink. Outside property was very spacious and beautiful."

Lakefront Cottage In The Berkshires In Western Massachusetts
Cottage
Becket, Massachusetts, USA

INSIDE
650-square foot charming cottage directly on 129-acre Center Pond in Becket, MA. One main bedroom upstairs with queen bed, very small loft area upstairs (for sleeping only - probably best for children) with 2 mattresses, small bedroom downstairs with single bed. Sleeps 3 in beds, plus the loft beds for kids and a loveseat-sized couch. Small kitchen with full oven, microwave, frig. No dishwasher. Small bathroom with shower. No washer/dryer. No cable TV, but large TV monitor and blue ray DVD player. High-speed internet. NOTE: the homeowner's association along the road has very strict quiet policy after 10 PM so this cottage WILL NOT be a good choice if abiding by this policy will be a problem.

OUTSIDE
Outside has spacious upper deck and lower deck, plus dock. Eating table and sitting area on upper deck, with comfortable seating on lower deck. Dive into water from dock into 6-foot depth. Clean, clear lake great for swimming. Cottage has 3 kayaks and one 2-person canoe. Great fishing . Motorboats permitted. However, very quiet, peaceful lake. Cottage is east facing. Warm, sunny breakfasts on the deck.

SURROUNDING AREA
Becket is located in the Berkshire Hills of Massachusetts close to great hiking (including Appalachian Trail), antiquing , outlet shopping (Lee), theatre (Stockbridge, Pittsfield), dance (Jacobs Pillow), music (Tanglewood), museums (Norman Rockwell Museum in Stockbridge, Clark Institute in Williamstown). Great biking on many of the rural roads in the area.

Guest Reviews:

- "This was our 4th time staying here, first with a kid, we enjoyed the grill, hammocks, kayaks, and of course the view from the two decks." - "This was our second stay and it did not disappoint! Beautiful, clean, comfortable home situated directly on the lake. Host was very kind and communicative. 10/10 would recommend." - "We had a lovely time at Jim's home, which sits right on this lake and is also near lots of great hiking. Small smallmouth bass and pickerel are easily caught from Jim's dock and even more easily when fishing from Jim's canoe. There may be bigger fish in there, but I can only attest to the plentifulness of the 12-inch smallmouths and pickerel. Jim communicates quickly and clearly, and we would love to come back."

Rustic Berkshires Cottage at Lake Buel w/Kayaks!
Cottage
New Marlborough, Massachusetts, USA

Bring your loved one or best friend along on a Berkshires getaway to this rustic 1-bedroom, 1-bath vacation rental in New Marlborough. Nestled 30 yards from private right-of-way access to Lake Buel, this cabin offers serenity and unbeatable views of the lake and Berkshire Mountains. Launch the 2 kayaks, hike along the Appalachian Trail, or explore the local cultural scene! Whether you’re visiting for a romantic retreat, cultural indulgence, or active outdoor getaway, this is the ideal home base.

-- THE PROPERTY --

MassTaxConnect ID C0239292030 | Pets Welcome w/ Fee | Right-of-Way Lake Access | 2 10-Foot Kayaks | Fire Pit

This rustic cottage provides simple, economical accommodations for those who want to enjoy a wonderful lake and experience Conde Nast’s 2022 pick for ‘the most beautiful place in Massachusetts!’

Bedroom: King Bed | Living Room: Queen Futon

OUTDOOR LIVING: Patio, fire pit, new patio furniture (added in 2019), 2 kayaks (Pelican Trailblazer 100XT), Weber charcoal grill
KITCHEN: Well-equipped w/ refrigerator, new gas range, drip coffee maker, tea kettle, microwave (no dishwasher - appliances are older but fully functional)
INDOOR LIVING: Brand new King-sized Simmons Beautyrest mattress (adjustable up to 80 degrees), 43" 4K Smart TV for guest's streaming services (no cable), DVD player, tables set for 2 in the kitchen & by the picture windows, beautiful lake views
GENERAL: Free WiFi (high speed), self-check-in, new shower (added in 2019), interior redecorated in 2019, new bathroom fixtures, 5000 BTU window air conditioner in bedroom & darkening window treatments for living room (all added in 2021)
FAQ: Washer/dryer NOT available, stairs required, steep stairs
PARKING: Driveway (1 vehicle, maximum length 16 feet)

-- THE LOCATION --

LAKE BUEL (30 yards away): Kayaking, floating, fishing, great swimming (summer weeds in the lake can be an impediment to swimming for some), public boat launch (3.1 miles)
HIKING: Appalachian Trail (1.6 miles), Beartown State Forest (4.7 miles), Umapchene Falls Park (6.4 miles), Monument Mountain (8.0 miles), Campbell Falls (11.3 miles), Mount Greylock (35.0 miles)
HIT THE LINKS: Greenock Country Club (9 holes,13.6 miles), Wyndhurst Manor and Club (18 holes, 15.6 miles)
ROAD BIKING: Several road biking courses provided by the host in the information brochure
ART/THEATER: Mahaiwe Performing Arts Center (6.3 miles), Berkshire Theatre Group (11.6 miles), Norman Rockwell Museum (11.7 miles), Shakespeare & Company (15.6 miles), Tanglewood Music Center (16.1 miles), Jacob’s Pillow Dance Festival (18.0 miles), Mass MoCA (44.0 miles)
SPA/YOGA: Kripalu Center For Yoga & Health (15.7 miles), Miraval Berkshires Resort & Spa (15.7 miles)
WINE & DINE: Les Trois Emme Winery (1.2 miles), Cantina 229 (4.9 miles), The Old Inn on the Green (5.1 miles), Xicohtencat (5.2 miles), Café Adam (5.9 miles), Naji’s Mediterranean Cuisine (5.9 miles), Aegean Breeze (5.9 miles), Barrington Brewery & Restaurant (6.1 miles), Number Ten (6.3 miles)
AIRPORT: Bradley International Airport (42.9 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $100 fee (+ fees & taxes, maximum 1 allowed, non-shedding breeds only)
- No events, parties or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: No food is provided at the property
- NOTE: Temperatures in the mountains can drop significantly beginning in mid-late September and be quite cool from early April through mid-June. While the cottage has baseboard heat and is fully insulated, guests during these periods should check the forecast and prepare accordingly
- NOTE: The property requires stairs to access
- NOTE: The property may not be suitable for young children due to the steep stairs

Guest Reviews:

- "Quiet apot even when boaters were using the lake. Had a couple of issues that were addressed quickly." - "My husband, dog and I enjoyed a long weekend here to celebrate our 8th wedding anniversary- the property was beautiful and quaint! Perfect for exploring on walks, or nearby to the Norman Rockwell museum. Would stay here again." - "Peaceful and very relaxing. Perfect for getting away from it all" - "Beautiful and clean cabin with stunning lake views. Short drive to the Great Barrington which we loved. Also the Les Trois Emme winery which was only minutes away - the wine slushie is a must! Loved everything about our accommodations and our trip to the Berkshires. "

Stay at Beaver Lodge!
Cottage
Monterey, Massachusetts, USA

This secluded and private one-bedroom cottage has two gas stoves to keep you toasty in winter and A/C to keep you cool in summer as you enjoy the country views out of every window. Comfortably appointed and super clean, the cottage features an enclosed porch, a large outdoor deck, a cozy living/dining/kitchen area, and a fenced-in backyard, making it ideal for dog owners. The deck has lounge chairs, a gas grill, a dining table with an umbrella, and a fire table. You are centrally located to great hiking, lakes, skiing, and charming towns. The lovely town beach on Lake Garfield is a 3-minute drive away. And folks tell us the bed has the most comfortable queen mattress! Across the road, there is, in fact, a beaver lodge! Three-night minimum for holiday weekends.

Guest Reviews:

- "New, very clean and well equipped unit. Nice country setting. Recommended." - "A very comfortable and cozy place to unwind. Great hosts!" - "Perfect for a couple" - "Just returned from our stay at The Beaver Lodge. Very clean and comfortable with easy check in and out. Communication with owner was easy and helpful. We would definitely recommend." - "Joel's house in Monterey was just perfect for our New Year's getaway! It was comfortable, clean and well stocked. Joel was also an amazing host. Check in and check out couldn't have been easier. Also Joel went above and beyond for me. I left two sweaters at the house and Joel was kind enough to retrieve them and send them back to me. Thank you Joel!"

East Otis, MA, Waterfront Summer Cottage, Big Pond,
Cottage
East Otis, , Massachusetts, USA

Rental is weekly: Sunday to Sunday.
This charming waterfront cottage is located on the pristine 333 acre lake known as Big Pond, one of the Berkshires most hidden treasures. Enjoy and relax on the deck as you watch the sunrise every morning or just to enjoy the beauty of the lake at your fingertips.
This cottage sleeps 6 comfortably with 2 bedrooms, one with a double bed, one with a queen bed and a loft with two single beds. The loft is accessible by a ladder. There is a large spacious living room with a wood stove to enjoy on a cool night if you are not having a fire on the beach in the fire pit. It also has a large spacious kitchen and dining area.
This cottage is rustic with imperfections and is completely furnished. Heat source is a wood stove and wood is provided.
If you are not relaxing on the deck you can sit on our privately owned beach area and relax by the waters edge. There are beach chairs to use, a dock to sit on and a raft to swim to.
This cottage sits in a little cove and is ideal for young children because the water is shallow near the dock and they can walk out about 50 feet before it starts getting deep.
The lake is clean and ideal for swimming, fishing, kayaking, boating, windsurfing and so much more.

Guest Reviews:

- "The place was exactly what we were looking for. The owners were very attentive to what we needed and extremely friendly. We also met some very nice neighbors, Mike and Cathy. Our dog Tia, even made a new friend with their dog Finnigan. They bounced around together, all week long. We would love to go back but the owner's dogs were not as friendly to our dog, as we would have liked them to be. The owner did take them home for the majority of the week which eliminated the concern. When they were there I was continously worrying about the dogs interactions. Other then that, it was a beautiful week. Thank you Chris , Mike, Cathy, and Deb for the great time."

Endearing cottage in the Berkshires, walking distance to downtown and Mass MoCA.
Cottage
North Adams, Massachusetts, USA

0.7 miles to MASS MoCA & downtown. Close drive to Williamstown MA & VT. Hiking, museums, and skiing are close by. On-premise parking, decent size yard with deck and fire pit, covered front porch with table and chairs. Washer & dryer, high-speed Wifi & Roku Smart TV.

Guest Reviews:

- "Very friendly, cute cottage that was the perfect distance from MassMoca and the Williams Inn where we were attending events. Clean and comfortable and no complaints." - "A most amazing cottage in the Berkshires! Came for Tanglewood and all that Western MA has to offer. I could easily live here and looking forward to coming back :) A gem in North Adams. A must stay. Carrie and Daniel were very communicative and available. Everything you might need is here."

Designer Berkshire Cottage
Cottage
Richmond, Massachusetts, USA

This is what ‘Tiny Home’ Dreams are made of!
Our Renovated Designer Cottage located in rural Richmond Massachusetts is close to the NY border and all Berkshire Attractions. Vintage touches mixed with new modern upgrades make this a Unique and Comfortable renting experience!
This 1940s stucco cottage has been thoughtfully reimagined and curated with recent kitchen and bathroom remodels, new high end furnishings and lighting, newly refinished screened porch and luxurious upgrades in every room. The house itself is 720 sq ft with additional Breezeway, Large Screened Porch and Private Yard with gardens and Inviting fire pit area with views to the Forest.
Enjoy the ease of 1 level living as you enter through the breezeway into the brand new kitchen boasting porcelain tiled floor, new stainless appliances, quartz countertop, large farm sink and custom live-edge open shelving. 4 burner gas stove with center griddle and full size oven. Cooking utensils are provided as well as bar items, bbq accessories and High end cutlery and dishes.
The living room features custom reclaimed wood accent walls and new Morso woodstove for an uber cozy vibe in cold season. 46" flat screen Smart TV.
The Vintage pine Farm table in dining room seats 4 comfortably. Prepare your favorite cocktails using the built-in bar nook.
Bedroom has Queen sized tempurpedic mattress with optional 3” mattress topper if you prefer a softer bed. Leather Resting Headboard, 2 side tables and 42" flat screen Smart TV. Two Dressers and 1 closet provide ample storage. High end linens and plush pillows and blankets promise a good nights rest.
The newly remodeled bathroom has a large custom Vanity with Quartz top, Impressive Walk-in tiled shower, and radiant heated Marble floors.

Outside, the large West facing Screened Porch with vaulted ceiling overlooks the private partially fenced backyard, gardens and fire pit area. Enjoy the evening sunsets!
Every room is tastefully furnished and detailed- designed for your best vacation experience.
High Speed Internet. Ductless mini split A/C. Hepa Air Filtration System. Newly refreshed basement with new full sized LG washer and dryer.

The cottage less than 5 minutes to West Stockbridge center with popular Six Depot cafe, Amici Cucina, The Foundry, Turn Park, Public Market, and weekly farmers market. 5 minutes to the popular Balderdash Cellars Winery .10 Minutes to Downtown Stockbridge and Lenox/Tanglewood. Bousquet Ski area is 7 miles and Jiminy Peak ski area is just 15 miles away.
A great central location to all Berkshire attractions. Several Hiking trails nearby- all laid out in our Welcome Book, along with shopping and restaurant recommendations in MA & over the NY border.
Simply put, we provide an elevated renting experience!
Check out our other popular Berkshire rental property - #566662 in Lenox, MA

Guest Reviews:

- "Jonathan and Lauren are wonderful hosts. Their cottage is just beautiful. The screened porch is amazing. Great location -just 10 minutes to Tanglewood and all the key towns in the area." - "Jonathan & Lauren were superb hosts. We erred in making our reservations and they were extremely accommodating. The beautiful cottage is in a great location, and it is evident much thought and care has gone into every aspect. Landscaping,design and decor are all done to the highest quality. They have thought of EVERYTHING to make this a cozy, comfortable and charming home. We really enjoyed relaxing on the veranda. The local milk and cookies were a wonderful treat. We hope to return soon."

East Otis Vacation Rental w/Private Deck & BBQ!
Cottage
East Otis, Massachusetts, USA

Prepare for your Western Massachusetts lake escape by booking this welcoming 1-bathroom studio cottage in East Otis! Located on Kibbe Point on the Otis Reservoir, this vacation rental offers an updated interior with rustic accents, an electric fireplace, Smart TV with cable, and so much more. When you’re not relaxing by the water, hit the slopes at Otis Ridge or explore Tolland State Forest. After your adventures, kick back on the spacious deck and prepare a home-cooked dinner on the BBQ grill.

-- THE PROPERTY --

Private Deck & Yard | Free WiFi | New Appliances | MassTaxConnect ID: C0302282250

Ideal for romantic retreats and small family getaways, this single-story cottage boasts all the essentials and a prime location!

Studio: Queen Bed, Queen Sleeper Sofa

STEP OUTSIDE: Private deck w/ Adirondack chairs, lighting, gas grill & flowers, yard w/ picnic table
INDOOR LIVING: Flat-screen cable TV, exposed wood beams, electric fireplace, dining table, French double doors, rustic furnishings, ample natural sunlight, ceiling fan
KITCHEN: Well-equipped, new appliances, granite breakfast bar, drip coffeemaker, cooking basics, tea kettle
GENERAL: Linens & towels provided, suitable for children, complimentary toiletries
FAQ: No water access, steps to enter
PARKING: Driveway (2 vehicles)

-- THE LOCATION --

FUN ON THE WATER: D & J Marina (2.3 miles), Otis Town Beach (4.9 miles), Lake Garfield Beach (13.3 miles), Sandy Beach at Laurel Lake (20 miles), Lenox Town Beach (20.1 miles)
GOLF THE DAY AWAY: Blandford Country Club (9.3 miles), Tekoa Country Club (17.7 miles), Bas Ridge Country Club (25.5 miles), The Links at Worthington (31.1 miles), Simsbury Farms Golf Course (34.3 miles)
HIT THE HIKING TRAILS: Tolland State Forest (2.9 miles), Knittel Conservation Area Trailhead (9.2 miles), Granville State Forest (15.5 miles), Keystone Arches Trailhead (16.6 miles), Monument Mountain Parking Lot (23.2 miles), Appalachian Trail (24.3 miles)
SKI RESORTS: Otis Ridge Ski Resort (5.7 miles), Ski Blandford (12.4 miles), Ski Butternut (18.6 miles), Bousquet Ski Area (26.7 miles), Ski Sundown (27.9 miles), Catamount Mountain Resort (29.3 miles)
AIRPORT: Bradley International Airport (38.2 miles), Albany International Airport (72.6 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional visitors are not allowed on the property
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires stairs and may be difficult for guests with limited mobility
- NOTE: While the property boasts views of the water, guests cannot access the water from the property

Guest Reviews:

- "Beautiful home with a great location in the Berkshires. We had a wonderful time!" - "Wally and Donna were very hospitable! We loved this cottage and its location to everything we wanted to do. The neighborhood was tranquil and beautiful. Such a great place!" - "My partner and I had a lovely, relaxing time! Perfect size for the two of us with all the necessary amenities. Great fall walks and a beautiful trail with waterfall views nearby. Shops in town had everything we needed as well. Host is very attentive. Highly recommend!"

East Otis, MA, Waterfront Summer Cottage, Big Pond,
Cottage
East Otis, Massachusetts, USA

Rental is weekly; Sunday to Sunday
This charming waterfront cottage is approximately 110 feet from the water. It is located on the pristine 333 acre lake known as Big Pond, one of the Berkshires most hidden treasures. Enjoy and relax on the deck as you watch the sunrise every morning or just to enjoy the beauty of the lake at your fingertips.
This cottage sleeps 4-5 comfortably with 2 bedrooms; one with a queen bed and the other with two twin beds. There is a spacious living room and dining area with a wood stove to enjoy on a cool night if you are not having a fire on the beach in the fire pit.
This cottage is rustic with imperfections and is completely furnished. Heat source is a wood stove and wood is provided.
If you are not relaxing on the deck you can sit on our privately owned beach area and relax by the waters edge. There are beach chairs to use, a dock to sit on and a raft to swim to.
This cottage sits in a little cove and is ideal for young children because the water is shallow near the dock and they can walk out about 50 feet before it starts getting deep.
The lake is clean and ideal for swimming, fishing, kayaking, boating, windsurfing and so much more.
Locally, in the center of East Otis (2 miles), you will find Katie's General Store with a lot of fresh meats for your barbecue and a take out snack bar with great food like rotisserie chicken, ice cream and more.
Opposite corner is the Knox Trail Inn, a great restaurant and bar with entertainment on weekends,
Around the corner is Papa's which sells organic foods and host a farmers market, seasonally, every Saturday from 9-1.
Within 1-6 miles in either direction from the center of Otis, you have The Farmington River Restaurant that serves a great breakfast and more, the Grouse House restaurant for dinner, and just a little further down the road the Otis Poultry farm for fresh eggs, homemade chicken pies, goods made from local artists, and lots more including local souvenirs.
For you larger shopping needs you have Great Barrington or Westfield, both approximately 30 minutes away.

Guest Reviews:

- "It's a cottage that brings back memories of childhood--not fancy, but with everything one needs. The location is AMAZING--a pristine lake that invites all manner of water activities. We loved every moment of our time on Big Pond." - "Owners were very helpful and accommodating We had a very relaxing time . The pond is clean and quiet. Plan to return" - "The property was a welcome diversion from the pandemic. Close to the water, for kayaking swimming and grilling. We had a wonderful time for 2 whole weeks. Debbie, Chris and DJ were wonderful hosts and I'd totally recommend to property to prospective tenants. 5 stars !!!!!"

Charming Lakeview Cottage in Heart of the Berkshires
Cottage
Pittsfield, Massachusetts, USA

Relax in your island cottage overlooking beautiful Onota Lake in the heart of the Berkshires. Take in 180 degree pristine lake and mountain views from the cozy living room. Custom kitchen with everything you need. Peaceful and spacious queen bedroom. Comfortable living room has full size sofa bed to accommodate whole families. Convenient lake access with beach and boat launch just a few houses away to launch your very own kayak or canoe. Beautiful deck, patio and gardens offer lots of outdoor space to unwind. Cottage is completely updated with open floor plan, stylish details and fully equipped for short- and long-term getaways. Central AC, WIFI, and gas heating for year-round comfort.

Guest Reviews:

- "Took my son to go fishing, Magnet fishing. He played with his remote control speed boat. We grilled out and enjoyed the beautiful view.." - "the place is amazing and the owners are so responsive and nice; views are spectacular and such a comfortable place to kick back and relax. very special place. we loved our stay there so very much." - "We had a great time. House was beautiful and very clean, in a lovely neighborhood!"

Private Island - Largest Fresh Water Reservoir in Mass
Cottage
Otis, Massachusetts, USA

Rustic.. Not fancy... It's a cabin... 2 bedroom, one with a Queen the other with twin bunkbeds... 2 couches could sleep extras. One bathroom. Very relaxing! Great place to chill on the deck with friends and family! Completely surrounded by water and Chain Pickerel, Crappie, Sunfish, White Perch, Yellow Perch, Brook Trout, and Tiger Trout are the fish you will catch if you are into fishing! Otherwise, just relax, enjoy the water activities, and movement on the lake. 24' Pontoon boat is available.
75" hi-def TV in the bedroom. "The Frame" TV in the living room. 2 docks... Hi speed Internet works great! Mini-splits for heating

Guest Reviews:

- "This place was above my expectations. So relaxing and fun. Couldn’t ask for a better host too … quick to respond and very accommodating! Will be here every year for my summer getaways! Thank you Bill!" - "We had a great time. The owner Bill was a great host." - "Thank you so much for sharing your Otis home with us. From the moment we walked through the door, we could feel the warmth and energy of great memories shared in this home. Growing up visiting Otis as a kid, it was incredibly special to celebrate my Grandmother's 85th birthday and send off my brother, who is starting his PhD program at Harvard University in Boston. My grandmother and the rest of our family will forever cherish this trip, full of laughter, swimming, and using our boat, which we dock in Otis. I can't remember the last time our family had this much fun together outside of the holidays. This home is the perfect location to create once-in-a-lifetime opportunities with your family. The memories made here will be forever held in our hearts. Thank you, Bill, for hosting!"

Light-filled Carpenter's Cottage w/EV charger!
Cottage
Stockbridge, Massachusetts, USA

This adorable wooden cottage feels bright, open, and spacious. It has modern amenities alongside its rustic charm. While it is a short distance away from our family home and one can hear the ambient hum of the highway, there is ample privacy with a separate parking spot, walkway, landscaping, and a private deck.

The cottage sleeps 2 in the queen sleigh bed, but there is seating for a dinner party of 6. It sits on a south-facing hill, looking out towards Monument Mountain. You’ll love it!

Guest Reviews:

- "We had a very lovely stay at this light-filled cottage close to downtown Stockbridge. Elise & Mickey thought of everything, all the creature comforts, great coffee, fully equipped kitchen, easy to use light switches, Netflix & comfortable temperature. Loved high ceilings, all the light from the big windows, nice private deck. Would stay again. " - "Quiet cabin at the end of a road. Well equipped kitchen, good light, multiple seating areas, comfy bed. Everything was clean and well organized. Highly recommended!"

Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location
Cottage
Pittsfield, Massachusetts, USA

My name is Christine and next to my home is a lovely summer cottage. The cottage has two bedrooms, full kitchen and bath and a screened in porch. It is full of great energy and is a peaceful retreat. You can spend your evenings on the porch in your Adirondack chairs watching fireflies and reveling in the silence. This charming cottage is for those who want a total escape. It was built in the late 1800’s and is located on a quiet street in Lanesborough within walking distance to the lake. It is completely furnished with everything you need.

As soon as you enter, you will feel at home in this lovely Summer cottage. It is available June through mid-September. Included is a window air conditioner in the bedroom and a floor AC unit in the living room. There is a space heater and electric blanket for our chilly Berkshire mornings. The second bedroom has a double bed.

There is access to the lake (bring your kayak!!), lots of country for walking and hiking. Short drive to Mass MoCA, Tanglewood, and all other Berkshire amenities.

The owner is close by and available for any questions you have. Flat screen TV in living room with several streaming channels (Netflix, Peacock, CBS, YouTube, Roku, etc)

Below is a sample of over 100 reviews received on another "similar" short-term rental site:

"Christine’s little cottage is nothing short of magical! The second we walked into the space we felt a sense of happiness. It’s a small space, but the way it is laid out truly made the best use of the space and it never felt crowded. The cottage itself was in a very convenient location in relation to local attractions and amenities. As someone with celiac disease it was an absolute thrill to find Biggins Diggins just down the street, and Krispy Cone was a super fun ice cream treat for the kiddo! The main purpose of our trip was to check out the Jiminy Peak Mountain Adventure Park, which was a short 15-minute drive away and was a blast! All in all, this was one of the best experiences I’ve ever had with an A----- we hope to be back sooner rather than later!"

PLEASE NOTE THAT THIS IS STRICTLY A SUMMER COTTAGE AS THERE IS NO HEAT OR INSULATION. Thank you!

Guest Reviews:

- "We stayed here after Tanglewood and it was perdect! The cottage was very homey and nicely decorated and the front porch was great for morning coffee. Christine wa a great communicator. Would definitely stay again " - "A lovely cabin centrally located in the Berkshires! Had everything we needed for our stay, including air conditioning during a heat wave! " - "Adorable old cabin! We were so comfortable and thoroughly enjoyed the screened in porch! Host was kind and attentive. We had roses, cookies, and an anniversary message on the table. We would love to come back!"

Artistic Nature Cottage
Cottage
Williamstown, Massachusetts, USA

Kalarama Cottage is a newly renovated space in the middle of nature! Make yourself right at home at this quiet, private and peaceful cottage surrounded by nature. This location is overlooking a beautiful forested mountain range, with easy access to hiking, biking, and cross-country ski trails right out the door. Kalarama is bright and sunny with stunning views. Come to unwind, enjoy nature, read, meditate or just work remotely from our 23 acre property! We supply everything- bedding, towels, full kitchen items, wifi, heat and ac!

The Space

Kalarama (means “beautiful” in Greek) Cottage is a 1200 sq foot cottage. Previously run as an Apple Orchard, from 1940-1960, the cottage is situated on 23 acres of private land abbuting 300 acres of Mountain Meadow Reserve and bordering southern VT. The cottage has a full kitchen, bathroom, dining space, living area, bedroom and outdoor seating space. Enjoy the many wooded trails right out the back door and find the trails maps in the welcome binder inside. The owner of the property is a botanist & artist. Enjoy his abstract paintings, sculptures and plants throughout the space. He is also available for pre- scheduled tours of the property, of Mountain Meadow reserve and conversations about his art if you are interested!

Bedroom & Bathroom
Wake up to the incredible mountain view, the owner's unique sculpture and flower field through the beautiful large bay window. (There are blackout shades as well). The bathroom has a tub and shower with eco-friendly shampoo, conditioner, soap and bodywash provided. There is also a pull out sofa bed in the basement with a tv, half bath and direct access to the backyard as well. We will set this up upon request or if you have over 2 guests. We provide extra blankets, linens and pillows as well.

Kitchen, Dining & Living Space
The kitchen is fully equipped with major appliances and necessary cooking tools. We also provide local eggs, cream and fair trade coffee for our guests as well. The dining space is separate with a large farm style table with four chairs. The living room has a very comfortable and inviting couch, a smart tv with access to Netflix, Hulu and other streaming devices. This space also has a large window to experience the gorgeous view. There have been countless sightings of an assortment of wildlife - birds (blue birds, woodpeckers, cardinals, bald eagles, oriels & finches), bob cats, bears, coyotes, deer, mountain lions & the ever elusive resident house cat.

Deck & Yard Space
Outside, there is a large 600 sq foot deck with tables, chairs and an umbrella private for the cottage guests. Perfect space for yoga, meditation, enjoying your coffee or working remotely. During the summer, the owner will mow a path through the flower field for a nice easy stroll. You can access the many hiking trails right out the front door by going up the “Cottage Trail”. Find the laminated trail map in the welcome binder for more details!

Location
Kalarama is situated in Williamstown, MA in Berkshire County up a ¾ mile private well-maintained dirt driveway on the side of a mountain. The driveway is also a great place for a walk! The center of town is about a 5-8 minute drive where you will find restaurants, cafes, health food grocery store, farmers markets and shops!

Guest access
Guests will have exclusive access to Kalarama Cottage, its surrounding yard and the reservation trails. Kalarama Cottage is a private building with private parking across the driveway from the owner's home. The owner most likely will be present but he respects his guests privacy and is available for any type of emergency or question. You may occasionally see him riding his tractor or his 6 wheeler in the reserve as he is the caretaker of Mountain Meadows property.

Eco-Friendly & Sustainability commitment
The owner and his family are very dedicated to eco-friendly practices. We only use & supply all natural cleaning products throughout the cottage. All bathroom products available are also all natural and cruelty free. Any paper products are sustainably sourced via bamboo. While we realize that this is not everyone's vision, this is a value that we like to share. We also provide a compost bin and compostable bags if you would like to participate. There are details regarding composting in our welcome binder upon arrival. We do not spray our grounds with any bug spray, so please bring bug/tick spray if you are planning to spend time outside.

Other things to note
** Sorry, no pets and No smoking **
Coffee & tea: We supply both a coffee pot and a french press. We have an assortment of teas available and replenish our coffee after each guest. We get our local fair trade coffee from Deans Beans, out of Orange, MA.
Pantry: We stock the house with salt, pepper, olive oil, balsamic vinegar, flour and sugar. There are several staple spices, seasonings, and condiments on hand as well.
LGBTQIA+ friendly. All people from all cultures and backgrounds, without exception, are welcome!

Amenities:

Bedding/Linens • Air Conditioner • Child Friendly • Sports/Activities • Security/Safety • Other • Entertainment • Tv • Kitchen • Balcony/Terrace • Fireplace/Heating • Wellness Facilities

Cozy Family Cottage in Peaceful New Marlborough
Cottage
New Marlborough, Massachusetts, USA

Welcome to Birdwatcher's Paradise!

Experience acres of unspoiled wilderness as far as you can see while being surrounded by the natural songs of the Berkshires.

Our home is perfect for any couple or young family looking to get away – equipped with a primary bedroom & upstairs kids loft – while only a 10min drive to GB.

Enjoy a cozy seat by the wood-burning stove or a late night making s'mores & memories.

Grab your binoculars and a good book, your getaway awaits!

Amenities:

Bedding/Linens • Other • Security/Safety • Fireplace/Heating • Internet • Laundry • Pet Friendly • Child Friendly • Air Conditioner

Artist Retreat in Lake Community
Cottage
Becket

Our Quiet Cottage is in the forest minutes from a fresh water lake. Hiking trails are abundant in the area for all seasons. For summer guests the lake has a nice sandy beach and a great swimming area. There are great restaurants nearby and cultural activities year round. We are 2 miles from the famous Jacobs Pillow and 25 minutes from Tanglewood.
It's a great place to rest, read and recharge. This is our home and we use it too. It’s not fancy but we love it and love being in the forest.

The space
Our Cottage in Sherwood Forest is in a private community on 1/4 acre of land, a few minutes walking distance from the beautiful 88 acre lake and 20 minutes to the famous cultural attractions. The house is in a forest with wildlife- and bugs( bring bug spray) so if you can’t handle that- this place is not for you. It’s a cabin from the 1960’s and is not fancy but we love it and use it ourselves.

We have two small bedrooms. One with a full size bed (foam mattress) .

The kitchen has a coffee maker ( french press) fridge, toaster, stove and oven. It’s all made in the 1960’s. But it works.
We supply some dishes, utensils and basics spices if you want to cook. The living room has a full size pullout futon. We do use the house ourselves so we do have some food on the upper shelves and some in the fridge but help yourselves to the spices.

We now have high speed internet service! We also have a piano that guests can use.

The Appalachian trail is near so that can be a great hike. Our friends at the Sherwood Shoppe will make you homemade meals. They are within walking distance. They offer a great breakfast all day!

Enjoy the quiet of the Berkshires. The cottage is great for a couple. We recommend it for a couple or a young family since it is small. We charge an extra $25 for each person beyond two.

There is a bus from New York CIty to Lee. But you still need a car to get to the house which is about 7 miles away.

We love our little house. It’s not fancy and we do our best to keep it nice for our guests. We recenlty had a couple reviews that weren't great do to a sulphur sell from the shower but we have installed a new tank and the water is great. We have stayed there and cooked with the water and it tastes great. We also did a comprehensive water test and the well water is safe.

There is not any storage space but we do have racks for your suitcases.

Guest access
The whole house and the Lake.
You have a lake pass which is on the fridge. Please just bring it with you if you drive to the beach and put it on your dashboard. Return it when you check out.

Other things to note
Please put your picture on your profile your picture and make sure your are verified. We only take guests who have been reviewed. Bring slippers since we ask that guests leave shoes at the door. Please keep the heat/AC off when you are out. You can adjust it to your liking. The remote is in the wall next to the bedroom door. We have a portable heater for the second bedroom if needed. The heat pump heats the whole house great but the doors need to be open.

We provide sheets and towels for two guests for the double bed in the bedroom. If you will be using the futon pullout in the living room and the bedroom we ask that you bring your own sheets or we will charge an extra $25.00.


The lake doesn’t allow motor boats. You can bing a canoe or paddle board. We have couple of beach towels but we recommend bringing extra. We have two noodles you can use. They are stored in the rafters in the living room. We also have two tennis rackets- feel free to use them at our local courts in downtown Becket off route 8.

Amenities:

Shampoo • Hot water • Generic conditioner • Shower gel • Hair dryer • Cleaning products • Bathroom • Bedroom and laundry • Essentials • Basic body soap

Pebbled Beach Cottage
Cottage
Lanesborough

Cozy lake cottage perfect for short or long term stays. Bring your family or come alone. Property is steps from the lake. Enjoy the privacy of your own place and enjoy all the lake has to offer. The house has a full kitchen, living room, outdoor screened in porch, bedroom with queen bed, pull out futon, and bathroom with standing shower. Cottage has lake views, but not located directly on the lake. Located moments from many tourist stops with the Sorry, we do not allow any pets

The space
No pets please

Other things to note
A kayak or paddle away from Proprietors lodge or The Lakeside Restaurant for lunch or dinner and Dunkin’ Donuts for coffee and breakfast.

Amenities:

Essentials • Shower gel • Hot water • Shampoo • Cleaning products • Lake view • Conditioner • Body soap • Hair dryer • Mountain view

The Sunset house
Cottage
Pittsfield

Enjoy a getaway in the beautiful Berkshires! Our cozy home is on a quiet dead end street with a 3 minute walk to Pontoosic Lake. Centrally located, a 15 minute drive to Jiminy Peak Mountain Resort, 15 minutes to Bousquet Mountain Ski Area, a 25 minute drive to the famous Tanglewood or Naumkeag. The home is equipped with all basic needs, washer/dryer, smart TV's in living room and bedroom, WIFI included. 1 pet welcome per stay.

The space
The house has an open concept kitchen/living/dining area with a private bedroom and bathroom. The bedroom has a queen bed, smart TV, black out curtains and closet. The bathroom has spacious shower and a washer/dyer that guests are welcome to use. The kitchen is equipped with all basic necessities and provides plentiful counter space. The home is perfect for one person, or two who get along well! This home was originally a lake house built in the 1950's and has had many updates over the years.

Guest access
The first floor of the home is open to guests. There is an unfinished basement that is off limits as it’s more of a crawl space and contains only utilities.
Guests are welcome to use the porch, deck and yard. Neighbors are all very friendly but also respect your privacy.

Other things to note
Garbage pick up is Monday. If you have an extended stay and trash and recyclables you’d like to get rid of please feel free to bring trash cans from shed on the right to the curb Monday morning for pick up. Cell service is often spotty; WIFI is included.

Amenities:

Cleaning products • Shampoo • Shower gel • Hair dryer • Free dryer – In unit • Essentials • Hot water • Body soap • Washer • Conditioner

Berkshires Lakeview Cottage Housatonic Headwaters
Cottage
Hinsdale

This renovated home offers a comfortable stay in a quiet lakeside community. An easy drive to all the local activities in Great Barrington, Tanglewood, Appalachian Trail, Williamstown and the many museums and restaurants.

You'll find our place simple and homey with a well-equipped kitchen, comfortable beds and an updated bathroom. It’s a great getaway spot for singles, couples and small groups or families.

We offer a comfortable space to relax and enjoy the country.

The space
Nestled on a quiet street, our cozy cottage is tucked into the hillside. Guests can watch the sun come up over the wooded Berkshire Hills.

A recently renovated and fully equipped kitchen, three nice size bedrooms, a porch and a fenced in yard will ensure that your stay is comfortable.

There are freshly painted rooms, new laminate floors and the recently upgraded bathroom is sparkling.

Suitable for a weekend getaway or longer stays there are both gas and charcoal grills on the deck and a washer-dryer in the basement just down the stairs from the kitchen.

This is a split level house, the three bedrooms are five steps up from living room/kitchen level. Sleeps eight: two bedrooms with double beds, master bedroom with queen bed and blow up mattress for extra guests.

There are seven steps from the driveway to the deck with handrails for those who need a little assist.

There is much to explore in the area: great restaurants, nature preserves, museums. Culture at MassMOCA, Jacob's Pillow, Williamstown Theatre Festival, Tanglewood and much more.

The house is on Plunkett Reservoir where you can swim, kayak and canoe. There is a small beach area that's roped off for the little ones. But the lake is swimable beyond. Access to the lake is short walk from the cottage. Outdoor lovers can enjoy bike riding and kayaking, hiking the Appalachian trail or zipline parks in season.

And for foodies, there is a thriving farm to table movement with many restaurants, farm stands and farmers markets

Guest access
You'll have full use of our cottage. We'll leave instructions so you can be at home in our country retreat. The cottage is designed to be low maintenance.

Other things to note
Feel free to bring your bikes, kayaks and other items to make your time special. The boat pull in area is a short ride from our doorstep.

Amenities:

Lake view • Free washer – In unit • Body soap • Free dryer – In unit • Shampoo • Hair dryer • Conditioner • Hot water • Cleaning products • Shower gel

Cute Cozy Comfy Cottage in the Berkshires
Cottage
Hancock

A cute cozy cottage sleeps 4 comfortably. One queensize bed and 1 pull out couch.. Dog friendly for up to 2 dogs .More than one dog will have to be an additional fee of 50.00 each pet. My cottage sits on 13 privately owned acres. Partially fenced in.3 miles down the road from Jiminy Peak ski resort & summer activities and a short drive to Ramblewild adventure park. Hiking, boating, museums, shopping, restaurants- all sorts of activities in the Berkshires. Two minute ride to Bloom Meadows!

The space
Dog friendly ! Perfect for a small family. Bathroom is off the bedroom.

Other things to note
There are two spot lights to light up yard and back area. Switches are by bedroom door in living room and back spot light is in kitchen by back room.

Amenities:

Hot water • Essentials • Hangers • Hair dryer • Cleaning products • Body soap • Mountain view • Shampoo • Conditioner • Bathtub

Historic 1810 Farmhouse - Fully Renovated
Cottage
West Stockbridge

Charm and history meet modern convenience in this stunning renovated farmhouse. Built in 1810, this beautiful home was once the residence of Mr. Prince, who presided over the Tobey Quarry Farm.

Just steps into town, the cottage is the ideal retreat for a low-key, cozy getaway. Or as a launch pad to the area's many outdoor/cultural offerings.

We warmly welcome you!

The space
The cottage is our family's country home - a place where we plan to make memories with our growing children over the decades. As such, we've been thoughtful in designing and furnishing the home to be an inviting, peaceful retreat - from cozy corners to curl up with a good book and comfortable linens and rugs, to a well-stocked kitchen for cooking together and what we consider to be the perfect puzzling table.

Guest access
The full cottage is yours to enjoy during your stay, including outdoor patio and yard.

Other things to note
The home is accessible by a gravel drive and walk. One step up to the porch and one more step up to the home.

One bedroom and one bathroom are located on the main floor, with no additional stairs required. Two bedrooms and one bath are located on the second floor, accessible by two staircases. Please note, typical of construction of the time - the staircases are narrow and steep.

Amenities:

Shampoo • Essentials • Hangers • Extra pillows and blankets • Washer • Bed linens • Cleaning products • Hair dryer • Hot water • Dryer

Cozy Cottage on the Lake
Cottage

Relax in our rustic lake-front cottage for your next getaway in the Berkshires! Our small lake is perfect for kayaking, fishing, or just enjoying in any season. Come by in the Fall to soak in the stunning color reflecting off the lake. In the Winter, light up the fireplace after skiing the nearby hills or sledding the Knox Trail. Whether you want cook s'mores by the water, hike the Appalachian Trail, visit Berkshire towns, or just get away, we welcome you.
Please Note-Animals not allowed.

The space
Available for weekly rental, our 3-bedroom, 2-bathroom cottage has one bedroom with a queen-sized bed and attached full bathroom, another bedroom with twin bunk beds, and a third bedroom with a full-sized bed and bunk twin. Perfect for one family or two, the cottage has a living room and den, with amazing lake views. The kitchen opens out to a deck overlooking the water and gorgeous sunsets. In the yard below the deck is a fire-pit and hammock by the water.

As an added bonus, our internet connection is fiber-optic, so the WiFi is as fast as you could want it.

ACCESSIBILITY: Parking is at the road-level, and access to the cottage requires descending three flights of outside stairs. The cottage is a ranch-style with no internal stairs, and the back yard and lake are accessible by one flight of outside stairs.

CHILDREN: The cottage is not appropriate for children under 12-years-old, as its right on the water with no fences. No child-locks or guards are present on the property as well.

Guest access
Our cottage is in a private lake community in the Berkshires on a dirt road, with a private parking area for two cars at road-level. Access to the cottage requires descending three flights of outdoor stairs. Please do not book if stairs are difficult to navigate.

The neighborhood is great for scenic walks, with two dykes overlooking Watson Pond and Lily Pond right down the road. Both East Otis and Becket are (very) small towns within 10 minutes of the cottage, where you can find a general store, several casual restaurants, ice cream and a deli.

The marina for Otis Reservoir is 10 minutes away, and as are many other attractions.

Other things to note
SECURITY: There are security cameras on the property for monitoring the exterior and property. The front door is secured with an electronic lock, and the neighborhood is very rural and safe.

WILDLIFE: The cottage is in a rural location, and insects are a part of the Spring and Summer experience. Small, biting "May flies" can be a nuisance in May, actually, and mosquitos are present in the evenings until it gets cold in the Fall. Using bug repellent is highly recommended for guests in the Spring and Summer. Although we do try to control them, small spiders can be found inside and out. If you're lucky, you might see a bald eagle circling above, herons, beavers, or otters.

We do not offer discounts/refunds for insects, bugs or anything beyond our control.
Guest must a profile with multiple reviews.

Due to allergies no animals are allowed in our home.
ESA are not considered service animals by the ADA.
If a guests misrepresents a pet as a service animal we reserve the right to seek financially restitution, report them for fraud and evict them. No refund will be given for unsued stay if this occurs.

Private Lake Cottage on 3 acres w/350 sq. ft. deck
Cottage
Becket

Tranquil 3-Acre Getaway in Becket, MA
Escape to our charming 1,504 sq. ft. retreat on 3 acres in a private lake community. This historic home offers timeless appeal with a spacious 350 sq. ft. deck surrounded by lush trees. Take a 5-minute stroll to the lake.
Key Features:
Expansive Deck: Ideal for outdoor dining and relaxation.
Lake Access: Enjoy water sports steps away.
Modern Amenities: Features HDTV for streaming.
Book your Becket escape today and experience the beauty of the Berkshires!

The space
Spacious 3-Bedroom Retreat in Becket, MA
Welcome to your ultimate getaway in the beautiful Berkshires! Nestled on a stunning property, our 1,504 sq. ft. retreat offers a tranquil escape surrounded by nature's beauty. Enjoy picturesque rolling hills, babbling brooks, and abundant wildlife, making it a paradise for outdoor enthusiasts.

Key Features:

Inviting Interior: Discover an open-plan living area with vaulted ceilings, elegant furnishings, and large windows that flood the space with natural light. Relax on the plush sectional couch or gather around the indoor wood-burning fireplace for cozy evenings (firewood is not included).

Expansive Outdoor Deck: Enjoy al fresco dining or unwind with a glass of wine on the spacious deck, perfect for soaking up the serene atmosphere.

Outdoor Adventures:

Just a short walk to the lake for swimming and s'mores by the campfire.
Explore local farms for fresh berries and vegetables or venture onto the nearby Appalachian Trail and Becket Quarry Loop (10-15 minutes away).
Well-Equipped Kitchen: Cook your favorite meals in the open-concept kitchen, featuring stainless steel appliances and ample counter space. Essentials include:

Full-size refrigerator, microwave, oven, and stove
Pots, pans, and cooking utensils
Dishwasher for easy cleanup
Local Dining Options: If dining out is more your style, explore nearby restaurants within a 10-20 minute drive, including:

Asian (Burmese Bowl)
Classic American (Neon Newt, Chester Common Table)
Breakfast & Lunch (Carm’s Restaurant and Coffee Shop)
Comfortable Bedrooms: Rest peacefully in one of our three cozy bedrooms, accommodating up to 10 guests. Each bedroom features ultra-comfy mattresses and quality linens:

Bedroom 1: King bed, nightstand, air conditioning
Bedroom 2: Two double beds, chest of drawers, air conditioning
Bedroom 3: Queen bed, large chest of drawers, air conditioning
Luxurious Bathrooms: Refresh in one of two stylish bathrooms equipped with all essential amenities:
Fresh towels, hairdryer, shampoo, shower gel, and more.

Lake & Beach Equipment – Liability Notice

For liability and safety reasons, guests are strictly prohibited from using any equipment found at the lake or beach, including but not limited to paddleboards, canoes, kayaks, inflatables, or chairs. These items are privately owned by neighbors and are not for guest use under any circumstances.
This property does not provide any water or recreational equipment.
If you wish to enjoy lake activities, you must rent your own equipment from a local vendor and bring it with you.
There are no lifeguards at the lake. All swimming and water activities are at your own risk.
Guests must ensure that any personal belongings brought to the beach or lake are removed daily and returned to the house. Leaving items behind is not permitted.
Any unauthorized use of beach or lake equipment is at the guest’s own risk, and the host is not liable for any injury, damage, or legal claims resulting from such use.

Guest access
The guest has access to the entire house.

Other things to note
Property Features
Discover the extra benefits of our Becket, MA retreat and start planning your perfect getaway today!

✓ Laundry Facilities: Enjoy the convenience of an in-house washer and dryer, perfect for extended stays, so you can keep your clothes fresh and clean.

✓ Self Check-in: Experience seamless check-in anytime after 4:00 PM with our smart lock system. You’ll receive a unique access code on your arrival day for added convenience.

✓ Free Parking: Ample free parking available for up to 4 cars, making it easy for groups to travel together.

✓ Essential Household Amenities: Our home is equipped with hangers, cleaning supplies, an iron, and an ironing board to ensure you have everything you need for a comfortable stay.

✓ Pet-Friendly: Bring your furry friends along! We welcome pets to enjoy the nearby parks. Please notify us before booking about your pet’s type and size for approval.

Lake & Beach Equipment – Liability Notice

For liability and safety reasons, guests are strictly prohibited from using any equipment found at the lake or beach, including but not limited to paddleboards, canoes, kayaks, inflatables, or chairs. These items are privately owned by neighbors and are not for guest use under any circumstances.
This property does not provide any water or recreational equipment.
If you wish to enjoy lake activities, you must rent your own equipment from a local vendor and bring it with you.
There are no lifeguards at the lake. All swimming and water activities are at your own risk.
Guests must ensure that any personal belongings brought to the beach or lake are removed daily and returned to the house. Leaving items behind is not permitted.
Any unauthorized use of beach or lake equipment is at the guest’s own risk, and the host is not liable for any injury, damage, or legal claims resulting from such use.

Book now to enjoy all the comforts and conveniences our Becket retreat has to offer!

Lake Escape in the Berkshires
Cottage
Hinsdale

Nestled in the serene landscape of the Berkshires, this charming 1-bedroom cottage offers a perfect retreat with picturesque lake views just across the street. Completely renovated in 2020, the cottage blends modern amenities with cozy comfort, making it an ideal getaway for up to 4 guests. The cottage’s outdoor spaces, such as the fire pit, gas grill and oversized porch are designed to make your nights as enjoyable as your days, creating lasting memories in this enchanting lakeside setting.

The space
The cottage is across the street from the lake with lake views. The association beach is about 6 houses away from the cottage. It has a living room, kitchen, and one bedroom. There is a half bath off the living room and an outdoor, fully enclosed shower through the back door. There is a spacious deck overlooking the water and a large yard with two fire pits.

Guest access
Guests can use the cottage, yard, 4 kayaks (with vests and paddles), cornhole, gas grill, and beach chairs.

Other things to note
There is room for 1-2 cars on the stone driveway. Parking on the grass is fine as long as you don’t go near the green dome (neighbor’s septic) which is not on our property.

There are stairs up to the cottage so it is not handicapped accessible

Amenities:

Conditioner • Outdoor shower • Shower gel • Hot water • Essentials • Shampoo • Body soap • Hair dryer • Dryer • Washer

Modern one bed room cottage loft on beautiful Lake
Cottage
Hinsdale

Stylish Lake House in the Berkshires is the perfect place for a city getaway, just 2. 5 hours from NYC and 2 hours from Boston. Right on Lake Ashmere with use of kayaks (2), paddle boards (2)

The space
This cottage loft is on the lake.. One bedroom, king bed… kitchenette with hot plate, microwave, toaster, coffee maker, dish washer..fitness equipment..smart TV…. Balcony with sitting chairs

Other things to note
Close to Tanglewood,Jacob's Pillow, Mass MoCA, The Clark Art and Norman Rockwell Museum. A short drive to museums, historic sites, and gardens, as well as theaters, concert venues, restaurants, and shopping. Excellent hiking nearby, Wahconah Falls and Appalachian trail , each a mile away, and Mount Greylock , the highest peak in Massachusetts.

Amenities:

Lake view • Cleaning products • Shower gel • Hot water • Hangers • Shampoo • Hair dryer • Conditioner • Essentials • Body soap

Charming Handcrafted Cottage in the Berkshires!
Cottage
Sheffield

Escape to the sweetest handmade cottage in the oldest village in the Berkshires! Built by a local craftsman for his family; now lovingly curated by us! You'll feel secluded, but in reality you are 1 miles to the center of Sheffield and 7 min to Great Barrington! Close to all restaurants, breweries, wineries, distilleries, dispensaries & antiquing. Close to the Housatonic and Green Rivers, as well as hiking and skiing.

The space
Two living rooms, two dining spaces, bunk room for the kids, private suite with office, cozy woodstove, well-stocked kitchen, wi-fi & seriously comfy beds!

Amenities:

Free dryer – In unit • Essentials • Hot water • Cleaning products • Hangers • Bathtub • Free washer – In unit • Drying rack for clothing • Room-darkening shades • Bed linens

Wildlife Lakeside Cottage
Cottage
Lanesborough

Fully furnished and remodeled with new upgrades in Spring 2025 including a cathedral master bedroom suite with a full bath. Our private cottage is set on a peninsula at a cove where a trout stream enters the lake. Incredible amount of wildlife, especially all types of birds. The home has sunny views everywhere. Seasonal weeds do grow in the adjacent lake which can impact water activities, especially in the summer months. Sleeps 6. Ther are two full and one 1/2 baths.

The space
Remodeled completely with wood, and radiant heated marble tiles, an expansive immaculate kitchen, multiple decks, a screened-in porch, wraparound driveway, all new beds and furniture. The first floor boasts a full bath with jacuzzi tub, a master en suite queen bedroom with another shower and bathroom area; a den, and the kitchen. The staircase to the second floor leads to 1/2 bath, one queen bedroom, and one room with two twin beds. The property is in a peaceful quiet setting the house is cozy and comfortable. In 2025 we’ve expanded the main floor bedroom with cathedral ceiling, more space and now lake views!

Guest access
The entire home is available for the guests. There is a digital lock for easy access.

Other things to note
We have a new septic system so only organic matter , like toilet paper , is allowed in the toilets.
Well behaved pets means they are clean, pest free, not wet, crated when left alone, don't bark, and ARE NOT ALLOWED ON THE (NEW) FURNITURE PLEASE.

Amenities:

Bed linens • Clothing storage: closet • Iron • Bathtub • Room-darkening shades • Dryer • Washer • Ethernet connection • Hot water • Hangers

Cozy Berkshire getaway
Cottage
North Adams

Get away from it all, but only minutes from town in this sweet slice of paradise. You have everything you need in our cozy cottage to prepare meals, dine comfortably, cuddle up with a book and get a peaceful night's sleep. We lovingly and modestly refurbished this 1900's cottage for our comfort and hope others enjoy it as much as we do. Location is in a rural setting, yet minutes from MassMoCA, and a short drive to The Clark, Williams College, hiking, skiing and other Berkshire delights.

The space
Downstairs is a simple plan fully equipped kitchen, dining and living room, small workspace, laundry room and a full bath. Upstairs has 2 generous bedrooms and a half bath. The larger bedroom also has a desk/work area and a seating area with a TV monitor for screening from your device (we have limited streaming services connected). In addition to the front porch, the outdoor areas invite you relax and take in nature, listening to birds, a distant waterfall and perhaps catch some other wildlife wandering by.

Guest access
You will have the entire home to yourself during your stay.

Other things to note
We will be out of town during your stay, but accessible via text to answer any questions.
There is a caretaker who mows or shovels, depending on the season.
No parties or events without discussing and clearing with us.
Please note that there is a charge of $25/day for more than 4 guests.

Amenities:

Shampoo • Bathtub • Washer • Free dryer – In unit • Hot water • Bedroom and laundry • Bathroom • Body soap • Essentials • Cleaning products

Carriage house with Chef's Kitchen, close to town
Cottage
Great Barrington

A converted carriage house close to everything in the Berkshires of Massachusetts. Two miles from Main Street of Great Barrington and close to all cultural destinations. Perfect for families and well behaved pets.

The space
The cottage is a converted carriage house with an open area downstairs with lots of wood detail.
There is a single sleeping pull out sofa bed and a half bath downstairs.
The two bedrooms upstairs have queen beds and share a full bathroom.

Amenities:

Dryer • Hair dryer • Shampoo • Bed linens • Extra pillows and blankets • Garden view • Hot water • Essentials • Free washer – In unit • Hangers

Converted Berkshire schoolhouse on a quiet river
Cottage
New Marlborough

Renovated schoolhouse on a quiet river in the Berkshires. This is the perfect place to unwind. Great for families and friends to relax and reconnect. Take a walk to the waterfalls, play croquet on the lawn, gather dinner from our seasonal garden and enjoy 'smores around the fire pit. Very private and woodsy, but close to Butternut for skiing, Great Barrington for shopping and access to all the music and art the Berkshires has to offer. Home is stylish, comfortable and inviting.

The space
This house is perfectly cozy and you many never want to leave it! We were guests here and loved it so much, we bought it! We kept everything the way it was and if you've been here before it will be the same lovely experience. We provide all the basic staples ranging from bandaids, shampoo and an iron to coffee, tea, oil, vinegar and some necessary baking items. You will have all the pots and pans you need along with even a coffee bean grinder and salad spinner. Please help yourself to anything in the fridge and cabinets. We have fast wifi but you can easily unplug if that's what you're looking for. TV - Great DVD collection for all ages (no cable tv, but you can stream - see note below), we have games like Monopoly and Scrabble, BBQ (charcoal) and room to unwind. Don't forget to sign the walls in the downstairs bathroom! Our house is not child proofed and is not suitable for toddlers, we are on a quiet road and there is a river so you will need to use your judgment and be safe. We now have a whole house generator as well - so you never lose power no matter the weather.

Guest access
You have the whole house and property to yourself. Our house is also available as a long term ski rental from December thru March: contact us by sending a message if you're interested as the dates are flexible.

Other things to note
PLEASE NOTE - OUR TV is HD with ability to stream but you must log into your own accounts and bring a firestick or device with you and an HDMI cable, we don't supply the streaming.

Cozy Berkshire cottage with indoor fireplace
Cottage
Pittsfield

✨ Escape to South Mountain House — your cozy cottage retreat nestled in nature, just minutes from Tanglewood, Barrington Stage, Colonial Theatre, Bosquet and Jiminy Peak Ski Resorts. Located near downtown Pittsfield, Lenox, Stockbridge and GB. Whether you're a couple craving romance, a nomad seeking calm, or a family wanting togetherness, you'll feel right at home, close to many restaurants and shopping but the feel of being tucked into the woods . Book your Berkshire getaway today 🍃

The space
The South Mountain House is a cozy one level with a nice open flow from the front driveway through the house to your own private back patio. Three bedrooms, one queen, one full, and one twin. There is also a cot available in the twin room. Our kitchen has all your cooking essentials. We have smart TV's and WIFI to relax with after your Berkshire adventures. The house sits on 9.5 acres all for your enjoyment. There are cleared paths behind the house that you are encouraged to explore; from the patio, to the orchards, the fire pit to the boulders, there is plenty to do in this home away from home.

Guest access
The South Mountain House has a big driveway with plenty of free parking. The house is conveniently located in the center of the Berkshires close to shopping centers, Pittsfield downtown and Lenox downtown. 1 mile to Pittsfield country club and golf, 6 miles to Tanglewood, 2.8 miles to Bousquet Ski Resort, 13 miles to Stockbridge, 14 Miles to Jiminy Peak Ski Resort and 19 miles to Great Barrington. Pittsfield has Uber for those nights you want to go out on the town with no worries.

Amenities:

Bathtub • Free washer – In unit • Garden view • Body soap • Conditioner • Shampoo • Cleaning products • Shower gel • Hair dryer • Hot water

Charming Renovated Berkshire Home
Cottage

Welcome to Prospect Place! Our charming renovated home is set upon a hilltop overlooking downtown Lee, "The Gateway to the Berkshires." The house is in the heart of the Berkshires and central to just about everything. It is a a short drive to Tanglewood, the Berkshire Theater Festival, Jacobs Pillow and the Berkshire Outlet Mall. Golf, tennis, skiing, swimming, and spas are just minutes away. It is a perfect spot for relaxation, culture, sports, a girls weekend, and family gatherings.

The space
Take in the mountain / town views from the front wrap-around porch, or enjoy dinner and cocktails on the private back deck. The kitchen is newly renovated with granite counters, all new cabinets/appliances with a slider to the back deck and open to a charming sitting room. There is a formal dining room and a front family room with distant views. The new addition features a first floor master bedroom, bathroom with shower (also accessible from the hall) and laundry closet. The second floor has a newly renovated bathroom with shower and three bedrooms.

Both the local manager who lives within 10 minutes from the house and the owner are available by phone at any hour for questions or concerns.

Guest access
Guests will have access to all living spaces in the house.

Amenities:

Hangers • Iron • Essentials • Washer • Shampoo • Hair dryer • Sound system • Dryer • TV with standard cable • Hot water

Lakefront Cottage in the Berkshires
Cottage
Otis Reservoir

5 North Lake is a seasonal cottage situated yards from the shore. The property has panoramic views of the largest recreational body of water in Massachusetts: Otis Reservoir. Great for kayaking, fishing, swimming, boating or just relaxing and watching the sunset from the dock or deck.

** Our calendar is set to leave a day open after each rental to allow time to clean. If your preferred check in/out date isn’t available, message us and we’ll do our best to accommodate you!

The space
Our seasonal cottage is cozy, clean, and functional with spectacular views of the lake and sunset.

Guest access
Guests have access to the entire home, decks, dock, yard, 2 kayaks, life vests, floaties, gas bbq grill, yard games, and driveway for parking for 3-4 cars.

**There is also room on the dock to moor one boat.

In addition, guests can use our SmartTV with Hulu and Amazon Prime, high-speed (fiber) internet access, and portable speakers. We have a variety of books and board games for all ages too.

Other things to note
The town of Otis has strict new AirBnb restrictions around occupancy. Per local bylaws, no more than 5 persons are allowed to overnight at our property. Similarly, please ask us in advance if you’d like to entertain more people during the day. We like to limit the number of people at our cottage because of the toll it takes on our septic as well as a courtesy to our neighbors who live there year-round.

Amenities:

Extra pillows and blankets • Cleaning products • Essentials • Room-darkening shades • Hot water • Hair dryer • Hangers • Bed linens • Lake view • Clothing storage: closet and dresser

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Cottage
Monterey

Bring your loved one or best friend along on a Berkshires getaway to this rustic 1-bedroom, 1-bath vacation rental in New Marlborough. Nestled 30 yards from private right-of-way access to Lake Buel, this cabin offers serenity and unbeatable views of the lake and Berkshire Mountains. Launch the 2 kayaks, hike along the Appalachian Trail, or explore the local cultural scene! Whether you’re visiting for a romantic retreat, cultural indulgence, or active outdoor getaway, this is the ideal home base.

The space
MassTaxConnect ID C0239292030 | Pets Welcome w/ Fee | Right-of-Way Lake Access | 2 10-Foot Kayaks | Fire Pit

This rustic cottage provides simple, economical accommodations for those who want to enjoy a wonderful lake and experience Conde Nast’s 2022 pick for ‘the most beautiful place in Massachusetts!’

Bedroom: King Bed | Living Room: Queen Futon

OUTDOOR LIVING: Patio, fire pit, new patio furniture (added in 2019), 2 kayaks (Pelican Trailblazer 100XT), Weber charcoal grill
KITCHEN: Well-equipped w/ refrigerator, new gas range, drip coffee maker, tea kettle, microwave (no dishwasher - appliances are older but fully functional)
INDOOR LIVING: Brand new King-sized Simmons Beautyrest mattress (adjustable up to 80 degrees), 43" 4K Smart TV for guest's streaming services (no cable), DVD player, tables set for 2 in the kitchen & by the picture windows, beautiful lake views
GENERAL: Free WiFi (high speed), self-check-in, new shower (added in 2019), interior redecorated in 2019, new bathroom fixtures, 5000 BTU window air conditioner in bedroom & darkening window treatments for living room (all added in 2021)
FAQ: Washer/dryer NOT available, stairs required
PARKING: Driveway (1 vehicle, maximum length 16 feet)

Guest access
Guests will have access to the entire property via lockbox

Other things to note
- No smoking
- Pet friendly w/ $100 fee (+ fees & taxes, maximum 1 allowed, non-shedding breeds only)
- No events, parties or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: No food is provided at the property
- NOTE: Temperatures in the mountains can drop significantly beginning in mid-late September and be quite cool from early April through mid-June. While the cottage has baseboard heat and is fully insulated, guests during these periods should check the forecast and prepare accordingly
- NOTE: The property requires stairs to access

Amenities:

Ethernet connection • Central air conditioning • Heating • Smoke alarm • Essentials • Bed linens • Carbon monoxide alarm • TV with DVD player • Outdoor playground • Hot water

A Magical Spot on Little Robin Lake
Cottage
Becket

A quiet, secluded house in the forest with fireplace and jacuzzi on a clean swimmable lake near Jacob's Pillow and other Berkshires attractions.

The space
2 Bedroom house on a half acre on beautiful clean lake. We just upgraded our wifi and now get 22 Mbps so now there is good wireless internet. There is also a washer-dryer, large deck and sunroom. The original house was a single story open plan. We added a second floor which includes a spacious queen bedroom and a fireplace as well as a spacious bathroom with granite counter tops and a large Kohler jacuzzi. There is a memory foam 3 inch topper to the bed for extra comfort. The downstairs has two bedrooms with full size beds in each and closet.
There is an additional bathroom downstairs with shower. We also added a beautiful sunroom with a full futon couch. The downstairs has a wood burning stove for a cozy night indoors. Upstairs there is a fireplace.
The downstairs is also open and spacious with wood floors, the kitchen and upstairs are furnished.
We just renovated the downstairs bathroom and it has an enclosed glass shower big enough for two.
The lake is clean and very nice for swimming. We have 2 canoes but the walk down to the lake is steep. You can use these for a $25 each daily fee. There is a sandy beach across the way that you can walk to from the house for an easy way into the water. Don't go into the water from the property as it is muddy and slippery. The beach across the lake is private and has sand all the way into the water.
The house is 5 minutes from Jacob's Pillow Dance Festival, 15 minutes from the Dream Away Lodge (quite the nightspot! with live music and great food and ambiance) 25 minutes from Shakespeare and Co and Tanglewood.
The house is in a forest and prone to visitations from wild critters. Be sure not to leave any food outside and put all your food away at night and not on the counters in the kitchen. The fridge is the best place to store food. Put the fire out completely before leaving the fire pit by the lake. Field mice are everywhere including in the house sometimes, but they are friendly and non-toxic. You may hear them occasionally but they are docile and keep to themselves. Just don't feed them or they will want to be your roommate.
The forest can be dangerous to small animals so consider leaving your pets at home.
The house is down a steep hill which is great because you will never hear cars drive by. But you will probably need all wheel drive to get up and down. Consider parking at the top and walking down. Anyway it's good exercise.

Guest access
The jacuzzi ( lift the lever in the tub to open and close the drain)
the lakeside fire pit
the lake for swimming around the bend

Other things to note
We do not give credit or refunds due to the discomforts of nature.
Make sure you use the fan above the stove so the smoke alarm does not go off. If it does, the alarm company will dispatch the firefighters to the house. To the right of the stove in the upper cabinet, there are instructions on how to deal with the alarm if it goes off.
There is no trash removal in the forest. You must bag your trash and dispose of it elsewhere. Treat this situation like "Glamping". Carry in and carry out.
There are mice in the forest and they will come inside the house if they smell food. Please keep food in sealed containers or in the fridge.
There is a queen bed upstairs. Downstairs are two bedrooms each with a full size bed.

Amenities:

Hot water • Hair dryer • Shower gel • Cleaning products • Body soap • Avalon conditioner • Avalon shampoo • Bathtub • Free washer – In unit • Lake view

The Jaynes House ~ Cozy Lenox Retreat
Cottage
Lenox

Escape to our charming and private, Berkshire cottage just two miles from Lenox center. Built in 1850, and remodeled in 1982, with added studio building and deck. The somewinterior is open concept, with a loft bedroom, (queen) and a cozy main level bedroom (full size bed). Cook, create, read, retreat, hike, rest, celebrate. Fresh air in the heart of the Berkshires. Please note you will need a vehicle to get around. The house is in a peaceful neighborhood. The prevalent view is a field and trees

The space
This magical property is located in a quiet neighborhood, five minutes from the center of Lenox, and is surrounded by trees and privacy to the east. It is equipped with what you will need for a special getaway. The interior was refreshed in the spring of 2022 with new floor refinishing, carpeting, paint, gas cooking stove, kitchen equipment, beds, bedding, towels, window treatments, washer/dryer, ceiling fan, and a mini split AC /heater unit. The loft bedroom upstairs has a number of windows, a queen bed, a half bath, and a space for reading or doing work on your laptop. The downstairs bedroom is ‘cozy’ with a full size bed, two windows and ample storage. The bathroom has a shower, and is equipped with fresh linens, hair dryer, back up shampoo/conditioner, etc. The living room/dining/kitchen area fills with natural light, and is open to a cathedral ceiling, making it feel spacious. The recessed lighting is on dimmer switches. The house is like the photos, cozy and cottage like with occasional nods to its 175 yr old structure. We call the architecture Shaker/Modern.

Guest access
The cottage, deck, carport, and yard are yours to enjoy. We ask that you do not have parties, or smoke on the property, and that you are mindful of the 9:00pm - 8:00am noise ordinance in Lenox. If you notice anything out of the ordinary, please let the owner, or property manager know right away and we will take care of it. There is a binder on the counter with contact and house information. There is a keypad entry lock that will be programmed with the last 4 digits of your cell number for easy access. It will be activated at 3:00pm check-in, until 11:00am check-out. We can modify this if you have a special request that can be accommodated.

Other things to note
This house has been the summer home for world renowned musicians, screen-writers and artists. The Coen Brothers wrote the s teen play for ‘Miller's Crossing’ in the studio one summer. The owner family are artists, designers, dancers and musicians. We hope that you can relax during your stay, and let your inner creative come through.

Amenities:

Rosemary Mint Misson body soap • Garden view • Free dryer – In building • Shower gel • Free washer – In building • Cleaning products • Selection shampoo • Pantein conditioner • Hot water • Hair dryer

Picturesque Cottage with Sunroom on Ashmere Lake!
Cottage
Hinsdale

Dive into the rich culture, adventure, and beauty of the Berkshires with this Lake Ashmere vacation rental cottage! Inside, everyone will find a space of their own within the 3-bed, 2-bath property. Step onto the furnished outdoor deck to revel in the sweeping water views, fire up the grill for an afternoon BBQ, or get competitive with a family volleyball game on the lawn! When you're not splashing around in the lake, get out and explore the best of the Berkshires, all within an hour's drive!

The space
MassTax ID C0257771320 | Central A/C | 1,340 Sq Ft | Access to Private Association Beach & Picnic Area

Bring the family to experience a slice of the lake life at this newly updated and furnished Hinsdale cottage, equipped with all the outdoor living essentials and a convenient location within easy reach of famous Berkshire attractions - the perfect home base for your next retreat to Massachusetts' highlands!

Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds | Bedroom 3: Queen Bed

OUTDOOR LIVING: Direct Ashmere Lake access, private sand beach, water-facing deck furnished w/ patio set & gas grill, private dock for swimming & fishing, spacious yard, kayaks & paddleboat
KITCHEN: Fully equipped, dishware/flatware, blender, toaster, drip coffee maker, dishwasher
INDOOR LIVING: Flat-screen cable TV, tiled sun porch w/ lake views, easy-access main floor master bedroom
GENERAL: Free WiFi, linens/towels, laundry machines, trash bags, paper towels, beach chairs & towels, hair dryer
FAQ: Stairs required for access, strict maximum occupancy of 6
PARKING: Off-street parking

Guest access
Guests will have access to the entire property

Other things to note
- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Strict maximum occupancy of 6
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This property requires stairs to access
- NOTE: Because this is a 72-foot lakefront property with a dock and a lot of stairs, the property might not be suitable for young children; adult supervision is recommended

Amenities:

Bed linens • Board games • Essentials • Books and reading material • Hot water • Dryer • TV • Ethernet connection • Hair dryer • Washer

Lake Views & Dock Access - Pittsfield Cottage!
Cottage
Pittsfield

Waterfront Yard | Furnished Sunroom | Boat Dock | Beach Gear Provided

Nestled in the serene town of Pittsfield, 'Pontoosuc Shores' awaits your next lakefront getaway. This classic 4-bedroom, 1.5-bathroom vacation rental provides all the gear you need to enjoy peaceful days on Pontoosuc Lake. Take the kayaks out for an easygoing morning or savor your coffee from the waterfront lawn. Come evening, unwind by the fire pit as you relish the chilly New England air with loved ones.

The space
C0249181480

SLEEPING ARRANGEMENTS
- Bedroom 1: 1 twin daybed w/ 1 twin trundle
- Bedroom 2: 1 king bed
- Bedroom 3: 1 full bed
- Bedroom 4: 2 twin beds

OUTDOOR LIVING
- Fenced backyard, outdoor dining area
- 2 kayaks, 2 canoes, pedal boat, live vests
- Fire pit (bring your own wood), gas grill (propane provided)

INDOOR LIVING
- Flat-screen TV, gas fireplace
- Sunroom w/ seating, interior lake views
- Dining table

KITCHEN
- All major appliances including dishwasher
- Dual drip & single-serve coffee maker (starter coffee provided)
- Cooking basics, microwave, toaster, kettle
- Dishware & flatware, knife block

GENERAL
- Free WiFi
- Complimentary toiletries, iron/board
- Central heating & A/C
- Washer & dryer, hair dryer, trash bags & paper towels

FAQ
- 2 exterior security cameras (facing out)

ACCESSIBILITY
- 1 step required for entry
- 2-story home, 1 bedroom/bathroom on 1st floor

PARKING
- Driveway (7 vehicles)
- Small trailer/boat parking available

Guest access
Guests will have access to the entire property

Other things to note
- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 30 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This 2-story home requires 1 step to access. One bedroom and bathroom are located on the 1st floor but all other bedrooms are located on the 2nd floor and require stairs to access
- Your safety matters. This property features 2 exterior security cameras. Camera 1 is located on the front of the home facing the driveway area, and camera 2 is located on the back of the home facing the lake. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Amenities:

Hangers • Bed linens • Hair dryer • TV • Hot water • Iron • Shampoo • Washer • Essentials • Dryer

THE GREAT ESCAPE BERKSHIRE SKI COTTAGE w/HOT TUB!
Cottage
Great Barrington

It's all about the location and the interior renovation that makes our cottage stands out. Only 5 min to Catamount Ski Mountain, 10 min from Butternut and
Only 5 min from town of Great Barrington with dining experience, Bowling ally, movie theater. Summer - for swim and boating - 5 min from Mansfield (swim) and 20 min to stockbridge bowl (boating). 5bd, 4 bath, 2 living rooms, fire place, Hot tub, fire pit, nesting on a 5 acre wooded forest, for complete privacy. (back yard is fenced) .

The space
Well appointed Vacation Cottage, newly renovated by the Owners; An Architect and an Interior Designer as a Modern Farmhouse.
5 bedrooms, 4 bathrooms, 2 large living rooms, an entertaining playroom and a well-equipped Kitchen, Front and Rear covered porches w/ a Hot Tub overlooking the open forest view.
The large open lawn hosts volleyball net, soccer goals, picnic tables with lighting for outdoor dining, solo fire pit sitting area, BBQ grill and yoga matts for your early am flow.
The Hot Tub for 5 is conveniently located on the covered rear porch overlooking the forest.

Complete privacy yet only about 10 min from the Ski resorts at Butternut & Catamount, Lakes, Hiking, Great Barrington and other beautiful surrounding towns with many options for Restaurants, Shopping, Balling Ally’s, Music & Theatre events and festivals, one would never get bored.

Climbing only 3 steps to the front deck, entering the house into a double ht. foyer that leads to an open floor plan

the air-conditioned / heated house into with ample storage and closets for shoes, ski gear and coats. Walking into an open floor plan; Kitchen, Dining & couched Fireplace sitting area & Living Rooms.

The kitchen is fully equipped and has an eat-in island (sits 5). The dining table is large enough to for great family and friends gatherings.

The house has 2 separate large Living Rooms, each equipped with 65” HD smart TV and large sectional sofas.

The playroom includes a full size double Pop-A-Shot (double hoop basketball game), Air Hockey table, a Foosball table, XL Junga and other board games.

The Laundry room equipped with 2 Washer machines and 2 Dryers.

The 2nd floor includes a Yoga space / Sitting area overlooking the forest.

Bedrooms:
#1 - Master Bedroom #1 - On First Floor - Queen size bed with private oversize bathroom & jungle shower. The Bedroom includes a comfortable armchair & side table.
#2 - Master Bedroom #2 - On 2nd Floor - Queen size bed with private bathroom & jungle shower.
#3 - King Bedroom - On 2nd Floor - Extra Large bedroom with a King size bed and a pull out twin bed. The room has an eclectic collection of furniture to provide comfort and function with a reading nook. The full bathroom with a tub is across from it.
#4 - Queen Bedroom - Queen size bed with a built-in loft over it with a twin mattress.
#5 - Bunk Bedroom - Sleeps 4 on twin size mattresses on 2 bunk beds.
The 4th full bathroom is located on the first floor.

Each Queen bed has 4 pillows (2 down pillows and 2 alternatives and a down comforter).

- An Office / Open Gallery Space is located on the upper floor with a sofa and a trundle bed under it, providing additional two twin size sleeping beds arrangement.

Important highlight features - Covid prevention Committed, Completely fenced backyard, sufficient parking space, Strong WiFi, Fully Air-Conditioned, Night light for each bed and Designated storage space for each of the guests.
European comfort of all sheets are 100% Cotton/400 thread for all the sheets and towels. Down pillows & white goose Down comforters.

The Cottage has an Alarm system and security cameras that are directly connected 24/7 Fire & Police departments. Solar outdoor lights around the yards. A unique smokeless fire pit & a Hot Tub for 5.

Guest access
ALL!

Amenities:

Pantene conditioner • Bathtub • Free washer – In unit • Neutrogena body soap • Hot water • Shower gel • Cleaning products • Garden view • Hair dryer • Shampoo

The Berkshires Cottages on the Map

Compare the Best Cottages in The Berkshires – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Berkshire Cottage in Gorgeous Setting! 100 Town Beach Road, Richmond, MA, MA 01254, USA 223 4.0 1 Click here
Entire cottage in Berkshire Villiage Lanesborough, Massachusetts, USA 214 3.0 9.6 8 Click here
Picturesque Cottage with Sunroom on Ashmere Lake! Hinsdale, MA, USA 491 4.0 1 Click here
Luxury Vacation Rental in the Berkshires! 465 Stratton Rd, Taconic, Williamstown, MA, 01267, USA 604 3.0 1 Click here
Cozy Becket Cottage Escape w/Lake Access! Becket, Massachusetts, USA 232 2.0 9.0 2 Click here
Rustic Berkshires Cottage at Lake Buel with Kayaks! New Marlborough, MA, USA 147 3.0 9.3 3 Click here
Charming historic cottage on scenic road to Mt. Greylock Lanesboro, Massachusetts, USA 220 10.0 117 Click here
Quiet rustic cottage with shared lake access New Marlborough, Massachusetts, USA 255 10.0 107 Click here
Lake Views and Dock Access - Pittsfield Cottage! Pittsfield, MA, USA 552 3.0 1 Click here
Waterfront Cottage 10 Min From Great Barrington New Marlborough, Massachusetts, USA 342 10.0 99 Click here
nPeaceful, Newly Renovated Lakeside Cottage On Lake Garfield In Berkshires Monterey, Massachusetts, USA 234 9.6 74 Click here
Charming Cottage, New Marlborough Village Green in the Berkshires New Marlborough, Massachusetts, USA 263 10.0 72 Click here
Romantic Berkshires Cottage - Stunning Views, Pool Great Barrington, Massachusetts, USA 254 10.0 59 Click here
Perfect Vacation Get Away - Historical New Marlborough New Marlborough, Massachusetts, USA 246 9.2 57 Click here
Berkshire Mountain Cottage: in the Heart of the Berkshires Great Barrington, Massachusetts, USA 244 9.8 49 Click here
Lakefront Cottage In The Berkshires In Western Massachusetts Becket, Massachusetts, USA 242 10.0 47 Click here
Rustic Berkshires Cottage at Lake Buel w/Kayaks! New Marlborough, Massachusetts, USA 239 9.2 44 Click here
Stay at Beaver Lodge! Monterey, Massachusetts, USA 217 10.0 43 Click here
East Otis, MA, Waterfront Summer Cottage, Big Pond, East Otis, , Massachusetts, USA 181 9.8 18 Click here
Endearing cottage in the Berkshires, walking distance to downtown and Mass MoCA. North Adams, Massachusetts, USA 267 10.0 17 Click here
Designer Berkshire Cottage Richmond, Massachusetts, USA 395 10.0 13 Click here
East Otis Vacation Rental w/Private Deck & BBQ! East Otis, Massachusetts, USA 260 9.8 11 Click here
East Otis, MA, Waterfront Summer Cottage, Big Pond, East Otis, Massachusetts, USA 166 9.4 10 Click here
Charming Lakeview Cottage in Heart of the Berkshires Pittsfield, Massachusetts, USA 179 10.0 9 Click here
Private Island - Largest Fresh Water Reservoir in Mass Otis, Massachusetts, USA 501 8.6 9 Click here
Light-filled Carpenter's Cottage w/EV charger! Stockbridge, Massachusetts, USA 239 9.8 8 Click here
Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location Pittsfield, Massachusetts, USA 223 10.0 7 Click here
Artistic Nature Cottage Williamstown, Massachusetts, USA 237 9.0 2 Click here
Cozy Family Cottage in Peaceful New Marlborough New Marlborough, Massachusetts, USA 218 1 Click here
Artist Retreat in Lake Community Becket 125 9.12 1 Click here
Pebbled Beach Cottage Lanesborough 129 9.52 1 Click here
The Sunset house Pittsfield 130 10.0 1 Click here
Berkshires Lakeview Cottage Housatonic Headwaters Hinsdale 171 9.34 1 Click here
Cute Cozy Comfy Cottage in the Berkshires Hancock 175 9.8 1 Click here
Historic 1810 Farmhouse - Fully Renovated West Stockbridge 195 9.9 1 Click here
Cozy Cottage on the Lake Otis 195 9.64 1 Click here
Private Lake Cottage on 3 acres w/350 sq. ft. deck Becket 200 9.54 1 Click here
Lake Escape in the Berkshires Hinsdale 225 9.94 1 Click here
Modern one bed room cottage loft on beautiful Lake Hinsdale 225 9.6 1 Click here
Charming Handcrafted Cottage in the Berkshires! Sheffield 239 9.7 1 Click here
Wildlife Lakeside Cottage Lanesborough 250 9.68 1 Click here
Cozy Berkshire getaway North Adams 250 1 Click here
Carriage house with Chef's Kitchen, close to town Great Barrington 257 9.84 1 Click here
Converted Berkshire schoolhouse on a quiet river New Marlborough 260 9.88 1 Click here
Cozy Berkshire cottage with indoor fireplace Pittsfield 275 10.0 1 Click here
Charming Renovated Berkshire Home Lee 300 9.98 1 Click here
Lakefront Cottage in the Berkshires Otis Reservoir 330 10.0 1 Click here
Rustic Berkshires Cottage at Lake Buel w/ Kayaks! Monterey 330 9.16 1 Click here
A Magical Spot on Little Robin Lake Becket 350 9.3 1 Click here
The Jaynes House ~ Cozy Lenox Retreat Lenox 380 9.92 1 Click here
Picturesque Cottage with Sunroom on Ashmere Lake! Hinsdale 504 9.86 1 Click here
Lake Views & Dock Access - Pittsfield Cottage! Pittsfield 608 10.0 1 Click here
THE GREAT ESCAPE BERKSHIRE SKI COTTAGE w/HOT TUB! Great Barrington 800 9.7 1 Click here

Note: The prices for each Cottages in The Berkshires do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Cottages in The Berkshires that include a pool or hot tub include:

  • Romantic Berkshires Cottage - Stunning Views, Pool.- Review Count: 59, Rating: 10.0

These cottages in The Berkshires offer spa or wellness amenities:

  • Rustic Berkshires Cottage at Lake Buel with Kayaks!.- Review Count: 3, Rating: 9.3

Family-friendly cottages in The Berkshires include:

  • Entire cottage in Berkshire Villiage.- Review Count: 8, Rating: 9.6
  • Luxury Vacation Rental in the Berkshires!.- Review Count: 0, Rating: 0.0
  • The Cottage.- Review Count: 63, Rating: 5.4

Pet-friendly cottages in The Berkshires include:

  • The Cottage.- Review Count: 63, Rating: 5.4
  • Rustic Berkshires Cottage at Lake Buel with Kayaks!.- Review Count: 3, Rating: 9.3
  • nPeaceful, Newly Renovated Lakeside Cottage On Lake Garfield In Berkshires.- Review Count: 74, Rating: 9.6

Cottages in The Berkshires that include breakfast or meal options include:

  • The Cottage.- Review Count: 63, Rating: 5.4

Cottages in The Berkshires offering on-site parking include:

  • Berkshire Cottage in Gorgeous Setting!.- Review Count: 0, Rating: 0.0
  • Entire cottage in Berkshire Villiage.- Review Count: 8, Rating: 9.6
  • Picturesque Cottage with Sunroom on Ashmere Lake!.- Review Count: 0, Rating: 0.0

Some of the best Cottages in The Berkshires are:

  • Berkshire Cottage in Gorgeous Setting!.- Review Count: 0, Rating: 0.0
  • Picturesque Cottage with Sunroom on Ashmere Lake!.- Review Count: 0, Rating: 0.0
  • The Cottage.- Review Count: 63, Rating: 5.4

Some of the popular Cottages in The Berkshires are:

  • Charming historic cottage on scenic road to Mt. Greylock.- Review Count: 117, Rating: 10.0
  • Quiet rustic cottage with shared lake access.- Review Count: 107, Rating: 10.0
  • Waterfront Cottage 10 Min From Great Barrington.- Review Count: 99, Rating: 10.0