Charming Vacation Rentals in New Marlborough, MA

The Old Inn On The Green
Hotel
134 Hartsville New Marlborough Road, New Marlborough, MA, 01230, USA

Located in New Marlborough, 17 miles from Norman Rockwell Museum, The Old Inn On The Green provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a restaurant. With a bar, the 4-star inn has air-conditioned rooms with free WiFi, each with a private bathroom. Tanglewood is 21 miles away and Haystack Mountain State Park is 11 miles from the inn. At the inn, each room includes a closet. At The Old Inn On The Green each room has bed linen and towels. Guests at the accommodation will be able to enjoy activities in and around New Marlborough, like hiking. Cranwell Spa & Golf Club is 20 miles from The Old Inn On The Green, while Tanglewood Musical Center is 20 miles away. The nearest airport is Bradley International Airport, 37 miles from the inn.

Guest Reviews:

- "Nice trip in the Berkshires." - "Charming stay."

The Old Inn On The Green
Hotel
134 Hartsville-New Marlborough Rd, Great Barrington, MA, 01230, USA

Inn with free breakfast, near Questing
A restaurant, a bar/lounge, and a coffee shop/cafe are available at this inn. Free continental breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Additionally, a seasonal outdoor pool, a meeting room, and a garden are onsite.
The Old Inn On The Green offers 11 air-conditioned accommodations with hair dryers and complimentary toiletries. Rooms open to balconies or patios. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Televisions come with cable channels. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is provided daily.
Recreational amenities at the inn include a seasonal outdoor pool.

Guest Reviews:

- "It was great experience. " - "Everything was wonderful - the food was delicious and the staff very attentive at dinner. The only thing that was a bit off-putting was that there were two leftover red wine glasses left out on the table on the balcony that we wished had been removed before our arrival, but that's just a little thing. " - "What a wonderful experience, including the exceptional restaurant!" - "Built in 1750, The Old Inn On The Green is a rare and remarkable testament to colonial America, Under the deft leadership of owner Peter Platt with the meticulous guidance of his superlative dining manager, Eric, the Inn offers an authentic bygone-era dining and lodging experience unlike any other. From the moment you step inside, you are transported back to the 18th century. The inn’s structure, largely untouched by time, is steeped in history, with its original wooden beams and creaking floorboards preserving the aura of its storied past. But perhaps what sets the atmosphere apart is the dining room— menu changes with the seasons, reflecting the bounty of the surrounding area. Exquisite dishes of finely roasted, richly-flavored choice meats in velvety sauces takes you back to the days when hunters supplied the village of New Marlborough with game. Fresh fish and seafood delicacies from New England’s fabled coastal fishing fleet are transformed into succulent briny ocean masterpieces that would rival any Michelin-starred restaurant in New York or Paris. The inn offers authentic 18th-century coach house accommodations that further immerse guests in the past. Each room is meticulously furnished with period-appropriate decor, from wood hewed beds draped in fine linens to hand-crafted wooden chests and writing desks. The Old Inn is not just a place to eat and sleep—it is an experience, a living museum of New England’s colonial past. HIGHLY RECOMMENDED!! "

Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9
House
Hartsville Mill River Road 1089, New Marlborough, MA, 01230, USA

Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9 offers accommodations in New Marlborough, 15 miles from Norman Rockwell Museum and 17 miles from Cranwell Spa & Golf Club. This vacation home features air-conditioned accommodations with a patio. Great Falls is 14 miles from the vacation home and Canaan Village Historic District is 14 miles away. With free Wifi, this 1-bedroom vacation home provides a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and microwave. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Tanglewood Musical Center is 17 miles from the vacation home, while Tanglewood is 18 miles away. Bradley International Airport is 40 miles from the property.

Amenities:

Security/Safety • View • Internet • Fireplace/Heating • Air Conditioner • Parking • Pet Friendly

Gedney Farm
Hotel
34 Hartsville-New Marlborough Rd, Great Barrington, MA, 01230, USA

Hotel in Great Barrington with free breakfast and a restaurant
A restaurant, a bar/lounge, and a refrigerator in a common area are available at this hotel. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include conference space, wedding services, and a garden.
Gedney Farm offers 16 air-conditioned accommodations with hair dryers and complimentary toiletries. Each accommodation is individually furnished. This Great Barrington hotel provides complimentary wireless Internet access. Microwaves, refrigerators, and irons/ironing boards can be requested. Housekeeping is provided daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The grounds were beautiful and staff were so nice! Dinner was delicious!" - "It's been the fourth time I stayed at the Gedney Farm. IT's gorgeous, beautiful setting, friendly hosts, amazing room with whirlpool in the old barn. I will come back!" - "Quiet surrounding is great to rekax" - "Absolutely a wonderful experience. It was just what i was looking for. Truly unique, very comfortable, surrounded by beauty and nature. Gracious host. Win, win. We will be back."

The Mill River Cabin with Fireplace and River View!
House
Mill River, MA, USA

The Mill River Cabin with Fireplace and River View! is located in Mill River, just 8 miles from Great Falls and 8.2 miles from Canaan Village Historic District. The property is around 22 miles from Cranwell Spa & Golf Club, 22 miles from Tanglewood Musical Center, and 22 miles from Tanglewood. Free Wifi is available throughout the property and Norman Rockwell Museum is 19 miles away. The air-conditioned vacation home is composed of 2 separate bedrooms, 2 living rooms, a fully equipped kitchen, and 1 bathroom. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Haystack Mountain State Park is 12 miles from the vacation home, while Holley Williams House Museum is 16 miles from the property. Bradley International Airport is 40 miles away.

Guest Reviews:

- "it was wonderful to get some real family time together in a magical place!" - "Perfect for a relaxing family trip, but is also close to some ski areas. We will be back soon!" - "Clean, comfortable beds, everything you need and a beautiful river in the back yard." - "Cozy cabin that slept 5 comfortably with spectacular view."

Steepletop: Nature Lover’s Paradise w/Rec Room
House
New Marlborough, Massachusetts, USA

Summary:
Welcome to Steepletop Lodge, a beautiful 4 bed/ 2 bath modern retreat with endless opportunities to unplug and forest bathe.

A wall of windows overlooks serene woods and wetlands, and the screened porch welcomes a full three seasons of respite, situated to catch Summer breezes; with a fireplace to keep cozy in the Fall. Modern, bright, well-appointed, and stocked with games, Steepletop Lodge is a special place to reconnect with both nature and your loved ones!

The Space:
Following the stone path up to the front door, a spacious foyer welcomes you and seamlessly connects to the open-concept living area, with tall ceilings and flooded with natural light from a wall of windows showcasing the property's wooded views.

The living room features a woodburning stove and comfy seating, creating a cozy atmosphere within the open layout. Adjacent to the living room, find an enclosed porch with a fireplace, dining table and lounge area, perfect for enjoying nature in any weather. The kitchen is efficiently laid out and fully equipped, with an island and breakfast bar for easy meal prep and casual dining. A repurposed bowling lane serves as the dining table, inviting guests to gather for memorable meals.

Three bedrooms and two baths occupy one side of the main floor. The primary bedroom offers a queen bed, a reading nook, and an ensuite bath with a walk-in shower. Large glass doors open directly onto your private deck. A second bedroom with a full bed and a twin trundle includes a convenient desk area. A full bathroom serves the bedrooms, featuring a bathtub/shower combo. A third bedroom, with twin beds, boasts a cozy reading area and charming decor.

Downstairs, enjoy recreational and fitness options including a stationary bike, treadmill, ping pong table, and cozy seating area with a TV for relaxation. A fourth bedroom offers a queen bed with and convenient work space for remote work. Lastly, a laundry room completes the lower level of the home.

Steepletop Lodge has been a beloved family gathering place for years, offering the perfect setting to create lasting memories with loved ones.

Guest Access:
There is a lockbox and a key inside the screened in porch. We will provide you the code during your check in process.

The Neighborhood:
The property itself offers much nature to explore, and just across the road is a reserve (also called Steepletop, after the flowers that grow plentifully in the area) with trails to enjoy.

There is so much to enjoy nearby, including candlelit dinner at the Old Inn on the Green, breakfast at the Southfield Store (also a great place for a quick coffee and picking up local provisions), and many hikes and nature spots. Not far from Southfield is Umpachene Falls–an excellent destination for hiking and swimming.

Steepletop is also close to both Sheffield and Great Barrington which have several grocery stores, restaurants, coffee shops, shopping, yoga, and more. You're also close to hiking and cultural institutions.

Getting Around:
Steepletop Lodge is approx. 2.5 hours from Boston and 3 hours from New York City. To enjoy the expansive beauty of the region, you'll need a car to get here and get around--and the drive will be stunning! Since cell service can be inconsistent in the country, we recommend that you download the region's online maps to your phone before your trip.

We strongly advise using or renting a car that has all wheel or 4 wheel drive to access the property, especially in the colder months.

Other Things to Note:
*NOTE: The house does not have air conditioning; however, ceiling fans are installed in each bedroom, and additional portable fans are available throughout the home.

*Please also note that two of the three first-floor bedrooms have curtains, while the third first-floor bedroom and the fourth (basement) bedroom do not have window coverings.

Guest Reviews:

- "Absolutely lovely. Spacious. Clean. Tasteful. Light with beautiful scenery. "

Gedney Farm
Hotel
34 Hartsville-New Marlborough Road, New Marlborough, MA, MA 01230

Located in New Marlborough, 18 miles from Norman Rockwell Museum, Gedney Farm provides accommodations with a garden, free private parking, a terrace and a restaurant. Providing a bar, the property is located within 20 miles of Cranwell Spa & Golf Club. The accommodation has a hot tub, free WiFi and family rooms. At the hotel, each room includes air conditioning and a private bathroom. Guests at Gedney Farm will be able to enjoy activities in and around New Marlborough, like skiing. Tanglewood Musical Center is 20 miles from the accommodation, while Tanglewood is 21 miles away. Bradley International Airport is 37 miles from the property.

Guest Reviews:

- "Charming, peaceful venue"

Meadow Top Cottage: Countryside Cottage on 72 Acres
House
New Marlborough, Massachusetts, USA

Summary:
Meadow Top Cottage is charming and cozy 3-bed, 2-bath cottage in the quiet hamlet of Mill River, MA. The 72-acre property offers exquisite views of the Litchfield hills, an outdoor patio and a fire pit nestled in a pine grove. The town's charms include: candlelit dinners at The Old Inn on the Green, provisions at the Mill River General Store, brunch at the Southfield Store, swimming at Umpachene Falls, and hikes both on and off the property. Winter skiers are also within 15-20 minutes of Butternut and Catamount.

The Space:
With natural wood finishes throughout, Meadow Top Cottage exudes a quaint and homely charm that makes it a true countryside haven. The cozy living room, complete with a brick fireplace and TV, is perfect for relaxing evenings. The fully equipped kitchen, featuring flatware, silverware, cookware, and appliances, caters to both seasoned chefs and casual cooks alike.

The cottage features three inviting bedrooms (1 Queen, 1 Full, and 2 Twins), ensuring a restful night's sleep for all guests. Two well-appointed bathrooms provide modern convenience and comfort.

Step outside to discover the true essence of country living. Wander through the mature gardens before settling on the outdoor patio. This space is perfect for alfresco dining or simply relaxing while soaking in the serene landscape. Enjoy a barbecue on the grill or gather around the pine grove fire pit for cozy evenings under the stars.

We strive to make your stay as easy and enjoyable as possible by providing fresh linens, fluffy towels, and toiletries. The kitchen is equipped with basic essentials including a coffee maker and grinder, a full set of pots and pans, plates, and cutlery. Stay connected with WiFi by Spectrum and stream your favorite media on the Smart TV.

Escape the hustle and bustle of everyday life and immerse yourself in the tranquility of Meadow Top Cottage. Whether you're looking to relax, explore, or create unforgettable memories with loved ones, this charming country retreat is the perfect destination. Book your stay today and experience the magic of Meadow Top Cottage.

Guest Access:
Guests have exclusive access to the cottage and a private outdoor space with grill, table and chairs; access to the larger 56-acre estate is shared, which includes lush grounds and a rolling landscape. The pool and hot tub on property are not included in the cottage amenities.

The Neighborhood:
Meadow Top Cottage is 1 mile from the Mill River General Store; filled with local food, produce and staples. It is also close to Sheffield and Great Barrington which have several grocery stores, outstanding restaurants, coffee shops, shopping, yoga and more. You’re close to many hiking trails, skiing, arts and cultural institutions. With Umpachene Falls and Lake Garfield around the corner, bringing swimsuits in the summer is a must.

Getting Around:
Meadow Top Cottage is under 3 hours from Boston and 3 hours from NYC. You’ll need a car to get here and to get around. The house has an internet connection and moderate cell service with AT&T, T-Mobile and Verizon. The Berkshires is full of cellular dead zones, so we recommend downloading the region’s online maps to your device prior to arrival or any day while you’re here at the cottage. The cottage has a shared driveway, so please make sure you do not park in the circle of the driveway. Either pull into one of the spots or use the garage. Thank you!

Amenities:

Air Conditioner • Parking • Laundry • Security/Safety • Wellness Facilities • Other • Fireplace/Heating • Kitchen • Barbecue/Outdoor Cooking • Internet • Tv • Child Friendly

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."

Spacious, Modern House 5 Bedrooms, 2.5 Bathrooms, Sleep 12 on small horse farm.
House
New Marlborough, Massachusetts, USA

Newly renovated house in the Southern Berkshires on small horse farm. Huge kitchen, 5 bedrooms. Close to Butternut mountain, Garfield Lake, Great Barrington, Lenox, Tanglewood and Jacob's Pillow.
We just finished a gut renovation of this property. The kitchen has a restaurant quality stove and tons of amenities. There is a fireplace, a deck and a lovely stream that follows the line of the property. Behind the house is a small barn with four horses. The house has 5 bedrooms, four bedrooms have queen sized beds and the fifth has a bunk bed with a bottom double bed and a top single bed double and a trundle bed. The other bedrooms have queen size beds. The house has a built with an interior cooling vent which keeps the house nice and cool during the summer. Air-conditioner on main level adds to cooling.

Sorry! We do not rent the house for weddings or large events, we do not allow large parties at our house.

Guest Reviews:

- "Shauna's place is gorgeous and even bigger than it looks in photos! We had a party of 12 and we fit comfortably. Lovely kitchen for making breakfast and lunch, plenty of lawn space for tossing a frisbee. Shauna was super communicative. We hope to stay again!" - "We enjoyed our stay! The home was cozy and well equipped! Shauna is a wonderful host and very responsive. The property is breathtaking!" - "Perfect farm for the kids (and dogs) to run watch the horses, see sheep and enjoy the swing in the front. Spacious kitchen, dining room and living room for our family of 8 plus toddlers. Easy and scenic drive to lakes, parks, Stockbridge and Lenox. Perfect week for everyone in every way."

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."

'The Mill River Cabin’ w/Fireplace & River View!
Cabin
Mill River, Massachusetts, USA

Reconnect with Mother Nature at this 2-bedroom, 1-bath cabin loaded with character! Minutes from the Historic Mill River District, this vacation rental provides elements of the home like a well-equipped kitchen, views of the river, and warmth by the wood-burning stove. Listen to sounds of nature on the deck while a bonfire is ablaze and walk along the river to the historic dam. Enjoy hiking at Beaverton State Forest and skiing in the colder months at Ski Butternut - truly a year-round home!

-- THE PROPERTY --

Off-Street Parking | Free WiFi | Direct River Access | Pets Welcome

This cabin is perfect for a family looking to reconnect with each other and with nature in a charming, secluded setting.

Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Office: Twin Bed

OUTDOOR LIVING: Furnished deck, fire pit, gas grill, river/dam views
KITCHEN: Well-equipped, pots/pans, drip coffeemaker, blender, toaster
INDOOR LIVING: 1 flat-screen Smart TV w/ streaming services, exposed wood-beam ceilings, wood-burning stove, office w/ desktop computer, 1,100 sq. ft.
GENERAL: Central A/C & heating, linens/towels, trash bags, paper towels, ceiling lights, new door on bedroom 2
PARKING: Driveway (5 vehicles)

-- THE LOCATION --

OUTDOOR RECREATION: Appalachian Trail (5.0 miles), York Lake (6.0 miles), Lake Buel (6.5 miles), Beartown State Forest (8.6 miles), Mt Everett State Reservation (21.5 miles), Cookson State Forest (8.8 miles), Sandisfield State Forest (7.5 miles), Open Space Public Land w/ Views (across the street)
WATERFALLS: Umpachene Falls (1.0 miles), Race Brook Falls (11.6 miles), Bear Rock Falls (22.6 miles), Bash Bish Falls (19.7 miles), Campbell Falls (7.3 miles)
SKIING: Ski Butternut (7.4 miles), Catamount Mountain Resort (15.0 miles), Otis Ridge (15.5 miles)
LOCAL SIGHTS: Norman Rockwell Museum (15.5 miles), Naumkeag (14.6 miles), Mill River Historic District (0.6 miles), Great Barrington (10.0 miles)
RESTAURANTS: Cantina 229 (3.4 miles), The Southfield Store (2.9 miles), The Bridge Restaurant (7.3 miles)
AIRPORT: Bradley International Airport (42.6 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 --

- Massachusetts Tax ID: C0121252030
- No smoking
- Pet friendly with $100 per stay fee (maximum 1 allowed)
- No events, parties or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

Guest Reviews:

- "We loved it!" - "This was the 2nd time my husband and I stayed at Mill River. This time for our 20th anniversary and nothing could be better than a place surrounded by peace to connect with your life partner. There was a small hiccup when we arrived but it was swiftly handle by owner. We couldn’t have had a better get away. We will be back!" - "We thoroughly enjoyed our stay at Mill River. Very tranquil area with wonderful walking trails near by. The river and dam on the property were more entertaining than television. The cabin was well stocked, especially the kitchen, and very comfortable for our week stay. We hope to return some day!"

Converted Berkshire schoolhouse on a quiet river
House
New Marlborough, Massachusetts, USA

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 or volleyball 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. We are very close to some well known restaurants like Cantina 229, Old Inn on the Green and Gedney Farm. Home is stylish, comfortable and inviting. This house is perfectly cozy and you many never want to leave it! 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 anything in the fridge and cabinets. We have wifi but you can easily unplug if that's what you're looking for. Smart TV to access your own accounts, Great DVD collection for all ages (no cable tv), games like Monopoly and Scrabble, CD collection, BBQ gas grill and charcoal and room to unwind. Don't forget to sign the walls in the downstairs bathroom! Our house is not suitable for toddlers and young children and is not child proofed, we are on a quiet road but there is a river so you will need to use your judgment and be safe. As for pets, we are not equipped for them and not a suitable place for them. We don't even bring our own dogs and cat. We are surrounded by beautiful serene woods but those woods have poison ivy and ticks. You don't want your lovely animals to mess with all that and suffer. And we don't want them bringing those elements inside the house. Thank you for your understanding.

Guest Reviews:

- "We had a great stay and especially enjoyed the edible garden planted with veggies and herbs, the instructions for great walks in the area as well as other places of interest and most of all the amazing screened in porch where we spent a good part of our days." - "We enjoyed our few days in the peace and quiet of this charming little house. Sitting on the back porch listening to the water flowing down below was very pleasant and relaxing. We also enjoyed the easy walk to the nearby waterfall. The house had everything we needed and was very clean. Would definitely recommend it to anybody and may return someday."

Private Woodland Getaway minutes from Ski Butternut
House
New Marlborough, Massachusetts, USA

Set in the heart of fifteen peaceful wooded acres and fronted by a private meadow, this beautiful chalet-style home with airy, open floor plan is perfect for family vacations or a romantic get-away any time of the year.

THE LOCATION
Just seven minutes to Ski Butternut and fifteen minutes to downtown Great Barrington. Tanglewood, Jacob's Pillow, Berkshire Theater Festival, historic homes, and many other attractions are all within convenient driving distance as well. Foodies will delight in the abundant and diverse culinary offerings of the area, including two excellent restaurants just down the road in New Marlborough.

Step out the back door to a private trail that connects to miles of hiking or snowshoeing on two nature preserves adjacent to the house property. Hop in the car for a short ride to the Appalachian Trail, Monument Mountain, lakes, swimming holes, waterfalls, and other natural attractions.

THE HOUSE
Private driveway wends through 1/3 mile of woods before opening to the large secluded meadow that fronts the house. Entrance hallway leads to the modern kitchen and a great room with cathedral ceilings and stone fireplace. Floor-to-ceiling windows provide expansive views of nature and flood the home with natural light. Kitchen is well appointed with stainless steel appliances, gas stove and peninsula seating area. Cozy den with sleeper sofa and television opens off the kitchen and entrance hall. Across the hall is a half bath with front-loading washer and dryer. Sonos sound system fills the entire main living area with music.

Luxurious first floor master bedroom features king size bed, beautiful stone fireplace and spa-like white marble en suite bathroom complete with oversized tub, separate shower and double sinks.

Huge deck extends across the front of the house, from great room to master bedroom, with sliding door access from both, offering elevated views of the meadow and surrounding woods. The ridge line of East Mountain State Forest is visible through the trees to the West.

Second floor features queen size bedroom with en suite full bathroom. The wide hallway contains an alcove with a Shaper Image massage chair, and leads to a roomy "Kids' Dormintory" with twin-over-full bunk beds, a queen bed, and separate twin size built-in window bed. Perfect for children to play and hang out!

Guest Reviews:

- "Six friends from four states spent the weekend at this amazing house. It was everything we were looking for and more. 5 stars, highly recommend!" - "We have stayed at this home several times with our family and friends to ski, hike and relax. Please see all previous reviews... it is a lovely place, stocked with all the things you could want and more. The owners think of everything and are on hand to manage any potential issues that could arise. They are at the ready with snow plowing, temperature control and great advice. We have nothing but wonderful memories from our multiple stays at this home in the Berkshires."

Peaceful, Post and Beam Loft, Sleeps 9
House
New Marlborough, Massachusetts, USA

Summary:
Enjoy our lovely home for your next stay in the Berkshires!
The list goes on but this house is the total package: COMFORT, TRANQUILITY and WARMTH all in one place!
Near plenty of outdoor activities for you to enjoy year round: Ski Butternut is only an 8-minute drive, Dry Hill (a 206 acre-nature preserve) is just a 7-minute ride and Tanglewood is only a quick 25-minute drive.

The Space:
The classic and peaceful vibe of this lovely home, will make you want to stay longer.

This house can sleep eight, here are the bed layouts for easy planning:
Bedroom 1: a private bedroom with one queen bed.
Loft 1: 2 queens, 1 full size bed, and 1 queen size air bed

A spacious living area is located on the first floor, with Samsung TV that can access Netflix and other streaming apps plus access to basic TV channels so you can relax and enjoy the indoors as well.

The full bathroom is tranquil with a double headed shower and a 2-person Jacuzzi tub. There is also a separate half bathroom in the house.

The kitchen is complete with everything you need to make a home cooked meal including gas stove, and dishwasher. It is stocked with all the necessary cooking/serving necessities including: cookware, pots, pans, plates, cups, and silverware.

Hardwood flooring, washer & dryer, hotel-like linens and parking for six round out this Berkshire’s gem!

Guest Access:
Everything you need for a great stay, toiletries, linens, towels, hairdryer, iron and ironing board, washing machines, detergent, and more!

The Neighborhood:
New Marlborough is a quintessentially Berkshire’s town.
Several rivers, including the Konkapot River, Umpachene River, and Whiting River, flow through town.
Ski Butternut is only an 8-minute drive, Dry Hill (a 206 acre-nature preserve) is just a 7-minute ride and Tanglewood is only a quick 25-minute drive.

The town grew as a combination of agriculture in the area around the town center, and mills along the rivers.
You can find plenty of grocery stores, and scrumptious cafes and restaurants in New Marlborough, Here are some places to go:

Restaurants Old Inn On The Green, is a 6-minute drive.
Mill River General Store, is a 7-minute drive.
Plaza Package Great Barrington, 9- minute drive.
Baba Louis Pizza Great Barrington, 11-minute drive.
CVS Great Barrington, 12-minute drive.
Cafe Adam Great Barrington, 12-minute drive.

The nearest bus service and small airport is in Great Barrington, and the nearest rail service (along the Lake Shore Line of Amtrak) is in Pittsfield. Approximately a 10-15 minute drive from the home.

Other Things to Note:
We look forward to welcoming you soon!
Standard rules like no smoking, no partying, and being respectful of the neighbors apply.
Bring your furry friends, two dogs are allowed. $50 per dog per stay. Dogs must be at least one year old, sorry no puppies!

No sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.
*Damage caused by pets is not covered by the accidental damage waiver.

Interaction with Guests:
Always available on Airbnb during the day and by phone at night.

Guest Reviews:

- "Was great - everything we needed!" - "Great place. Fit our needs. Even had our dogs with us." - "Would highly recommend this place as a good get away." - "The home is in a great location for exploring several small towns and for attending events at Tanglewood - about 25 minutes away. It is also near numerous excellent restaurants and other attractions. We shall certainly return!" - "Great place to unwind, very quiet" - "beautifully stay for couples."

Konkapot Cottage, Pastoral Bliss With Wide Views
House
New Marlborough, Massachusetts, USA

Newly and totally renovated house, with modern appliances and bathrooms in the heart of the Berkshires. The house features sweeping views, screened in porch and sun deck. There is plenty of space with a living room and separate dining room. Property includes a one car attached garage, hardwood floors, and cozy rugs throughout, with central air and heat. You will find all you will need to enjoy everything this beautiful area offers.

Konkapot Cottage sits on 16 acres of beautiful land and the Konkapot River runs through the middle of it. It is set on a quiet country road and is 2.5 hrs from NYC or Boston, 40 minutes from Tanglewood, 20 minutes from the town of Great Barrington, where there are many fine restaurants and shopping, 15 minutes from Butternut Ski area, and 10 minutes from Gedney Farm and the Old Inn on the Green. We are located near the CT. border and are only 15 minutes from Norfolk, Ct. and Infinity Hall. There are many hiking trails all around the area, including a short drive to access The Appalachian Trail.

The house has been totally rebuilt, retaining some original elements. The renovation was designed and built by a Scottish master builder and it has many unique contemporary yet country details. The kitchen is equipped with a professional grade range, microwave oven, professional cookware and small appliances, soapstone counter tops, and other stainless steel appliances. The living room has a lovely propane burning stove vented up the old fireplace to keep you cozy in the winter. Also in the living room is a flat screened TV with AppleTV which provides HBO, Showtime, Netflix, Hulu, Amazon Prime and more, and a DVD player with a selection of DVD's

The primary bedroom and the back bedroom have queen sized beds, each with access to separate bathrooms. The middle bedroom has a full sized bed and can be accessed by walking through one of the two other bedrooms only, so this bedroom is ideal for family members or children.

Eating areas include a dining room with a great view and a dining table and chairs for 6-8 people, and a screened in porch with dining table and chairs. The back yard is open yet private with sweeping views onto farm land and The Berkshire Hills beyond. There is an outdoor fire pit in the back yard provided with fire wood to enjoy the moonrise. We also include a Weber BBQ grill.

The house has a mudroom/entry area accessed from the driveway, the garage and the screened porch.

Cell coverage is spotty at best in our area, but there is excellent WiFi!

The surrounding yard is private and beautifully landscaped with several perennial flower beds

Self check-in made easy with lock box. The code will be provided the day before check in.

Guest Reviews:

- "Beautiful property with immaculate detail to making sure our stay was comfortable and peaceful. So grateful to have come across this gem of a property!" - "A beautiful property - the grounds and the house. Warm and welcoming. The house felt like a home not a rental property. It is well cared for, comfortable, with everything you need. We loved staying there! Liz is an attentive host, always responsive to my questions by text. Though we never met her, her care and thoughtfulness were present. The moment I stepped into the house I knew our family would be happy there."

Restful pastoral, kids-friendly house w/gardens, views, swimming pool, sauna
House
Southfield, Massachusetts, USA

Contemporary house in a beautiful pastoral setting. Viking stove, wood-burning fireplace, gunite heated saltwater pool, screened sun porch, large deck, piano, spacious yard, lovely gardens, wood-burning Finish sauna. Four bedrooms. Ping-pong, fussball, e-bikes One mile south of Umpachene Falls, 20 min to Great Barrington, 37 min toTanglewood. Summer availability preferably on a monthly basis. Also available over Labor Day, Christmas/New year or Thanksgiving, unless blocked by owner.

Guest Reviews:

- "My wife, son and I spent a very relaxing month at this lovely and confortable home in the Berkshires. The area is beautiful, the home well equipped, and the pool an added benefit. It was exactly as advertised and we highly recommend it." - "We keep coming back to this serene farmhouse in the southern Berkshires. Spectacular setting with beautiful views, lovely garden, and a pool. Quiet and peaceful with easy access to all of the culture that the Berkshires has to offer. Hosts are great - accommodating and responsive to all questions and any issues that arise."

Romantic and Secluded Berkshire's Gem
Cabin
New Marlborough, Massachusetts, USA

Beautiful log cabin in the middle of private 5 acres of woods with all of the 21st-century amenities. We are 5 minutes away from Sheffield Store, a wonderful breakfast and lunch spot, 7 minutes away from the Inn on the Green, a must-to-visit gourmet dinner spot under candlelights ONLY, and 25 minutes from Great Barrington and its charming small city attractions. 45 minutes from Stockbridge and Lenox. Walking distance to a farm and Falls Park, with many hiking trails. Kayaking at the Thousand Acre Swamp Reservoir, Harmon Pond, and East Indies Pond. Many farm-to-table restaurants, Breweries, Wineries, Farms, and Horse Stables. A hidden treasure for you to relax.

The cabin:
3 bedrooms, loft ideal for teenagers with 3 full-size futons, 2 full bathrooms, private and secluded garden in the middle of the woods, 3 porches, and lots and lots of nature.

Guest Reviews:

- "I can only imagine how absolutely stunning this place is in the winter time! We went in the summer and absolutely loved our stay. The property has everything you could need for a chill weekend in the Berkshires. Very clean, cozy, and comfortable! I think the decor was very cute and the layout was fantastic. Dorota is a lovely host, very responsive and inviting!" - "My friends and I had an amazing time staying in the cozy cabin. 9 of us slept comfortably, the place was spotless, and so cute. We hope to visit again."

5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home
Other
New Marlborough, Massachusetts, USA

Renovations just finished on this unique home, that originally dates to the 1700s. Great for families and big groups, with space to spread out, inside & out. Charming historic details include stone fireplaces, bay windows, a 3-season room, and a dedicated library. Newly modernized kitchen and updated bathrooms. 5 bedrooms, including a kids' bunk room. Set in a very remote, quiet location, but a quick drive to New Marlborough or Great Barrington. The large in-ground pool is targeted to be open by July.

ABOUT THE HOUSE:
Downstairs: the space has plenty of room to hangout and entertain, including 3 fireplaces. Large 'great room' with flat-screen TV and large fireplace, and comfortable seating for the whole group. The dining room seats 8-12. The kitchen is open to the breakfast nook, which has an additional indoor fireplace and banquette seating. The library has lots of books, and pocket doors that close to make it a dedicated, quiet office space. There's a 3-seasons room with a 3rd fireplace and sliding glass doors that look over the stone back patio and the backyard. There is also a large mud room, directly accessible from the kitchen & outside, perfect for all your ski or summer gear and with a brand new washer/dryer.
Upstairs: on one side, you'll find 3 bedrooms including 2 with king beds and 1 with a queen bed. On this side, there is also a full bathroom. In the other wing of the upstairs is the other king-size bedroom, the bunk room, an additional full bath, and a small powder room. There is also a large walk-in closet that's been converted to a flex space to be used as an office or baby room with a crib. The layout of the two wings makes it easy for multi-families or groups to share and have their own space. Each bedroom has new mattresses, linens, and blackout shades.

OUTSIDE:
The backyard is large and overlooks the pool. The pool is large, fully fenced in, and is not heated. Pool will be open mid June to at least mid September for 2023. There's a wraparound driveway that surrounds the property, perfect for kids to bike or scoot in, and a basketball hoop. Yard is not fenced.

AMENITIES:
This house is set up for the owners' multi-generational family, and you'll find plenty of amenities that you're welcome to use. Plenty of books, board games, and puzzles. The kitchen is fully stocked. For kids, there are cribs and all the other baby gear you'd need as well as toys, games and outdoor equipment like scooters, pool toys and more.

THE AREA:
There are great places all around the Berkshires to enjoy fishing, hiking, boating, swimming, kayaking, trail running, mountain biking, camping, skiing, sledding, skating, and more. The Berkshires is a center for music and dance (Tanglewood, Yale Music School), theater (Shakespeare & Company), arts and local craft (downtown Great Barrington, farmers markets), dining (many exceptional local and farm-based restaurants), and hospitality (Inn on the Green, Gedney Farm, Red Lion Inn, etc.). There are no Ubers or Lyfts or taxi services. Cell reception can be spotty at best. Wifi is available in most cafes and stores.

Located in the small village of Southfield, this house is just a 2 minutes drive from a lovely general store called the Southfield Store. It's also conveniently located to Butternut Mountain, Great Barrington, and Stockbridge. The perfect launchpad for whatever you'd like to do in the Berkshires -- antiquing, hiking, skiing, lakes or more. Explore the cute downtowns of the various towns nearby and then come back to the quiet and peaceful village of Southfield!

OTHER THINGS TO NOTE:
The house is in a rural country area - there is limited cell reception, and the area can be prone to power outages. Many areas of the home were recently updated, and renovations were completed in 2023. However, this home still has many of the original historic elements that may make it unsuitable for some guests. Examples- the staircases are steep, 2 of the bedrooms upstairs and the powder room have sloped / low ceilings, slate patio on the back deck is not fenced, and would not be suitable for unsupervised toddlers. Please read the house rules and note the descriptions in the photo captions, and reach out with any questions or concerns you might have, prior to booking.

Guest Reviews:

- "we had two families at the house for 4 nights. Overall had a great experience. We comfortably slept two families (4 adults, 6 kids) and the house is big so we never felt on top of each other. The pool in the back was great as it was super hot out and the kids had a great time swimming in it. The location is definitely as described - country living ! There is a nice bakery / coffee shop 2 miles away but it’s about 20 minutes to other larger towns so just keep that in mind. The only complaint was that the air conditioning units took a while to cool the house / rooms down but eventually they did the trick."

Cozy escape in the trees of the Berkshires
House
Great Barrington, Massachusetts, USA

We are thrilled to share our country escape with you and hope you enjoy it as much as we do. Set on 5 acres of land, with an open backyard with a trampoline and trees surrounding you, our fully stocked home is true escape from the busy, over scheduled days of city life. We are a few minutes away from many wonderful, scenic hikes, a few breathtaking swimming lakes and skiing in the winter. Warm up by the fireplace after a long day outdoors or turn on the bbq for a delicious outdoor meal on the porch.

Guest Reviews:

- "Wonderful experience at a very nicely renovated and appointed house that easily fit our family of 7. Host was responsive and helpful! Great house and great location very happy with our time there." - "Stayed here with another family and loved it. Close enough to everything good but secluded and private. The trampoline was great fun for the kids and got them out of the house every morning, despite the chilly weather. Cozy fire place and well stocked everything allowed us to just come in and live without repeated trips to the store. Host was super communicative and helpful as well. The kids want to come back to the “exact same house” next year."

Light-filled cottage
Cottage
New Marlborough, Massachusetts, USA

A light-filled cottage on a picturesque road in the quaint town of New Marborough in the Southern Berkshires. Simple and well-designed, with many delightful moments.
Garden bedroom with en-suite bathroom/shower; all living spaces on the ground floor; the second-floor and attic bedrooms (3 total) share one bathroom.
Decks, wood-burning hot tub, BBQs, lawn, fruit trees on property; swimmable lake, café, restaurants, church, and trails in town.
We love our East Hill Road. You can walk (10 min.) to a nearby well-maintained lake in a state park. You can drive (10 min.) to an exceptional cafe that offers amazing pastries and a casual menu. There are three other restaurants within a 10-minute drive that offer a range of fine dining from classic to world cuisine and experimental.
If you are coming to New Marlborough, you probably already know what the Southern Berkshire has to offer. Great Barrington and Stockbridge are 30 minutes drive away. Jacobs Pillow and Tanglewood are 40 minutes drive away. MaSS MoCA and the Clark Institute are within a 1-hour drive.
There are numerous trails, lakes, waterfalls, and state parks to explore with breathtaking beauty all year round.
We hope you stay long, explore, and come back.

Amenities:

Balcony/Terrace • Fireplace/Heating • Kitchen • Other • Entertainment • Security/Safety • Bedding/Linens • Barbecue/Outdoor Cooking • Sports/Activities • Hot Tub • Child Friendly • Laundry

Ski Relax Enjoy the Berkshires! Sparkling, New, Open and Spacious!
House
New Marlborough, Massachusetts, USA

Sparkling, New, Open and Spacious!
Beautiful Country Colonial has the charm of a traditional New England home paired with the comfort of a new home. Perfect for a special getaway in the Berkshires you won't forget! The idyllic country getaway for a group of friends or family.

Butternut Ski Area - 10 miles
Catamount Mountain - 16 miles

Great Barrington, Sheffield are close by
with restaurants & shopping

The space
Welcome to our beautiful Berkshire Colonial retreat, where classic charm meets modern elegance! Nestled in a serene corner of the picturesque Berkshire Mountains, this timeless 4 bedroom, 3.5 bathroom home offers an enchanting escape for families, friends, and couples seeking tranquility and luxury.

As you step inside, you'll be greeted by the traditional Colonial architecture complemented by contemporary amenities. The spacious living room boasts a cozy fireplace, perfect for chilly evenings, and large windows that bathe the room in natural light. The gourmet kitchen is a chef's dream, equipped with top-of-the-line appliances, marble countertops, and a generous island for culinary adventures.
The bedrooms are elegantly furnished, offering cozy bedding, ample storage, and picturesque views of the surrounding landscape. The bathrooms are adorned with luxurious fixtures, providing a spa-like experience for your relaxation.

Amenities:

- Outdoor grill for al fresco dining
- High-speed Wi-Fi
- Firepit for toasting Marshmallows
- Central air conditioning and heating
- Washer and dryer
- Complimentary toiletries and fresh linens

Location:

Our Berkshire Colonial is a haven of peace and privacy. Enjoy leisurely strolls amidst towering trees, or unwind with a book on the patio. For outdoor enthusiasts, hiking trails and nature reserves are just a stone's throw away. Indulge in the region's renowned cultural scene by visiting art galleries, theaters, and music festivals, all within easy reach.

Other Things to Note:

- Check-in: 3:00
- Check-out: 11:00
- Pets are welcome (with prior approval)
- Non-smoking property

Embrace the charm of the Berkshires in this exquisite Colonial retreat. Whether you're savoring a morning coffee on the veranda or toasting marshmallows by the fire pit under the starlit sky, your stay here promises cherished moments and unforgettable experiences. Book your stay now and let the beauty of the Berkshire Mountains enchant you!
Guest access
The entire house and property are yours to Enjoy!

Guest Reviews:

- "The property was "as described"! The layout was perfect for our needs. The younger family members of our family planned on skiiing and that was what brought us to the area. We meet in the Berkshires regularly, but had never gone as far south. While more remote, it was extremely quiet, which was perfect to focus on our family time. Most imperative for our multi-generational family was the option of a first floor bedroom, as a member of our family can not manage stairways well. The bedroom was large, en-suite and had a comfy queen bed. The social area of the first floor is perfect for relaxing, watching movies or playing games. Plenty of parking out front, washer / dryer on 2nd floor, and the other bedrooms upstairs were very spacious. One smaller room served very well as an office. Thanks to our hosts! A good time was had by all. The Millers"

New England Family Home with Hot Tub and Pool
House
New Marlborough, Massachusetts, USA

Family-Friendly New England style 5 bedroom home located in the Berkshire hills, remote setting minutes from Stockbridge and Gt Barrington. Located on a quiet dirt road it is less than 3 miles from Gedney Farm and the historic Old Inn on the Green. This home offers a small in-ground pool, hot tub and a master bedroom with Jacuzzi bathroom. This relaxed setting is the perfect stay for long-term visits. High speed internet is available as of 5/1/21

Guest Reviews:

- "We had a wonderful time during our stay. It was relaxing, yet there was plenty to do indoors & out. We played ping pong & darts, exercised on the stationary bicycle, enjoyed ourselves in the pool & hot tub & played tetherball. There was also a swing set for youngsters & a hammock. Grocery stores were 20 minutes away. The only downside was when we had guests & they needed to use the restroom in the middle of the night. They had to use the bathroom that was off of the master bedroom or go downstairs to the 1st floor where there was a full bathroom. We managed, though. Cell phone reception was inconsistent. All in all, we would wholeheartedly recommend staying there. Deidre & John are lovely people who bent over backwards for us."

Sunset Falls: A Berkshire Mountain Luxury Retreat
House
New Marlborough, Massachusetts, USA

Welcome to Sunset Falls, where luxury meets nature in this modern architecturally significant home on 167 private acres. Open-concept living areas, floor-to-ceiling windows, and spacious great room. Breathtaking mountain views and full-service luxury amenities. Perfect for family gatherings and romantic getaways, this private oasis provides a serene escape, promising a unique, pampered experience with concierge service, ensuring a stay beyond the typical experience.

THE SPACE:

This luxurious mountain retreat is nestled in the picturesque Berkshires of western Massachusetts just 20 minutes from Great Barrington. Surrounded by the soft silhouettes of the Berkshires, this unique home offers an unparalleled experience. Unwind on the sundeck in the hot tub, luxuriate in the steam room, explore hiking trails located on the property. Radiant heated floors and zoned heating/AC ensure comfort throughout.

Inside, the living room features floor-to-ceiling windows, allowing nature's beauty to seamlessly become a part of your surroundings. A curving roof adds a touch of architectural elegance, creating a haven of comfort and style. The great room and sunroom provide additional spaces to unwind and soak in the breathtaking views. Surround yourselves with nature while enjoying peace and serenity.

BEDROOMS:

Each bedroom in Sunset Falls is designed for ultimate comfort and tranquility. Enjoy plush 800-count Egyptian cotton sheets, custom robes, and ensuite bathrooms with deluxe amenities. Unwind in front of 50” smart TVs or savor a glass of wine at the private wine bar in the primary bedroom. Blackout blinds ensure a restful night's sleep, and individual temperature control adds a personalized touch. Bathroom amenities include: towels (bath, hand, washcloth), soap, shampoo, conditioner, hair dryer, and makeup mirror.

(Second floor)
• Primary Bedroom: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Alfresco shower, Television, Balconies (Mountain View and Pond View), Fireplace, Refreshment Bar with Wine Cooler and Coffee Maker, Television, Seating Area with Recliners, Mountain view.

(First floor)
• Guest Bedroom #1: Queen size bed, Ensuite bathroom with stand-alone shower, Television, Terrace, Mountain view.
• Guest Bedroom #2: Queen size bed, Ensuite bathroom with stand-alone shower, Television, Terrace, Mountain view.

(Ground floor)
• Guest Bedroom #3: Queen size bed, Ensuite bathroom with stand-alone shower, Television, Terrace, Mountain view.
• Guest Bedroom #4: Queen size bed, Ensuite bathroom with stand-alone shower, Television, Terrace, Mountain view.
• Kids “Bunk” Room (Bedroom): 6 Queen over queen size bunk beds - sleeps 12

CHEF’S KITCHEN & ENTERTAINMEMT HUB:

Our fully equipped kitchen is a culinary haven, featuring Subzero refrigerators and freezers, wine fridge, a Wolf 6-burner gas range with grill, and three Bosch dishwashers. The great room located on the ground floor serves as an entertainment hub, complete with a pool table, foosball, darts, arcade games, an 85” TV, and a wet bar with a wine fridge and a kegerator. (*Alcohol not included. Please note that for the use of the kegerator, advanced notice is required. Custom kegs need to be ordered in advance to ensure delivery for your arrival.) For quieter moments, explore the library or children’s nook with an array of books and games.

INDOOR & OUTDOOR DELIGHTS:

Immerse yourself in luxury with radiant floor heating throughout, three indoor fireplaces, and access to a 2-car heated garage. Step outside to a spacious deck with an 8-person hot tub and a gas fire table or enjoy the 4-person steam and adjoining cedar lined changing area located adjacent to the 4 season sunroom which can extend your outdoor living space. Enjoy the serenity of nature and the breathtaking views from every corner of the property.

FITNESS & RECREATION:

Maintain your fitness routine in our well-equipped gym, featuring a Bowflex treadmill, tread climber, elliptical, cable trainer, free weights, and yoga mats. Unwind in the steam room or indulge in a soothing massage, available upon request. The property also offers easy access to nearby hiking trails for those craving outdoor adventures.

CONCIERGE SERVICES & BEYOND:

Sunset Falls provides a full-service experience, including concierge services, daily housekeeping touch-ups, and grocery delivery. Elevator access, in-house massage (Total cost will be determined by the massage therapist. *Note- There is an administrative fee of $50 per massage for this service.), chef services (The total cost will be determined by the chef. *Note- There is an administrative fee of $100 per meal for this service.), and seasonal farm-to-table dining are available upon request, ensuring a tailored and memorable stay.

EXPLORE THE BERKSHIRES:

Sunset Falls is conveniently located just 20 minutes from Great Barrington and surrounding towns. Explore nature, local waterfalls and walking trails minutes from the home. Whether you're seeking cultural experiences, outdoor adventures, or simply a quiet retreat, our mountain oasis promises an unforgettable escape. Your concierge can provide all the details needed to enhance your stay in the beautiful Berkshire Mountains.

Guest Reviews:

- "Thank you for the coziest time. Jessica was wonderful and made our stay perfect. Will be back" - "This property is really one-of-a-kind. The views alone make the property worth splurging on. When you add on the house itself, it is worth every penny. Between the incredible common spaces, the abundance of sleeping rooms, the hot tub and steam room, the nearby trails, and all the other amenities, we really felt completely spoiled. And Jessica, the concierge, was a complete rockstar. "

Spacious 4-bedroom house in peaceful Southfield with AC, WiFi and more!
House
New Marlborough, Massachusetts, USA

Nestled in Southfield, this delightful house offers four bedrooms, including a king bed, two queen beds, a crib, and a full bed. With three bathrooms equipped with a shower, bathtub, and jetted bathtub, guests can relax and unwind. The property also features amenities like a wood-burning fireplace, AC, a well-equipped kitchen, a washing machine and dryer, and WiFi for convenience. Great room has ample natural lighting and beautiful woodsy views. Three distinct living areas provide relaxation space for everyone in your group! Three televisions, numerous board games, and puzzles are available for your enjoyment. A separate office provides a quiet space for any WFH. Outside is a patio and grill, as well as a 2 car garage and ample outdoor parking. We hope you will enjoy your stay at our house!

Amenities:

Parking • Security/Safety • Guest Services • Fireplace/Heating • Air Conditioner • Balcony/Terrace • Hot Tub • Laundry • Internet • Tv • Barbecue/Outdoor Cooking • Bedding/Linens

Lovely vacation home on secluded hillside with views and heated pool
House
Southfield, Massachusetts, USA

Lovely home built into a 19th century barn placed on a secluded hill with gorgeous mountain views and a heated pool. The house can be experienced from the interior as well, in the double height living space with the original exposed wooden beams, a fireplace, dining area and modern, well-appointed open kitchen. From the living room, big windows provide views on the adjacent terrace and, behind it, Mt. Everett. On the ground floor there is an additional breakfast nook, the master bedroom (air-conditioned) and a bathroom with a shower. On the second floor one can find two bedrooms with ceiling fans (one with a queen, one with a double bed) that share a bathroom with a shower. In addition, there is a TV and gaming room which opens to the main space. The house is fully furnished in mid-century modern style, with a few pieces of contemporary design mixed in.

The house and its adjacent mud room and garage are situated in an open area surrounded by magnificent and cooling trees of the Berkshire’s woods. The pool area is open and private, surrounded by a lawn and trees. With its comfy loungers, it is slightly separated from the house and the west facing terrace with its fire pit, allowing further privacy and a change of scenery. Between the house and the pool area is a wide lawn for a game of volleyball or badminton, with a 16 feet trampoline at its edge under the trees.

The house is ideal for a family who seeks a private retreat in nature with occasional nights out in Great Barrington or visits to historic sites, museums, theatres, or art galleries, and has enough space to invite guests over for lunch, dinner or play. The house is situated at the heart of the Berkshires with 60+ miles of hiking trails, lakes for swimming and kayaking, waterfalls, as well as golfing and skiing.

High speed wireless internet, washer and dryer. Good restaurants and of course the Southfield Store. In winter, AWD is necessary.

Guest Reviews:

- "Overall we loved our time away. The house was truly isolated at the top of a big hill with a really nice view of the mountains and circled by giant trees. You felt like you were in a forest. The house had everything we needed for the stay. We grilled most of the nights and loved eating in the open dining area. The pool was really amazing, you feel like you are swimming in the woods, but in a really beautiful pool. The house was well stocked with all the basics and well as pots, pans, silverware, knives, etc. There is a great grocery store about 25 minutes away (Guidos) and we brought lots of food for the grill and cooked in most nights. The house is close to New Marlborough , but not much there ,(or we missed it). Great Barrington is a bit farther, but has all you need and is a great little town. The owners were away but incredibly responsive and helpful. There is great hiking nearby and its an amazing place to escape from the city. Our kids loved the place and especially the pool,"

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:

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

NEW LISTING: Cozy Berkshire Cottage 15 Min From Great Barrington
House
New Marlborough, Massachusetts, USA

Unwind at this restful Berkshire cottage. The house was designed with a Viking stove, poured concrete countertops, a wood burning stove for the snowy winter days and artwork for a charming feel! Located only 15 minutes to Great Barrington, 25 minutes to Lenox and minutes away from many hiking trails, the house gives you the perfect distance to be away in the country while also being close enough to the shops and restaurants.

Guest Access:
Everything you need for a great stay; linens, towels, toiletries, washing & dryer machine, detergent, dishwasher, and more!

Other Things to Note:
VRBO Payments: You agree that The Host will charge your card for the full payment of the stay any time within a 24 hours period after booking.

Amenities:

Bedding/Linens • Child Friendly • Kitchen • Laundry • Internet • Pet Friendly • Tv

1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
Other
New Marlborough, Massachusetts, USA

Our home is located in the beautiful village of New Marlborough - 15/20 min. from Gt. Barrington & Sheffield. The porch is where you will want to spend much of your time, overlooking cows grazing on the field across the street and wonderful sunsets. With its original wide floorboards, plaster walls and lots of light, there's room to spread out and enjoy yourselves.
Walk to foot & drink at both the renouned Old Inn on the Green https://oldinn.com/ in the village center or Gedney Farm. The New Marlborough Preserve (paths + streams in the woods) is 200 yards down the road,
The Farm New Marlborough https://thefarmnm.com/ is less than a mile with self-serve sustainably grown eggs & meats. Just past is the amazing Southfield Store (breakfast, lunch, some dinners).
My wife and I have lived in the Berkshires since 1990. Raised our kids here. We moved down to this house from Lenox in November. Every summer we go up to Maine - this is our first time renting this great place. It's fantastic!

Amenities:

Laundry • Other • Bedding/Linens • Internet • Child Friendly • Security/Safety • Fireplace/Heating • Wellness Facilities

Hilltop Escape with Views & Hot Tub
House
New Marlborough, Massachusetts, USA

Summary:
Contemporary Berkshire retreat with stunning mountain views, two king suites, media room, hot tub, and wraparound deck. Enjoy sunsets, nearby skiing, hiking, Tanglewood, and Great Barrington. Features include a chef’s kitchen, gas fireplace, fast WiFi, fire pit, and office space. Surrounded by nature on 3.5 wooded acres, just minutes from top attractions. The perfect blend of luxury, privacy, and convenience.

The Space:
Welcome to Hilltop, a serene and stylish Berkshire escape where privacy, luxury, and nature come together in perfect harmony. Perched atop a wooded ridge on 3.5 acres, this contemporary two-story home offers sweeping views of the tree-covered valleys and rolling Berkshire Mountains from nearly every room. Whether you’re here for a romantic getaway, an adventurous family vacation, or a peaceful work-from-home retreat, Hilltop delivers an unforgettable experience in every season.

From the moment you arrive, you’ll feel immersed in the tranquil beauty of the Berkshires. Watch the sunset light up the hills from the expansive wraparound deck or unwind in the seven-person hot tub beneath a canopy of stars. Located just 12 minutes from downtown Great Barrington and within 20–25 minutes of Stockbridge and Lenox, you’ll enjoy quick access to top attractions like Tanglewood, Butternut Ski Resort, Lake Buel, and the area’s world-class dining, shops, hiking trails, and art venues.

Inside, Hilltop features 2,370 square feet of bright, open living space with two luxurious primary suites, 2.5 bathrooms, and a media room that doubles as a third sleeping area. The main level showcases floor-to-ceiling west-facing windows that fill the home with natural light and frame the incredible mountain views. Thoughtfully designed with a mix of modern furnishings and regional antiques, the décor reflects the character and creativity of the Berkshires.

The living room is perfect for gathering, with a soaring ceiling, cozy gas fireplace, and 70” HDTV equipped with Roku for you to connect to your favorite streaming services. The open-concept kitchen and dining area allow everyone to stay connected while preparing meals or enjoying a glass of wine. Chef’s will enjoy the four-burner gas cooktop, double oven, new smart refrigerator with ice maker and in-door filtered water, microwave, dishwasher, and Breville Smart Oven Pro. A French press, Keurig K-Duo Hot and Iced Single Serve and Carafe Coffee Maker to ensure your mornings are off to a delicious start.

The dining room comfortably seats six and is surrounded by windows, making even a casual meal feel special. For those who need to get a bit of work done, the dedicated office/library offers a small desk, computer monitor, reading nook, and 1GB speed WiFi—ideal for remote work or study. This space also connects to the lower-level primary suite and can be used for a pack-n-play if needed.

The main-level primary bedroom features a king-size bed, 55” TV, walk-in closet, and breathtaking views. The spa-inspired en suite bathroom offers dual vanities, a soaking tub, glass-enclosed rain shower with multiple spray options, and a private bidet-equipped toilet room. You’ll also find an all-in-one washer/dryer conveniently located inside the walk-in closet.

Upstairs, the second primary bedroom is a peaceful retreat with vaulted ceilings, exposed beams, four skylights, and west-facing windows that frame treetop and sunset views. A 60” HDTV provides entertainment, and a stylish shared bathroom with glass-enclosed shower and oversized vanity completes the upper level.

The media room offers a 77” HDTV and an oversized modular sectional that converts into a queen bed or two full beds, making it the perfect third bedroom or movie-night hideaway. With five TVs throughout the home, everyone can enjoy their favorite shows, games, or streaming services at any time.

Step outside to enjoy the best of outdoor living: a Blackstone gas griddle, fire pit, dining area, and of course, the private hot tub overlooking the mountain ridge. Thoughtful touches like a selection of spices, high-quality kitchenware, plush linens, and a variety of board games make it easy to settle in and feel at home.

Guests have full access to the home, with the exception of the locked, unoccupied basement. Please note: the bedroom skylights do not have window treatments—early risers will love the natural light, while light sleepers may wish to bring an eye mask.

For easy planning, here are the bedroom layouts:
Bedroom 1: King Bed (Main Level Primary Suite)
Bedroom 2: King Bed (Upper Level Primary Suite)
Media Room: Configurable Sectional (Two Full Beds or One Queen Bed)

At Hilltop, you’ll find yourself surrounded by beauty, comfort, and the rich cultural offerings of the Berkshires. Whether you’re catching a show at Tanglewood, hiking nearby trails, skiing at Butternut, kayaking on a mountain lake, or simply savoring a sunset from the deck, this special home provides the perfect setting to relax, recharge, and reconnect

The Neighborhood:
Located between the historic village of New Marlborough and Great Barrington.
Only 12 minutes from downtown Great Barrington, 25 from Lennox and 20 from Stockbridge.

Other Things to Note:
We look forward to welcoming you soon!
Standard rules like no pets, no smoking, no partying, and being respectful of the neighbors apply.

Hot Tub: You must sign the pool waiver form in order for us to access to the hot tub area. If your reservation is not in the peak summer we make no assumptions that the pool will be open during your stay. Please ask us before reserving to clarify this.

No sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.

Interaction with Guests:
Support team available 24 hours a day.

Amenities:

Fireplace/Heating • Bedding/Linens • Hot Tub • Tv • Entertainment • Laundry • Internet • Air Conditioner • Other • Security/Safety • Kitchen • Balcony/Terrace

New Marlborough Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in New Marlborough – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
The Old Inn On The Green 134 Hartsville New Marlborough Road, New Marlborough, MA, 01230, USA 315 4.0 8.5 21 Click here
The Old Inn On The Green 134 Hartsville-New Marlborough Rd, Great Barrington, MA, 01230, USA 349 4.0 9.2 87 Click here
Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9 Hartsville Mill River Road 1089, New Marlborough, MA, 01230, USA 196 4.0 1 Click here
Gedney Farm 34 Hartsville-New Marlborough Rd, Great Barrington, MA, 01230, USA 284 3.0 9.2 132 Click here
The Mill River Cabin with Fireplace and River View! Mill River, MA, USA 259 3.0 10.0 6 Click here
Steepletop: Nature Lover’s Paradise w/Rec Room New Marlborough, Massachusetts, USA 389 2.0 9.4 3 Click here
Gedney Farm 34 Hartsville-New Marlborough Road, New Marlborough, MA, MA 01230 229 7.4 15 Click here
Meadow Top Cottage: Countryside Cottage on 72 Acres New Marlborough, Massachusetts, USA 377 2.0 10.0 1 Click here
Charming Cottage, New Marlborough Village Green in the Berkshires New Marlborough, Massachusetts, USA 263 10.0 72 Click here
Spacious, Modern House 5 Bedrooms, 2.5 Bathrooms, Sleep 12 on small horse farm. New Marlborough, Massachusetts, USA 726 10.0 63 Click here
Perfect Vacation Get Away - Historical New Marlborough New Marlborough, Massachusetts, USA 246 9.2 57 Click here
'The Mill River Cabin’ w/Fireplace & River View! Mill River, Massachusetts, USA 264 9.6 44 Click here
Converted Berkshire schoolhouse on a quiet river New Marlborough, Massachusetts, USA 268 10.0 38 Click here
Private Woodland Getaway minutes from Ski Butternut New Marlborough, Massachusetts, USA 515 10.0 34 Click here
Peaceful, Post and Beam Loft, Sleeps 9 New Marlborough, Massachusetts, USA 248 10.0 21 Click here
Konkapot Cottage, Pastoral Bliss With Wide Views New Marlborough, Massachusetts, USA 325 10.0 21 Click here
Restful pastoral, kids-friendly house w/gardens, views, swimming pool, sauna Southfield, Massachusetts, USA 635 10.0 21 Click here
Romantic and Secluded Berkshire's Gem New Marlborough, Massachusetts, USA 641 9.8 17 Click here
5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home New Marlborough, Massachusetts, USA 921 10.0 12 Click here
Cozy escape in the trees of the Berkshires Great Barrington, Massachusetts, USA 662 10.0 4 Click here
Light-filled cottage New Marlborough, Massachusetts, USA 271 7.4 3 Click here
Ski Relax Enjoy the Berkshires! Sparkling, New, Open and Spacious! New Marlborough, Massachusetts, USA 466 10.0 3 Click here
New England Family Home with Hot Tub and Pool New Marlborough, Massachusetts, USA 654 10.0 3 Click here
Sunset Falls: A Berkshire Mountain Luxury Retreat New Marlborough, Massachusetts, USA 4380 10.0 2 Click here
Spacious 4-bedroom house in peaceful Southfield with AC, WiFi and more! New Marlborough, Massachusetts, USA 509 10.0 1 Click here
Lovely vacation home on secluded hillside with views and heated pool Southfield, Massachusetts, USA 771 10.0 1 Click here
Cozy Family Cottage in Peaceful New Marlborough New Marlborough, Massachusetts, USA 218 1 Click here
NEW LISTING: Cozy Berkshire Cottage 15 Min From Great Barrington New Marlborough, Massachusetts, USA 249 1 Click here
1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village. New Marlborough, Massachusetts, USA 385 1 Click here
Hilltop Escape with Views & Hot Tub New Marlborough, Massachusetts, USA 438 1 Click here

Note: The prices for each Vacation-Rentals in New Marlborough 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

Vacation rentals in New Marlborough that include a pool include:

  • The Old Inn On The Green.- Review Count: 21, Rating: 8.5
  • The Old Inn On The Green.- Review Count: 87, Rating: 9.2
  • Restful pastoral, kids-friendly house w/gardens, views, swimming pool, sauna.- Review Count: 21, Rating: 10.0

These vacation rentals in New Marlborough provide spa or wellness access:

  • Restful pastoral, kids-friendly house w/gardens, views, swimming pool, sauna.- Review Count: 21, Rating: 10.0

Family-friendly vacation rentals in New Marlborough include:

  • The Old Inn On The Green.- Review Count: 21, Rating: 8.5
  • The Old Inn On The Green.- Review Count: 87, Rating: 9.2
  • Gedney Farm.- Review Count: 132, Rating: 9.2

Pet-friendly vacation rentals in New Marlborough include:

  • The Old Inn On The Green.- Review Count: 21, Rating: 8.5
  • Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9.- Review Count: 0, Rating: 0.0
  • The Mill River Cabin with Fireplace and River View!.- Review Count: 6, Rating: 10.0

Vacation rentals in New Marlborough that include breakfast options include:

  • The Old Inn On The Green.- Review Count: 21, Rating: 8.5
  • The Old Inn On The Green.- Review Count: 87, Rating: 9.2
  • Gedney Farm.- Review Count: 132, Rating: 9.2

Vacation rentals in New Marlborough with private or on-site parking include:

  • The Old Inn On The Green.- Review Count: 21, Rating: 8.5
  • The Old Inn On The Green.- Review Count: 87, Rating: 9.2
  • Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9.- Review Count: 0, Rating: 0.0

Some of the best Vacation Rentals in New Marlborough are:

  • The Old Inn On The Green.- Review Count: 87, Rating: 9.2
  • The Old Inn On The Green.- Review Count: 21, Rating: 8.5
  • Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9.- Review Count: 0, Rating: 0.0

Some of the popular Vacation Rentals in New Marlborough are:

  • Gedney Farm.- Review Count: 132, Rating: 9.2
  • The Old Inn On The Green.- Review Count: 87, Rating: 9.2
  • Charming Cottage, New Marlborough Village Green in the Berkshires.- Review Count: 72, Rating: 10.0