Best Vacation Rentals in New Marlborough

Top Vacation Rentals in New Marlborough

Plan your perfect getaway with our selection of vacation rentals in New Marlborough. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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!! "

Vacation Rentals in New Marlborough
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:

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

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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. "

Vacation Rentals in New Marlborough
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"

Vacation Rentals in New Marlborough
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:

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

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
'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!"

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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."

Vacation Rentals in New Marlborough
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."

New Marlborough Family Friendly Vacation rentals

New Marlborough Vacation rentals with Parking

New Marlborough Vacation rentals with Entertainment

New Marlborough Pet Friendly Vacation rentals

New Marlborough Vacation rentals with Private Pool

New Marlborough Vacation rentals with Spa

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

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