Places to stay in Great Barrington, MA

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Great Barrington, MA place to stay
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203 Best places to stay in Great Barrington, MA

Best family friendly Great Barrington, MA lodging

Among the 203 accommodations in Great Barrington, MA, here are the 4 best for families

Stylish Colonial, 4 Acres, 9 Min Gt Barrington - Great Barrington, MA
9.8 99 reviews
Great Barrington, MA
26/07 – 04/08
SG$538/nighttotal: SG$4842 (9 )

Stylish Colonial, 4 Acres, 9 Min Gt Barrington

1 7
apartment , New Marlborough
This four-bedroom colonial house in New Marlborough, Berkshire, offers a spacious 4-acre property with views of surrounding farmland, a short drive from attractions such as Tanglewood, Jacob's Pillow, Ski Butternut, and Kripalu.
The self-catering property sleeps eight guests and features a full kitchen with dishwasher, a garden, ample parking, and modern amenities within a beautifully restored 1800s building, including an open-plan living area and eco-friendly mattresses.
Prime Location, Recently Redesigned, Riverfront! - Great Barrington, MA
10 5 reviews
Great Barrington, MA
26/07 – 04/08
SG$802/nighttotal: SG$7218 (9 )

Prime Location, Recently Redesigned, Riverfront!

4 7
apartment , Great Barrington
This four-bedroom apartment, a tastefully redesigned 1900 factory conversion, enjoys a riverfront location in Great Barrington, Massachusetts, approximately 8km from Butternut, 16km from Catamount, and 48km from Bousquet ski resorts.
The self-catering property sleeps eight guests and features two bathrooms (one with a bath), a fully equipped kitchen including a dishwasher, a grand piano, a fenced garden, on-site parking for six cars, and a full-size washer/dryer; dogs are welcome.
Berkshires Family Inn  For Getaways & Big Groups! Walkable To Butternut! - Great Barrington, MA
9.9 66 reviews
Great Barrington, MA
22/08 – 03/09
SG$1303/nighttotal: SG$15636 (12 )

Berkshires Family Inn For Getaways & Big Groups! Walkable To Butternut!

7 1
apartment , Great Barrington
This seven-bedroom property is situated just 0.7 miles from Ski Butternut and within 3 miles of Lake Buel and Beartown State Forest, offering easy access to outdoor activities and attractions in the picturesque surroundings of Great Barrington. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
This spacious house is ideal for large families or groups of friends, comfortably accommodating up to 15 guests. Enjoy modern amenities such as free WiFi, a fully equipped kitchen, a fireplace, and a garden with barbecue grills.
Elegant 5 Bedroom Farmhouse With Expansive Lawn - Great Barrington, MA
10 23 reviews
Great Barrington, MA
22/08 – 03/09
SG$1095/nighttotal: SG$13140 (12 )

Elegant 5 Bedroom Farmhouse With Expansive Lawn

5 1
apartment , Egremont
This spacious farmhouse is located in Egremont, just 3.2km from Great Barrington and half a kilometer from local shops and restaurants. The property has received excellent ratings for its cleanliness, location and overall experience.
The farmhouse has 5 bedrooms and 2 bathrooms, comfortably accommodating up to 9 guests. It offers a range of amenities, including a large garden, a renovated barn with games, and a shaded deck with a barbecue.

Best Great Barrington, MA accommodations with a fireplace

Family Friendly House In Great Barrington - Great Barrington, MA
9.8 11 reviews
Great Barrington, MA
22/08 – 03/09
SG$696/nighttotal: SG$8352 (12 )

Family Friendly House In Great Barrington

3 1
apartment , Great Barrington
This three-bedroom flat offers a prime location in Great Barrington's 'The Hill' district, a mere 500 metres from the town centre's shops and eateries, and a short walk to Lake Mansfield.
This well-appointed property, accommodating up to six guests, features on-site parking, a private garden, and a fully equipped kitchen, providing convenient access to Southern Berkshires' hiking trails and swimming spots.
Fun Farmhouse - Great Barrington, MA
9.8 18 reviews
Great Barrington, MA
22/08 – 03/09
SG$885/nighttotal: SG$10620 (12 )

Fun Farmhouse

4 1
apartment , Great Barrington
This apartment is located in Great Barrington, just 2 kilometres from Ski Butternut and a short drive from several parks and lakes. It has received excellent ratings for user experience, location, and cleanliness.
The four-bedroom home comfortably sleeps up to seven guests and features a playroom, an open floor plan, and a large garden. Amenities include a swimming pool, a grill, games, and a range of activities for all ages.
239 M² House ∙ 5 Bedrooms ∙ 10 Guests - Great Barrington, MA
9.2 30 reviews
Great Barrington, MA
15/08 – 20/08
SG$838/nighttotal: SG$4190 (5 )

239 M² House ∙ 5 Bedrooms ∙ 10 Guests

5 4
house , Sheffield
This five-bedroom Sheffield house, perfect for large families or groups of up to ten, is situated in the Berkshires, offering easy access to attractions such as the Norman Rockwell Museum and Hancock Shaker Village, though precise distances aren't specified.
This 239 square metre property boasts a fully equipped kitchen, a garden, parking, internet access, and a screened patio with a foosball table; AvantStay services including 24/7 support are also available.
Full Moon Farm - Great Barrington, MA
10 1 review
Great Barrington, MA
22/08 – 03/09
SG$520/nighttotal: SG$6240 (12 )

Full Moon Farm

1 1
apartment , Monterey
This three-bedroom flat offers a peaceful retreat in a wooded setting, just a 10-minute drive from Great Barrington town centre, 1.6 kilometres from the Appalachian Trail, and 4 minutes from Butternut ski area.
This updated property accommodates up to six guests and features a spacious deck for outdoor dining, a fire pit for relaxation, and full amenities including air conditioning and parking.

Frequently asked questions about accommodations in Great Barrington, MA

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Best Great Barrington, MA accommodations with a balcony

Experienced Hosts. Quiet, Romantic, Spacious Apartment, Pet Friendly. - Great Barrington, MA
Great Barrington, MA
15/08 – 20/08
SG$306/nighttotal: SG$1530 (5 )

Experienced Hosts. Quiet, Romantic, Spacious Apartment, Pet Friendly.

1 4
apartment , West Stockbridge
This one-bedroom loft in Housatonic, West Stockbridge, is set on 17 private acres and offers convenient access to attractions such as Hoffman's Pottery and Charles H. Baldwin & Sons, as well as natural sites like Monument Mountain.
This pet-friendly apartment accommodates up to four guests with air conditioning, Wi-Fi, and parking, and is ideally located for exploring the Berkshires with nearby opportunities for skiing and ice skating.
Summer Chalet W/ Sparkling Pool In Great Barrington + Private Hiking Trails - Great Barrington, MA
9.6 13 reviews
Great Barrington, MA
26/07 – 04/08
SG$1567/nighttotal: SG$14103 (9 )

Summer Chalet W/ Sparkling Pool In Great Barrington + Private Hiking Trails

4 7
apartment , Great Barrington
This woodland cabin offers a secluded escape in the foothills of East Mountain, just 3.2 kilometres from Great Barrington's town centre, with private hiking trails adjacent to the State Forest.
This spacious 4-bedroom, 3-bathroom cottage accommodates up to 8 guests and features a wood-burning fireplace, 70-inch SmartTV, individual climate control, a seasonal swimming pool, and is pet and family-friendly.
Sunsets On Blue Hill, Newly Renovated Farmhouse - Great Barrington, MA
Great Barrington, MA
15/08 – 20/08
SG$1550/nighttotal: SG$7750 (5 )

Sunsets On Blue Hill, Newly Renovated Farmhouse

1 4
house , Great Barrington
This recently refurbished farmhouse, Sunsets On Blue Hill, is located in Great Barrington, 13 kilometres from the Norman Rockwell Museum and 19 kilometres from Cranwell Spa & Golf Club and Tanglewood.
This dwelling accommodates up to 17 guests and offers a private balcony, garden, free WiFi, a fully equipped kitchen with a dishwasher and washing machine, three bathrooms, and free private parking, with a baby safety gate available.
Great Barrington, Cabin Sleeps 14, Walk To Town - Great Barrington, MA
9.7 182 reviews
Great Barrington, MA
15/08 – 20/08
SG$1619/nighttotal: SG$8095 (5 )

Great Barrington, Cabin Sleeps 14, Walk To Town

3 4
apartment , Great Barrington
This apartment is located in the heart of Great Barrington, a short walk from shops and restaurants, and within a 32-kilometre drive of Tanglewood, 8 kilometres from Ski Butternut, and 24 kilometres from Catamount Ski Mountain. It has received excellent ratings for location, cleanliness, and user experience.
The three-bedroom apartment spans 166 square metres and comfortably accommodates up to 14 guests. It offers a modern kitchen, a large living room, a dining table, a terrace, a garden, parking, and a range of amenities including a 65-inch smart TV, a gas fireplace, a washer and dryer, and a pet-friendly policy.

Best Great Barrington, MA accommodations with a kitchen

Pothul Perch | Walk To Lake  Sleeps 8 - Great Barrington, MA
Great Barrington, MA
26/07 – 04/08
SG$996/nighttotal: SG$8964 (9 )

Pothul Perch | Walk To Lake Sleeps 8

4 7
apartment , Great Barrington
This spacious four-bedroom flat in Great Barrington is a 14-minute walk from Lake Mansfield Park and a 3-minute drive from the Mahaiwe Performing Arts Centre, with convenient access to Tanglewood and the W.E.B. Du Bois Boyhood Homesite.
This property offers 325 square meters of living space for up to eight guests, featuring a fully equipped kitchen, free Wi-Fi, a barbecue, and a dedicated workspace.
North Egremont Historic House - Great Barrington, MA
Great Barrington, MA
26/07 – 04/08
SG$502/nighttotal: SG$4518 (9 )

North Egremont Historic House

1 7
apartment , Egremont
This renovated 1840 farmhouse in Egremont is situated on a 2-hectare corner plot at the base of Baldwin Hill, directly opposite French Park and a short walk to Prospect Lake and Green River, with Tanglewood a 48-kilometre drive away.
This pet-friendly, family-friendly dwelling accommodates up to seven guests with three bedrooms and a den, featuring a cook's kitchen with a dual-fuel stove and microwave, and a 2-hectare garden with lawns, a picnic area, and a deck.
Hike, Fish And Ski Riverside Barn Loft In Lee - Great Barrington, MA
Great Barrington, MA
22/08 – 03/09
SG$498/nighttotal: SG$5976 (12 )

Hike, Fish And Ski Riverside Barn Loft In Lee

1 1
apartment , Lee
This South Lee flat offers convenient access to local attractions, being approximately 2 kilometres from the Housatonic River and the Berkshire Festival Theatre, and around 3 kilometres from Schantz Galleries and Mission House.
This pet-friendly apartment provides air conditioning, a microwave oven in the kitchen, and complimentary Wi-Fi in common areas, with free self-parking available for guests.
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