Places to stay in Great Barrington, MA

332 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Great Barrington, MA place to stay
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

332 Best places to stay in Great Barrington, MA

Best family friendly Great Barrington, MA lodging

Among the 332 accommodations in Great Barrington, MA, here are the 4 best for families

Historic Rectory Retreat In Stockbridge  Getaway For 8-12 Guests - Great Barrington, MA
10 14 reviews

Historic Rectory Retreat In Stockbridge Getaway For 8-12 Guests

apartment, Stockbridge
This Stockbridge holiday home enjoys a central location, within 1.6km of Schantz Galleries, the Housatonic River, and Mission House, and under 1.6km from the Berkshire Theatre Festival and Naumkeag Museum.
This five-bedroom, two-bathroom property sleeps twelve guests and boasts a fully equipped kitchen, free Wi-Fi, a fireplace, and a washing machine; housekeeping is available on request.
The Yellow Victorian With Chefs Kitchen - Great Barrington, MA
10 57 reviews

The Yellow Victorian With Chefs Kitchen

house, Great Barrington
This three-bedroom apartment in Southern Berkshire County is conveniently located just a short walk from the attractions of Great Barrington, with a park right next door. It consistently receives excellent ratings for its cleanliness, location, and overall experience.
The spacious property comfortably accommodates up to eight guests and boasts a well-equipped kitchen, a library, movies, games, and a garden for enjoying the outdoors. Guests also have full access to the entire house, ensuring privacy and independence.
Charming Idyllic Farmhouse Minutes To Great Barrington Ma And Salisbury Ct - Great Barrington, MA
10 37 reviews

Charming Idyllic Farmhouse Minutes To Great Barrington Ma And Salisbury Ct

apartment, Egremont
This 1740s farmhouse is located in South Egremont, a rural area in the Berkshires, just minutes from downtown Great Barrington and local ski areas. The surrounding area offers opportunities for horse riding, cycling, and hiking, with walking trails accessible directly from the property.
The property spans 10 acres and features a 204 square metre farmhouse with four bedrooms and three bathrooms, comfortably accommodating up to eight guests. The farmhouse boasts a modern kitchen, a jacuzzi, a garden, and a greenhouse, offering a blend of historical charm and modern amenities.
Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++ - Great Barrington, MA
9.2 67 reviews

Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++

apartment, Lee
This newly renovated Cape Cod style house is located in Lenox, just a short distance from the Edith Wharton Estate and within easy reach of other Berkshire attractions. The property has received excellent reviews from previous guests, making it a popular choice for travellers seeking a comfortable and well-equipped stay.
The 251 square metre property comfortably sleeps up to 14 guests and features a fully equipped kitchen, a spacious living area, and a large deck with a hot tub. Guests can enjoy a range of activities on-site, including tennis, kayaking, and fishing, as well as access to two rounds of golf at the Miraval Country Club and spa treatments at the Miraval Spa.

Best Great Barrington, MA accommodations with a fireplace

Berkshires Retreat | Hiking & Swim | Fenced Yard - Great Barrington, MA
10 49 reviews

Berkshires Retreat | Hiking & Swim | Fenced Yard

apartment, Monterey
This five-bedroom, three-bathroom house in the Berkshire Mountains, near Great Barrington, Massachusetts, is seven minutes from Beartown State Forest/Butternut Ski Area and 26 minutes from Tanglewood.
Sleeping up to ten guests, this spacious property boasts a well-equipped kitchen with a 48-inch gas range and dual ovens, four distinct gathering areas including a screened porch and a private fenced backyard with a fire pit, plus fast 1 Gigabit fibre internet and ample parking.
Refined Berkshires Haven. Between Stockbridge & Lenox. Nature, Arts & Wellness - Great Barrington, MA
10 6 reviews

Refined Berkshires Haven. Between Stockbridge & Lenox. Nature, Arts & Wellness

apartment, Stockbridge
This five-bedroom Stockbridge house, ideal for families or groups of up to eight, is situated a 2.4km walk from the Berkshire Botanical Garden and Housatonic River, and within 3.2km of the Norman Rockwell Museum and Naumkeag.
The smoke-free property boasts a fully equipped kitchen, private patio, fireplace, and free Wi-Fi; a spa and parking are also available.
Kenyon's Cabin - Great Barrington, MA
9.7 38 reviews

Kenyon's Cabin

cabin, Great Barrington
This Great Barrington lodge, sleeping six guests in two bedrooms and one bathroom, offers excellent user and location ratings and is pet-friendly.
The self-catering property includes a fridge, air conditioning, internet access, and parking; further details on its precise location within the Berkshires and proximity to specific attractions remain unspecified.
Stunning Renovated Victorian - Great Barrington, MA
10 59 reviews

Stunning Renovated Victorian

apartment, Great Barrington
This spacious five-bedroom house is located in the Hill neighbourhood of Great Barrington, just 1.6 kilometres from Lake Mansfield and 2.4 kilometres from the town centre. It has received excellent reviews from previous guests.
The house spans 465 square metres and comfortably accommodates up to 12 guests. It offers a range of amenities, including a gourmet kitchen, a Jacuzzi, a garden, a spa, a tennis court, and parking.

Frequently asked questions about accommodations in Great Barrington, MA

Popular destinations

Best Great Barrington, MA accommodations with a balcony

353 M² House ∙ 4 Bedrooms ∙ 12 Guests - Great Barrington, MA
9.4 63 reviews

353 M² House ∙ 4 Bedrooms ∙ 12 Guests

house, Monterey
This luxurious four-bedroom lakeside property near Lake Garfield in the Berkshires offers uninterrupted views and is within driving distance of attractions such as the Berkshire Botanical Gardens and Jiminy Peak Mountain Resort.
Sleeping up to twelve guests, this three-story house boasts a fully equipped kitchen, a second kitchenette, hot tub, sauna, and access to a seasonal dock, alongside various indoor games including ping pong and pool, making it ideal for families or large groups.
Treetop Hideaway In Tyringham - Great Barrington, MA
9.2 11 reviews

Treetop Hideaway In Tyringham

apartment, Tyringham
This log cabin, nestled in the district of Monterey bordering Tyringham, is located within a short drive of attractions like Greenock Country Club, Otis Ridge, Ashintully Gardens, and Berkshire Scenic Railway Museum. This secluded dwelling, situated on 35+ acres of woodland, offers a peaceful retreat with stunning views of the Tyringham Valley, a spacious living area with vaulted ceilings and a fireplace, a modern kitchen, a screen porch with a hot tub, and a wraparound deck.
196 M² House ∙ 3 Bedrooms ∙ 6 Guests - Great Barrington, MA
8.0 4 reviews

196 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Stockbridge
This contemporary property is situated in Stockbridge, Berkshire, a 16km drive from Great Barrington, offering easy access to its dining and shopping.
The 196 square metre house boasts three ensuite queen bedrooms, sleeping eight guests, a fully equipped kitchen with dishwasher, and a spacious deck with BBQ, plus AvantStay services including 24/7 support.
Sunsets On Blue Hill, Newly Renovated Farmhouse - Great Barrington, MA
No reviews

Sunsets On Blue Hill, Newly Renovated Farmhouse

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.

Best Great Barrington, MA accommodations with a kitchen

Riverside In The Berkshires (With Resident Cat!) - Great Barrington, MA
9.1 34 reviews

Riverside In The Berkshires (With Resident Cat!)

apartment, Great Barrington
This three-bedroom apartment, a 10-minute (approx. 16 km) drive from Great Barrington town centre, offers easy access to Berkshire attractions such as Tanglewood, Catamount, and Butternut ski areas.
The self-catering property sleeps eight guests and includes a kitchen with fridge, freezer, and microwave, plus a fitness centre, parking, internet access, and three friendly outdoor cats.
Fall Weekends And Ski Season Is Here! - Great Barrington, MA
No reviews

Fall Weekends And Ski Season Is Here!

apartment, Stockbridge
This West Stockbridge holiday home offers convenient access to Tanglewood (3.2 kilometres away), Stockbridge Town Beach (under 5 minutes away), and downtown Stockbridge, with Great Barrington and Ski Butternut (approximately 24 kilometres away) also a short drive.
Spread across 167 square metres, this 3-bedroom, 2-bathroom flat accommodates up to six guests and features a wood-burning fireplace, a fully equipped kitchen with a dishwasher, air conditioning, a garden with a fire pit, and high-speed internet.
Historic, Modern Comforts, Walk To Downtown - Great Barrington, MA
9.1 7 reviews

Historic, Modern Comforts, Walk To Downtown

apartment, Great Barrington
This historic mill manager's house, a 5-minute walk from Great Barrington's amenities and situated across from the river, offers a unique stay in the town centre.
This five-bedroom, three-bathroom flat sleeps up to 16 guests, featuring a wood-burning fireplace, a fenced garden with a gas BBQ, central heating and air conditioning, and high-speed Wi-Fi, with parking for five vehicles.
Canary Lodge - Berkshires Mountain Retreat - 6 Guests - Great Barrington, MA
8.8 14 reviews

Canary Lodge - Berkshires Mountain Retreat - 6 Guests

apartment, West Stockbridge
This holiday home is located in the mountains of West Stockbridge, within a 5km radius of attractions such as Hoffman's Pottery and Chesterwood. It has received very good user ratings.
The house offers 3 bedrooms and 4 bathrooms, accommodating up to 6 guests, with a total floor area of 297 square metres. Guests can enjoy a fully equipped kitchen, a fireplace, a terrace, a garden, and free Wi-Fi.
©2026 cozycozy.com