Find short term rentals in Great Barrington, MA at the best prices

260 available short term rental offers

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Great Barrington, MA short term rentals
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Best Short term and Weekly rentals in Great Barrington, MA

Best family friendly Great Barrington, MA Short term rentals

Among the 260 accommodations in Great Barrington, MA, here are the 4 best family friendly rentals

Renovated 4 Br 3 Ba Barn; 30 Mins To Hudson, 15 Mins To The Berkshires! - Great Barrington, MA
10 23 reviews

Renovated 4 Br 3 Ba Barn; 30 Mins To Hudson, 15 Mins To The Berkshires!

apartment, Ghent
This four-bedroom, three-bathroom house in Ghent is situated near Richmond, Virginia, USA, approximately 14-19 kilometres from attractions including the Richmond Free Public Library, Ebenezer II Gifts and Antiques, and Hotchkiss Mobile Studio.
Offering a garden, patio, and fully equipped kitchen including a fridge and dishwasher, this pet-friendly property sleeps eight guests and provides free Wi-Fi.
The Inn At Stockbridge - Great Barrington, MA
9.0 3 reviews

The Inn At Stockbridge

B&B, Stockbridge
This Stockbridge guesthouse offers a convenient base, situated 5.9 kilometres from Cranwell Spa & Golf Club, 6.9 kilometres from the Norman Rockwell Museum, and 9 kilometres from Tanglewood Musical Center.
Guests can enjoy family rooms with air conditioning and balconies, a fitness centre, an outdoor swimming pool, and a diverse breakfast menu, with complimentary WiFi available in public areas.
Chic, Mid Century 3+ Bedroom With Hot Tub! - Great Barrington, MA
No reviews

Chic, Mid Century 3+ Bedroom With Hot Tub!

apartment, Great Barrington
This three-bedroom, three-bathroom mid-century modern holiday home in Great Barrington offers a prime location within walking distance to Lake Mansfield Park and the town's shops and restaurants, with Ski Butternut and Catamount Ski Area a 10 km drive and Tanglewood Music Center 25 km away. This pet-friendly, family-friendly property accommodates up to eight guests and features a well-equipped kitchen with new stainless steel appliances, a media room, a finished basement game room with a convertible billiards/air hockey table, and a fenced garden with outdoor seating and a BBQ.
Minutes From Downtown Great Barrington, Convenient Location - Great Barrington, MA
9.8 57 reviews

Minutes From Downtown Great Barrington, Convenient Location

apartment, Great Barrington
This four-bedroom property is located in a rural area of Great Barrington, just a short distance from the town centre and a 1.5km drive from the Mahaiwe Performing Arts Centre. The property has received excellent user ratings and is perfect for families or groups of friends.
The spacious 232 square metre house comfortably accommodates up to eight guests and features a large living room with a fireplace, a separate sitting room, a dining area, and a fully equipped kitchen. Guests can enjoy a range of amenities, including a private garden, parking, and access to a variety of outdoor activities in the surrounding area.

Best Great Barrington, MA lodging with a balcony

Eastgate Inn B&b - Great Barrington, MA
9.3 99 reviews

Eastgate Inn B&b

B&B, Lenox
This charming bed and breakfast is located in the mountains of Lenox, just a short drive from popular attractions like Shakespeare and Company, The Mount, and Kennedy Park. It has received excellent reviews from previous guests.
The accommodation offers a peaceful retreat with a beautiful garden and a cosy library. Guests can enjoy a continental breakfast, free Wi-Fi, and free parking, as well as barbecue facilities and a fireplace in the lobby.
The Berkshire Mountain Inn - Great Barrington, MA
No reviews

The Berkshire Mountain Inn

B&B, Great Barrington
B&B rental. You will be in Great Barrington.
Facilities and services include an iron, a terrace and air conditioning. This accommodation is ideal for families.
Wilder House Berkshires - Great Barrington, MA
9.5 112 reviews

Wilder House Berkshires

B&B, Sheffield
Wilder House Berkshires, a guesthouse in Sheffield, Massachusetts, is situated approximately 9.6km from Great Falls and 10km from the Canaan Village Historic District, offering easy access to Berkshire attractions.
This one-bedroom, one-bathroom lodging boasts air conditioning, a terrace, a garden, free parking, and Wi-Fi; a daily American breakfast is included.
Gilbert Ski Chalet | 3 Min To Catamount! - Great Barrington, MA
10 5 reviews

Gilbert Ski Chalet | 3 Min To Catamount!

apartment, Egremont
This Egremont property is situated directly opposite the Catamount Ski Area, offering convenient access to the slopes and proximity to Great Barrington attractions such as the W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Centre.
This spacious 278 square metre (approx. 2987 square feet) four-bedroom, three-bathroom house comfortably sleeps eight guests and boasts amenities including a jacuzzi, terrace, parking, and internet access.

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Best Great Barrington, MA lodging with a kitchen

Tranquil Lakeside Escape In The Berkshires - Great Barrington, MA
8.8 3 reviews

Tranquil Lakeside Escape In The Berkshires

apartment, Lenox
This Lenox condo, a short 6.4km drive from The Mount and 9.6km from the Housatonic River, offers convenient access to local attractions.
The two-bedroom, three-bathroom apartment sleeps six, boasting a fully equipped kitchen, in-unit laundry, a swimming pool, sauna, parking, and free Wi-Fi.
Hot Tub, Sauna, Game Room, Fireplaces + Heated Pool In Summer! - Great Barrington, MA
No reviews

Hot Tub, Sauna, Game Room, Fireplaces + Heated Pool In Summer!

apartment, New Marlborough
This six-bedroom, four-bathroom holiday home in Great Barrington is situated just 10 minutes from the town centre and under 10 minutes from Ski Butternut, offering convenient access to local amenities and outdoor pursuits.
This spacious property accommodates up to 14 guests and features a chef's kitchen, a heated seasonal swimming pool, a year-round hot tub, a game room, and a sauna, with a short hike from the grounds leading to a notable Berkshire view.
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.
Spacious 4br Central-berkshires Home With Pool! - Great Barrington, MA
10 3 reviews

Spacious 4br Central-berkshires Home With Pool!

apartment, Lee
This Lee holiday let is conveniently situated less than 1 kilometre from the Mass Pike exit, offering easy access to Lee Premium Outlets and recreational pursuits such as skiing, hiking, and golf at Greenock Country Club and Wyndhurst Golf & Club.
This 4-bedroom, 2-bathroom apartment accommodates up to 9 guests and features a well-equipped kitchen, outdoor grilling area, swimming pool, and garden, with well-behaved pets considered on a case-by-case basis.

Best Great Barrington, MA lodging with laundry available

Berkshire Bliss: Nature + Luxe - Great Barrington, MA
10 10 reviews

Berkshire Bliss: Nature + Luxe

apartment, Great Barrington
This five-bedroom, four-and-a-half-bathroom house is situated approximately 3.2 kilometres from Great Barrington town centre, offering easy access to attractions such as Tanglewood, Ski Butternut, and Catamount.
The property boasts a swimming pool, tennis court, and gazebo, alongside a fully equipped kitchen and ample space for up to twelve guests, making it ideal for families or groups seeking a comfortable and well-appointed holiday home.
Downtown Housatonic House 10 Miles To Tangelwood - Great Barrington, MA
9.8 10 reviews

Downtown Housatonic House 10 Miles To Tangelwood

apartment, Great Barrington
This three-bedroom, two-bathroom flat is located in Housatonic village, just a few kilometres from downtown Great Barrington, the Norman Rockwell Museum, and the Botanical Garden.
This pet-friendly property accommodates up to five guests and offers a kitchen, air conditioning, and internet, with a private, fenced garden ideal for outdoor dining.
Berkshires Family Inn  For Getaways & Big Groups! - Great Barrington, MA
9.7 74 reviews

Berkshires Family Inn For Getaways & Big Groups!

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.
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.
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