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

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.

This five-bedroom home is situated on a quiet cul-de-sac just a short walk from the centre of Great Barrington, offering easy access to shops, restaurants, and cultural attractions. The property has received excellent ratings for its cleanliness, location, and overall experience.
The spacious apartment has four bathrooms and can comfortably accommodate up to 12 guests. It offers a range of amenities, including a chef's kitchen, a hot tub, a large screened porch, a private stone patio with a BBQ, and a well-stocked library.

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.

This Scandinavian-inspired dwelling is situated on 15 private acres, 8 kilometres from Great Barrington and 10 kilometres from Hillsdale, offering a peaceful retreat with convenient access to local amenities and downtown areas.
This spacious 5-bedroom, 4-bathroom residence accommodates up to 10 guests, featuring floor-to-ceiling windows, a large terrace with a firepit, a fully-equipped kitchen with Bosch appliances, gigabit internet, a recreation room, and proximity to a park with tennis courts and a dog run.

This family-friendly apartment in Copake Falls is located a mere 100 metres from Catamount Ski Area and 1.1 kilometres from Catamount Aerial Adventure Park, with convenient on-site parking.
This well-appointed holiday let offers accommodation for up to seven guests, featuring three bedrooms, two bathrooms, a fully equipped kitchen, complimentary Wi-Fi, a swimming pool, and a garden, ideal for those seeking outdoor adventures and relaxation.

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.

This Copake Falls flat offers direct ski resort access and is situated 5 kilometres from Hillsdale and Copake, New York, and Egremont, Massachusetts, with Great Barrington, Massachusetts, 15 kilometres away.
This two-bedroom, two-bathroom flat accommodates up to seven guests and includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, and a garden, with a loft providing additional sleeping space.

This Egremont dwelling is situated on 3 acres, offering proximity to The Barn (a short walk) and Great Barrington (under 10 kilometres), with Tanglewood 30 kilometres away and ski resorts within 10 kilometres.
This spacious four-bedroom, four-and-a-half-bathroom property spans 316 square metres, accommodating up to 10 guests with a chef's kitchen, entertainment room, and extensive outdoor living space.

This two-bedroom apartment near Copake Lake, New York, is situated approximately 3.2 kilometres from Hillsdale Town Hall, Catamount Aerial Adventure Park, and the community library, and 4.8 kilometres from the Catamount Ski Area and Taconic State Park.
The self-catering flat sleeps four, offering a sofa bed, refrigerator, microwave, stovetop, coffee maker, TV, and dedicated workspace; on-site parking and Wi-Fi are also provided.

This apartment is located in the tranquil Berkshires of Western Massachusetts, just a short distance from the charming town of Great Barrington. The property has received excellent ratings for its user experience, location, and cleanliness.
The four-bedroom home spans 650 square metres and can accommodate up to eight guests. Enjoy amenities such as a swimming pool, tennis court, fitness centre, and a private studio, ideal for relaxation and recreation.

This five-bedroom apartment is situated in New Marlborough, a short drive from scenic hiking trails, swimming lakes, and winter skiing. It has received excellent ratings for user experience, location, and cleanliness.
The apartment has two bathrooms and can comfortably accommodate up to ten guests. It features a fully equipped kitchen, a garden, parking, internet access, and a range of amenities for both indoor and outdoor relaxation, including a fireplace, a porch, a trampoline, a tire swing, and a soccer net.

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.

This stylishly renovated apartment is located in Great Barrington, just a short walk from the town centre and the Mahaiwe Performing Arts Centre, making it a great base for exploring the area. The apartment has consistently received excellent ratings from guests for its cleanliness, location and overall experience.
The apartment can comfortably accommodate two guests in a king-sized bed and features a modern design with local artwork and amenities such as a 58-inch TV with Hulu Live, high-speed internet, and a SMEG coffee maker with local coffee, cream and sugar. Guests can also enjoy access to a shared space with a microwave, ice and water dispenser, and luggage storage.

This one-bedroom apartment is located in Great Barrington, just a short drive from the town centre and the Mahaiwe Performing Arts Centre, making it an ideal base for exploring the Berkshires. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is comfortably furnished to accommodate two guests and features a stylish modern design. Enjoy the convenience of a well-equipped kitchen, a private garden, and access to a swimming pool and high-speed internet.