173 Holiday Rentals and Airbnb in Great Barrington, MA
9.8 141 reviews
Great Barrington, MA
26/07 – 04/08
NZ$277/nighttotal: NZ$2493 (9 )
King Bed | Stylish | Wi-fi | *2m Ski Resort*
1 2
apartment , Great Barrington
This stylishly renovated apartment is located just 1.6 kilometres from the centre of Great Barrington, making it an ideal base for exploring the town's charming shops, restaurants and the Mahaiwe Performing Arts Centre. The apartment has consistently received excellent ratings for its location, cleanliness and overall experience, making it a popular choice for travellers. The apartment features a comfortable king-size bed and a shared area with a microwave and ice and water dispenser, making it suitable for a couple. Guests can enjoy the convenience of a mini fridge stocked with water, high-speed internet, a 58-inch TV with Hulu Live, and a SMEG coffee maker with locally roasted coffee.
9.7 92 reviews
Great Barrington, MA
26/07 – 04/08
NZ$267/nighttotal: NZ$2403 (9 )
King Bed|2mi Ski Resort|fast Wi-fi|studio|
1 2
apartment , Great Barrington
This Great Barrington apartment, a stylish mid-century modern flat, is situated 2.4 kilometres from the town centre and 2.1 kilometres from the Mahaiwe Performing Arts Centre. The self-catering unit sleeps two guests and boasts a king-size bed, SMEG coffee maker, 58-inch TV with Hulu Live, high-speed internet, and a shared guest area with microwave and ice/water facilities.
10 5 reviews
Great Barrington, MA
26/07 – 04/08
NZ$1077/nighttotal: NZ$9693 (9 )
Prime Location, Recently Redesigned, Riverfront!
4 2
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.
10 56 reviews
Great Barrington, MA
26/07 – 04/08
NZ$3070/nighttotal: NZ$27630 (9 )
Stunning Renovated Victorian
5 2
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.
9.7 54 reviews
Great Barrington, MA
26/07 – 04/08
NZ$267/nighttotal: NZ$2403 (9 )
King Bed|ada Room|2m Ski Resort
1 2
apartment , Great Barrington
This renovated mid-century motel is located a mile and a half from the centre of Great Barrington, making it an ideal base for exploring the town's shops, restaurants and cultural attractions. The Mahaiwe Performing Arts Centre is just a short walk away. This apartment, which can accommodate two guests, is ideal for a relaxing getaway. It features a king-size bed, a fully equipped kitchen, a swimming pool, and high-speed internet. Guests can also enjoy nearby skiing at Butternut Ski Resort.
9.7 214 reviews
Great Barrington, MA
26/07 – 04/08
NZ$287/nighttotal: NZ$2583 (9 )
King Bed|wi-fi|2m Ski Resort
1 2
apartment , Great Barrington
This one-bedroom apartment is located in Great Barrington, Massachusetts, just a short walk from the town centre and a short drive from the Mahaiwe Performing Arts Centre. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The apartment can accommodate up to two guests and offers a comfortable and stylish stay with modern amenities. Guests can enjoy a king-sized bed with high-quality linens, high-speed internet, a large TV with streaming services, and a coffee maker with locally sourced coffee.
9.8 152 reviews
Great Barrington, MA
26/07 – 04/08
NZ$277/nighttotal: NZ$2493 (9 )
King Bed | Patio | 2m To Ski Resort
1 2
apartment , Great Barrington
This Great Barrington apartment, a stylish mid-century modern unit in a renovated motel, is situated 2.4km from the town centre, 2.1km from the Mahaiwe Performing Arts Centre, and within easy driving distance of Butternut Ski Resort and Tanglewood. The self-catering flat offers a king-size bed, SMEG coffee maker, mini-fridge, high-speed internet, a 58" TV with Hulu Live, and accommodates two guests, perfect for exploring the Berkshires.
Great Barrington, MA
26/07 – 04/08
NZ$2522/nighttotal: NZ$22698 (9 )
Renovated 4br With Pool & Views 5mins To Gb Town
4 2
apartment , Great Barrington
This four-bedroom house in Great Barrington, Berkshire County, enjoys a central location offering easy access to the town's shops and restaurants. The 4-bedroom, 3-bathroom property sleeps six guests and boasts a private swimming pool, fully equipped kitchen, and ample space for family gatherings, all within a peaceful setting.
9.8 13 reviews
Great Barrington, MA
26/07 – 04/08
NZ$1025/nighttotal: NZ$9225 (9 )
Pothul Perch | Walk To Lake • Sleeps 8
4 2
apartment , Great Barrington
This four-bedroom house in Great Barrington enjoys a hilltop position, a short walk (less than 0.8 km) from the town centre and within a few blocks (approximately 0.4 km) of Lake Mansfield. The property offers ample space for eight guests, boasting a fully equipped kitchen, a garage, driveway parking, and extensive outdoor space including a patio with gas grill, outdoor fireplace, and screened-in porch with hammock.
8.6 4 reviews
Great Barrington, MA
26/07 – 04/08
NZ$359/nighttotal: NZ$3231 (9 )
The Serendipity Spot
1 2
apartment , Great Barrington
This Great Barrington flat offers a private upstairs suite with excellent user ratings, situated a short drive from cultural attractions such as Tanglewood, Shakespeare & Co, the Norman Rockwell Museum, Jacob's Pillow, and Ski Butternut, and within walking distance of the Mahaiwe Performing Arts Centre and the W.E.B. Du Bois Boyhood Homesite. This 28 square metre, one-bedroom, one-bathroom apartment accommodates two guests and features on-site amenities including a coffee and tea bar, games, a flatscreen television, air conditioning, and parking, with a stylish bathroom boasting a rain head shower and heated floor.
9.4 50 reviews
Great Barrington, MA
26/07 – 04/08
NZ$316/nighttotal: NZ$2844 (9 )
Cozy Studio Near Downtown Gb
1 2
apartment , Great Barrington
This Great Barrington self-contained apartment is located 1.6 km from the town centre, a short drive from Catamount and Butternut ski resorts, and under 25 minutes from Tanglewood. The studio features a queen bed, a pull-out sofa bed, a fully equipped kitchen with oven and fridge, a full bathroom, and a washer/dryer; it comfortably sleeps four guests and offers backyard access.
9.6 98 reviews
Great Barrington, MA
26/07 – 04/08
NZ$267/nighttotal: NZ$2403 (9 )
King Bed|wi-fi|2m Ski Resort|studio
1 2
apartment , Great Barrington
This stylish studio apartment is situated just a short walk from downtown Great Barrington, with easy access to restaurants, shops and the Mahaiwe Performing Arts Centre. It consistently receives excellent ratings for its location, cleanliness and overall experience. This modern studio sleeps two guests comfortably and features a king-sized bed, a 58-inch TV with streaming services, high-speed internet, a desk with a window view and a shared space with a microwave, ice and water dispenser. Guests can enjoy local coffee, cream and sugar, and benefit from flexible check-in and check-out times.
Best family friendly Great Barrington, MA holiday rentals
Among the 173 accommodations in Great Barrington, MA, here are the 1 best family friendly rentals
10 8 reviews
Great Barrington, MA
26/07 – 04/08
NZ$2748/nighttotal: NZ$24732 (9 )
Stunning Renovated Victorian, Walk To Town
1 2
apartment , Great Barrington
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.
Best Great Barrington, MA holiday rentals with a balcony
9.7 147 reviews
Great Barrington, MA
26/07 – 04/08
NZ$267/nighttotal: NZ$2403 (9 )
King Bed|berkshires|2m Ski Resort|patio|wi-fi
1 2
apartment , Great Barrington
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.
Frequently asked questions about holiday rentals in Great Barrington, MA
What are some interesting places to visit in or near Great Barrington, MA?
Great Barrington is full of charming places to visit. You can explore the historic district, with its beautiful Victorian architecture, or head to the Massachusetts Museum of Contemporary Art (MASS MoCA) in nearby North Adams for a dose of culture. The town also has a vibrant arts scene and several independent shops and restaurants.
What are the best Airbnb and holiday rentals in Great Barrington, MA?
Which walking or cycling routes are the best in Great Barrington, MA?
For a scenic walk, try the Hop Brook Trail, which winds through the woods and along the river. If you're into cycling, the Taconic Crest Trail offers stunning views of the Berkshires. You can also take a leisurely bike ride along the Ashuwillticook Rail Trail, which is a flat, paved path perfect for families.
What are the most popular Airbnbs in Great Barrington, MA?
What sports or outdoor activites can visitors enjoy in and around Great Barrington, MA?
Great Barrington is a great base for outdoor activities. You can go hiking in the Mount Everett State Reservation, skiing at Catamount Ski Area, or kayaking on Lake Buel. In the summer, there's also plenty of opportunities for swimming, fishing, and picnicking.
What are the best holiday rentals with a pool in Great Barrington, MA?
What other towns or cities can be easily accessed from Great Barrington, MA?
Great Barrington is well-connected to other towns in the Berkshires. You can easily reach Stockbridge, Lenox, and Pittsfield by car. If you're looking for a bigger city, Albany, New York, is about a two-hour drive.
What are the best rentals for families and kids in Great Barrington, MA?
What amenities are commonly available in vacation rentals in Great Barrington, MA?
Vacation rentals in Great Barrington usually come equipped with basic amenities like a kitchen, bathroom, and laundry facilities. Many also offer extras like fireplaces, hot tubs, and outdoor spaces. You can find rentals ranging from cozy cottages to spacious houses, depending on your needs.
What are the best rentals or Airbnbs with a jacuzzi in Great Barrington, MA?
What time of year is best to rent a vacation rental Great Barrington, MA?
The best time to visit Great Barrington really depends on your preferences. Summer is great for outdoor activities, autumn offers stunning foliage, and winter is perfect for skiing and cozying up by the fire. Spring can be a bit unpredictable weather-wise, but it's a beautiful time to see the flowers bloom.
Destinations nearby
Best Great Barrington, MA holiday rentals with a sauna
Great Barrington, MA
26/07 – 04/08
NZ$1293/nighttotal: NZ$11637 (9 )
Pothul Perch | Walk To Lake Sleeps 8
4 2
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.
Best Great Barrington, MA holiday rentals with a fireplace
10 56 reviews
Great Barrington, MA
26/07 – 04/08
NZ$3070/nighttotal: NZ$27630 (9 )
Stunning Renovated Victorian
5 2
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.
10 8 reviews
Great Barrington, MA
26/07 – 04/08
NZ$2748/nighttotal: NZ$24732 (9 )
Stunning Renovated Victorian, Walk To Town
1 2
apartment , Great Barrington
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.
10 5 reviews
Great Barrington, MA
26/07 – 04/08
NZ$1077/nighttotal: NZ$9693 (9 )
Prime Location, Recently Redesigned, Riverfront!
4 2
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.
Great Barrington, MA
26/07 – 04/08
NZ$2522/nighttotal: NZ$22698 (9 )
Renovated 4br With Pool & Views 5mins To Gb Town
4 2
apartment , Great Barrington
This four-bedroom house in Great Barrington, Berkshire County, enjoys a central location offering easy access to the town's shops and restaurants. The 4-bedroom, 3-bathroom property sleeps six guests and boasts a private swimming pool, fully equipped kitchen, and ample space for family gatherings, all within a peaceful setting.