173 Holiday rentals and Airbnb in Great Barrington, MA
10 56 reviews
Great Barrington, MA
26/07 – 04/08
1544 €/nighttotal: 13896 € (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.
9.8 152 reviews
Great Barrington, MA
26/07 – 04/08
139 €/nighttotal: 1251 € (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.
10 5 reviews
Great Barrington, MA
26/07 – 04/08
541 €/nighttotal: 4869 € (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.
8.6 4 reviews
Great Barrington, MA
26/07 – 04/08
180 €/nighttotal: 1620 € (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.
9.8 13 reviews
Great Barrington, MA
26/07 – 04/08
516 €/nighttotal: 4644 € (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.
9.8 114 reviews
Great Barrington, MA
26/07 – 04/08
134 €/nighttotal: 1206 € (9 )
King Bed|wi-fi|2m Ski Resort|berkshires
1 2
apartment , Great Barrington
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.
9.7 147 reviews
Great Barrington, MA
26/07 – 04/08
134 €/nighttotal: 1206 € (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.
9.7 214 reviews
Great Barrington, MA
26/07 – 04/08
144 €/nighttotal: 1296 € (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.
Great Barrington, MA
26/07 – 04/08
650 €/nighttotal: 5850 € (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.
9.6 98 reviews
Great Barrington, MA
26/07 – 04/08
134 €/nighttotal: 1206 € (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.
10 8 reviews
Great Barrington, MA
26/07 – 04/08
1382 €/nighttotal: 12438 € (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.
Great Barrington, MA
26/07 – 04/08
1268 €/nighttotal: 11412 € (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.
Best family friendly Great Barrington, MA holiday rentals
Among the 173 accommodations in Great Barrington, MA, here are the 3 best family friendly rentals
10 5 reviews
Great Barrington, MA
26/07 – 04/08
541 €/nighttotal: 4869 € (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 8 reviews
Great Barrington, MA
26/07 – 04/08
1382 €/nighttotal: 12438 € (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 56 reviews
Great Barrington, MA
26/07 – 04/08
1544 €/nighttotal: 13896 € (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.
Best Great Barrington, MA holiday rentals with a balcony
9.8 141 reviews
Great Barrington, MA
26/07 – 04/08
139 €/nighttotal: 1251 € (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.
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 interesting places to visit. The historic Mahaiwe Performing Arts Center is a must-see, and the Great Barrington Historical Society is great for learning about the area's past. If you're looking for something a little more outdoorsy, Mount Everett offers stunning views and hiking trails.
What are the best Airbnb and holiday rentals in Great Barrington, MA?
Which walking or cycling routes are the best in Great Barrington, MA?
The Hop Brook Trail is a popular walking and cycling route that runs along the Hop Brook. For a more challenging ride, try the Barrington Rail Trail, which follows the old railroad line. You can also explore the scenic Monument Mountain Reservation on foot or by bike.
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 fantastic place for outdoor activities. You can go hiking, biking, skiing, and snowboarding in the Berkshires. There are also plenty of opportunities for swimming, kayaking, and fishing in the area. If you're looking for something a little more unique, try fly fishing on the Housatonic River.
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 conveniently located near other charming towns and cities. Stockbridge is just a short drive away and is known for its beautiful scenery and the Norman Rockwell Museum. Lenox is another popular destination, famous for its music festivals and Tanglewood, the summer home of the Boston Symphony Orchestra.
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 are usually well-equipped. You'll find kitchens with modern appliances, comfortable bedrooms, and often outdoor spaces like patios or decks. Some rentals might also have amenities like fireplaces, hot tubs, or laundry facilities.
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 depends on your interests. The summer months (June to August) are popular for outdoor activities and festivals. Autumn (September to November) is beautiful for leaf peeping and cooler temperatures. Winter (December to February) offers opportunities for skiing and snowboarding. Spring (March to May) is a quieter time with pleasant weather.
What are the local dishes in Great Barrington, MA region?
You'll find a variety of local dishes in the Berkshires. The region is known for its fresh, seasonal produce, so expect to see lots of farm-to-table restaurants. Some local specialties include apple cider donuts, maple syrup, and Berkshire pork. You'll also find plenty of delicious New England clam chowder and lobster rolls.
Destinations nearby
Best Great Barrington, MA holiday rentals with a sauna
9.7 92 reviews
Great Barrington, MA
26/07 – 04/08
134 €/nighttotal: 1206 € (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.
Best Great Barrington, MA holiday rentals with a fireplace
10 5 reviews
Great Barrington, MA
26/07 – 04/08
541 €/nighttotal: 4869 € (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
1544 €/nighttotal: 13896 € (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.
Great Barrington, MA
26/07 – 04/08
1268 €/nighttotal: 11412 € (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.
10 8 reviews
Great Barrington, MA
26/07 – 04/08
1382 €/nighttotal: 12438 € (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.