Best Vacation rentals and Airbnb offers in Great Barrington, MA
8.6 4 reviews
Great Barrington, MA
07/26 – 08/04
$209/nighttotal: $1881 (9 )
The Serendipity Spot
1 2
apartment , Great Barrington
This upstairs suite in Great Barrington offers convenient access to the Berkshires' outdoor activities and cultural attractions, being a short drive from Tanglewood, Shakespeare & Co., and the Norman Rockwell Museum. This 300-square-foot apartment features 1 bedroom and 1 bathroom, accommodating up to 2 guests with amenities like Wi-Fi, air conditioning, and parking, and is located 2 miles from Ski Butternut.
Great Barrington, MA
07/26 – 08/04
$752/nighttotal: $6768 (9 )
Pothul Perch | Walk To Lake Sleeps 8
4 2
apartment , Great Barrington
This four-bedroom, two-bathroom house in Great Barrington is located a 14-minute walk from Lake Mansfield Park and a 3-minute drive from the Mahaiwe Performing Arts Center. This 3,500 square foot residence accommodates up to eight guests with amenities including a full kitchen with a microwave and dishwasher, free Wi-Fi, a private barbecue, and a garden.
9.8 141 reviews
Great Barrington, MA
07/26 – 08/04
$161/nighttotal: $1449 (9 )
King Bed | Stylish | Wi-fi | *2m Ski Resort*
1 2
apartment , Great Barrington
This remodeled mid-century apartment is located in Great Barrington, Massachusetts, just a short drive from downtown, the Mahaiwe Performing Arts Center, and the airport. The apartment has received excellent ratings for location, cleanliness, and overall experience. This stylish apartment is perfect for couples, offering a king-sized bed and a comfortable common area. Guests can enjoy the stylish mid-century design, high-speed internet, a 58" TV, and a coffee maker, along with access to a swimming pool, garden, and a local art collection.
9.7 147 reviews
Great Barrington, MA
07/26 – 08/04
$155/nighttotal: $1395 (9 )
King Bed|berkshires|2m Ski Resort|patio|wi-fi
1 2
apartment , Great Barrington
This remodeled mid-century apartment is located in Great Barrington, Massachusetts, just a mile and a half from downtown and the Mahaiwe Performing Arts Center. Guests consistently rate the apartment excellent for its location, cleanliness, and overall experience. The apartment comfortably sleeps two guests and features a modern design with a king-sized bed, a 58" TV, and high-speed internet. Enjoy amenities like a swimming pool, garden, and local touches like locally roasted coffee, all within walking distance of restaurants, shops, and the Berkshires' cultural scene.
10 5 reviews
Great Barrington, MA
07/26 – 08/04
$626/nighttotal: $5634 (9 )
Prime Location, Recently Redesigned, Riverfront!
4 2
apartment , Great Barrington
This four-bedroom Great Barrington apartment, a historic factory conversion, is conveniently located near Butternut, Catamount, and Bousquet ski resorts, offering easy access to Berkshire outdoor activities. The 4-bedroom rental boasts a spacious layout with two bathrooms, a grand piano, two wood-burning fireplaces, a fenced yard for two dogs (additional $50 per dog), and parking for six vehicles, comfortably accommodating eight guests.
9.8 152 reviews
Great Barrington, MA
07/26 – 08/04
$161/nighttotal: $1449 (9 )
King Bed | Patio | 2m To Ski Resort
1 2
apartment , Great Barrington
This Great Barrington apartment rental is conveniently located 1.5 miles from downtown, 1.3 miles from the Mahaiwe Performing Arts Center, and a short drive from Butternut Ski Area and Tanglewood. The unit features a king-size bed, high-speed internet, a 58" TV with Hulu Live, a SMEG coffee maker, a mini-fridge, and accommodates two guests, showcasing a mid-century modern design with locally sourced art.
10 56 reviews
Great Barrington, MA
07/26 – 08/04
$1785/nighttotal: $16065 (9 )
Stunning Renovated Victorian
5 2
apartment , Great Barrington
This spacious home is located in the "Hill" neighborhood of Great Barrington, a short walk from Lake Mansfield and a quick drive to downtown shops and restaurants. The apartment has received excellent ratings for its amenities and location. This 5000 square foot home comfortably accommodates up to 12 guests with five bedrooms and five bathrooms. It features a gourmet kitchen, a screened porch, a private patio with a hot tub, a tennis court, and a playset for children.
9.8 114 reviews
Great Barrington, MA
07/26 – 08/04
$155/nighttotal: $1395 (9 )
King Bed|wi-fi|2m Ski Resort|berkshires
1 2
apartment , Great Barrington
This charming apartment is located in Great Barrington, just a short drive from downtown, the Mahaiwe Performing Arts Center, and Butternut Ski Resort. The apartment has received excellent ratings for location, cleanliness, and overall experience. This one-bedroom rental is perfect for a couple looking for a comfortable and convenient stay. The apartment offers a modern design, comfortable amenities, and access to a shared space with a microwave, ice and water dispenser, and suitcase storage.
9.7 54 reviews
Great Barrington, MA
07/26 – 08/04
$155/nighttotal: $1395 (9 )
King Bed|ada Room|2m Ski Resort
1 2
apartment , Great Barrington
This remodeled mid-century motel is located in Great Barrington, just 1.5 miles from the downtown area, making it easy to walk to restaurants, shops, and the Mahaiwe Performing Arts Center. The quiet location offers a peaceful retreat while still being close to the vibrant downtown scene. This one-bedroom apartment sleeps two guests comfortably and features a king-sized bed with high-end linens, high-speed internet, a TV with Hulu Live, and a swimming pool. Guests can enjoy convenient access to nearby attractions like Butternut Ski Resort, Tanglewood, and Great Barrington Airport.
9.4 50 reviews
Great Barrington, MA
07/26 – 08/04
$183/nighttotal: $1647 (9 )
Cozy Studio Near Downtown Gb
1 2
apartment , Great Barrington
This Great Barrington studio apartment is located one mile from downtown, providing easy access to restaurants, shops, and art galleries, and minutes from Catamount and Butternut ski areas. The self-contained unit features a queen bed, pull-out couch sleeping up to four guests, a full kitchen with fridge and oven, in-unit laundry, and private backyard access with a deck.
10 8 reviews
Great Barrington, MA
07/26 – 08/04
$1598/nighttotal: $14382 (9 )
Stunning Renovated Victorian, Walk To Town
1 2
apartment , Great Barrington
This spacious 5-bedroom home is located in a quiet cul-de-sac just a short walk from downtown Great Barrington, making it easy to explore the town's shops, restaurants, and attractions. The property has received excellent ratings for its location, cleanliness, and overall guest experience. The house is perfect for large families or groups, with room for up to 12 guests. Guests can enjoy a variety of amenities, including a chef's kitchen, a hot tub, a screened porch with a ping pong table, and a private stone patio with a BBQ.
Great Barrington, MA
07/26 – 08/04
$1466/nighttotal: $13194 (9 )
Renovated 4br With Pool & Views 5mins To Gb Town
4 2
apartment , Great Barrington
This four-bedroom Great Barrington house offers a central location, providing easy access to the town's shops, restaurants, and cultural attractions. The 4-bedroom, 3-bathroom home features a private pool, fully equipped kitchen, and accommodates up to six guests, perfect for families or groups seeking a peaceful yet convenient Berkshires getaway.
Our Favorite Family-Friendly Vacation Rentals in Great Barrington, MA
Make memories with a family retreat in Great Barrington, MA, where fresh air and scenic trails are right outside your door.
10 56 reviews
Great Barrington, MA
07/26 – 08/04
$1785/nighttotal: $16065 (9 )
Stunning Renovated Victorian
5 2
apartment , Great Barrington
This spacious home is located in the "Hill" neighborhood of Great Barrington, a short walk from Lake Mansfield and a quick drive to downtown shops and restaurants. The apartment has received excellent ratings for its amenities and location. This 5000 square foot home comfortably accommodates up to 12 guests with five bedrooms and five bathrooms. It features a gourmet kitchen, a screened porch, a private patio with a hot tub, a tennis court, and a playset for children.
10 8 reviews
Great Barrington, MA
07/26 – 08/04
$1598/nighttotal: $14382 (9 )
Stunning Renovated Victorian, Walk To Town
1 2
apartment , Great Barrington
This spacious 5-bedroom home is located in a quiet cul-de-sac just a short walk from downtown Great Barrington, making it easy to explore the town's shops, restaurants, and attractions. The property has received excellent ratings for its location, cleanliness, and overall guest experience. The house is perfect for large families or groups, with room for up to 12 guests. Guests can enjoy a variety of amenities, including a chef's kitchen, a hot tub, a screened porch with a ping pong table, and a private stone patio with a BBQ.
10 5 reviews
Great Barrington, MA
07/26 – 08/04
$626/nighttotal: $5634 (9 )
Prime Location, Recently Redesigned, Riverfront!
4 2
apartment , Great Barrington
This four-bedroom Great Barrington apartment, a historic factory conversion, is conveniently located near Butternut, Catamount, and Bousquet ski resorts, offering easy access to Berkshire outdoor activities. The 4-bedroom rental boasts a spacious layout with two bathrooms, a grand piano, two wood-burning fireplaces, a fenced yard for two dogs (additional $50 per dog), and parking for six vehicles, comfortably accommodating eight guests.
Best Great Barrington, MA vacation rentals with a balcony
9.6 98 reviews
Great Barrington, MA
07/26 – 08/04
$155/nighttotal: $1395 (9 )
King Bed|wi-fi|2m Ski Resort|studio
1 2
apartment , Great Barrington
This remodeled mid-century modern studio apartment is located in Great Barrington, Massachusetts, 1.5 miles from downtown and 1.3 miles from the Mahaiwe Performing Arts Center. The pet-friendly unit sleeps two, features a king-size bed, high-speed internet, a 58" TV with Hulu + Live TV, a SMEG coffee maker, and a mini-fridge; shared guest amenities include a microwave.
Frequently Asked Questions about vacation rentals in Great Barrington, MA
What are some interesting places to visit in or near Great Barrington, MA?
There are tons of cool spots in and around Great Barrington! You've got the Mahaiwe Performing Arts Center for a show, the Great Barrington Historical Society museum if you're into history, and the Mount Everett State Reservation for some hiking and stunning views. If you're up for a short drive, the Clark Art Institute in Williamstown is a must-see.
What are the best Airbnb and vacation rentals in Great Barrington, MA?
Which walking or cycling routes are the best in Great Barrington, MA?
Great Barrington is a walker's paradise! The Hop Brook Trail is a lovely, flat walk along the river, and the Barrington Rail Trail is great for biking, especially for families. If you're feeling ambitious, the Mount Everett State Reservation has some challenging hikes with breathtaking views.
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 haven for outdoor enthusiasts! You can go hiking, biking, and kayaking on the Housatonic River. There's also great skiing and snowboarding at Catamount Mountain Resort in nearby Egremont, and the Great Barrington Golf Club is a fantastic option for golfers.
What are the best vacation rentals with a pool in Great Barrington, MA?
What other towns or cities can be easily accessed from Great Barrington, MA?
Great Barrington is a great base for exploring the Berkshires! You can easily drive to Stockbridge, home to the Norman Rockwell Museum, or Lenox, famous for its Tanglewood Music Festival. If you want a bigger city, Albany, NY is about an hour and a half 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 with the basics, like a kitchen, bathroom, and bedrooms. Many also have amenities like a fireplace, outdoor space, and even a hot tub. You'll find a wide range of options, so you can pick the perfect place based on your needs and budget.
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?
Great Barrington is beautiful year-round! Fall is a popular time to visit, with the stunning foliage. Summer is great for outdoor activities, and winter offers snow sports and cozy evenings by the fire. The best time to visit really depends on your interests.
What are the local dishes in Great Barrington, MA region?
The Berkshires are known for their farm-to-table cuisine! You'll find lots of delicious local options, like the Berkshire pork and apple cider donuts. And don't forget to try the maple syrup and cheese from the area's farms. You'll find plenty of great restaurants in Great Barrington serving these local specialties.
Destinations nearby
Best Great Barrington, MA vacation rentals with a sauna
9.8 156 reviews
Great Barrington, MA
07/26 – 08/04
$155/nighttotal: $1395 (9 )
Berkshire Retreat|king Bed|wi-fi|2m Ski Resort
1 2
apartment , Great Barrington
This remodeled mid-century motel is located in Great Barrington, just a short drive from the downtown area and the Mahaiwe Performing Arts Center. The apartment has received excellent ratings for location, cleanliness, and overall experience. This charming apartment features one bedroom and one bathroom, comfortably accommodating two guests. Amenities include a king-sized bed, a 55-inch TV with the NFL package, high-speed internet, air conditioning, a swimming pool, a garden, and parking.
Best Great Barrington, MA vacation rentals with a fireplace
Great Barrington, MA
07/26 – 08/04
$1466/nighttotal: $13194 (9 )
Renovated 4br With Pool & Views 5mins To Gb Town
4 2
apartment , Great Barrington
This four-bedroom Great Barrington house offers a central location, providing easy access to the town's shops, restaurants, and cultural attractions. The 4-bedroom, 3-bathroom home features a private pool, fully equipped kitchen, and accommodates up to six guests, perfect for families or groups seeking a peaceful yet convenient Berkshires getaway.
10 8 reviews
Great Barrington, MA
07/26 – 08/04
$1598/nighttotal: $14382 (9 )
Stunning Renovated Victorian, Walk To Town
1 2
apartment , Great Barrington
This spacious 5-bedroom home is located in a quiet cul-de-sac just a short walk from downtown Great Barrington, making it easy to explore the town's shops, restaurants, and attractions. The property has received excellent ratings for its location, cleanliness, and overall guest experience. The house is perfect for large families or groups, with room for up to 12 guests. Guests can enjoy a variety of amenities, including a chef's kitchen, a hot tub, a screened porch with a ping pong table, and a private stone patio with a BBQ.
10 56 reviews
Great Barrington, MA
07/26 – 08/04
$1785/nighttotal: $16065 (9 )
Stunning Renovated Victorian
5 2
apartment , Great Barrington
This spacious home is located in the "Hill" neighborhood of Great Barrington, a short walk from Lake Mansfield and a quick drive to downtown shops and restaurants. The apartment has received excellent ratings for its amenities and location. This 5000 square foot home comfortably accommodates up to 12 guests with five bedrooms and five bathrooms. It features a gourmet kitchen, a screened porch, a private patio with a hot tub, a tennis court, and a playset for children.
10 5 reviews
Great Barrington, MA
07/26 – 08/04
$626/nighttotal: $5634 (9 )
Prime Location, Recently Redesigned, Riverfront!
4 2
apartment , Great Barrington
This four-bedroom Great Barrington apartment, a historic factory conversion, is conveniently located near Butternut, Catamount, and Bousquet ski resorts, offering easy access to Berkshire outdoor activities. The 4-bedroom rental boasts a spacious layout with two bathrooms, a grand piano, two wood-burning fireplaces, a fenced yard for two dogs (additional $50 per dog), and parking for six vehicles, comfortably accommodating eight guests.