Compare villa rentals in Great Barrington, MA from 100+ providers!
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52 Villa rentals in Great Barrington, MA
8.3 3 reviews
Great Barrington, MA
07/26 – 08/04
$783/nighttotal: $7047 (9 )
Cordelia By Avantstay
5 7
house , Lee
This house is located in Lee, Massachusetts, just 10 minutes from Stockbridge and a short drive from Cranwell Spa & Golf Club and Tanglewood. The property has earned excellent ratings for location, cleanliness, and overall user experience. This spacious home features 5 bedrooms and 3 bathrooms, accommodating up to 12 guests. It includes a fully equipped kitchen, a living room, a patio, a balcony, free Wi-Fi, a TV, and free private parking.
9.1 40 reviews
Great Barrington, MA
07/26 – 08/04
$665/nighttotal: $5985 (9 )
189 M² House ∙ 5 Bedrooms ∙ 12 Guests
5 7
house , Lee
This five-bedroom Berkshire cottage, part of the AvantStay program, is located in Lee, Massachusetts, near the Berkshire Botanical Gardens, Bidwell House Museum, and Jiminy Peak Mountain Resort. The 2,030-square-foot house features a country-style kitchen, a fireplace and TV in the living room, a brick patio with a firepit, and sleeps up to 12 guests with amenities including a pack 'n play and high chair.
9.9 44 reviews
Great Barrington, MA
07/26 – 08/04
$552/nighttotal: $4968 (9 )
Modern Mtn Chalet | 7m To Great Barrington & Ski
1 7
chalet , West Stockbridge
This secluded mountain cabin is located just a short drive from West Stockbridge, offering easy access to hiking, boating, swimming, skiing, and shopping. The chalet consistently receives excellent ratings for its location, cleanliness, and overall experience. This three-bedroom, two-bathroom cabin comfortably accommodates up to 12 guests. Enjoy modern amenities like a fully equipped kitchen, a cozy fireplace, and a screened-in porch, perfect for relaxing and taking in the stunning mountain views.
Great Barrington, MA
07/26 – 08/04
$638/nighttotal: $5742 (9 )
Tranquil 4-bedroom Aspen Like Cabin
1 7
cabin , Ghent
This private mountain lodge is situated on over 283 acres, offering a secluded setting less than 10 miles from Catamount and Butternut Mountain ski resorts. This 7-guest capacity lodge features an open floor plan with a stone fireplace, two full kitchens, 2.5 bathrooms, smart TVs, and access to hiking trails, a pond for swimming, and fishing.
Choose the Right Vacation Homes with a Pool in Great Barrington, MA
Having a pool at your Great Barrington, MA vacation home lets you enjoy a refreshing dip after the mountains without any extra planning.
9.1 40 reviews
Great Barrington, MA
07/26 – 08/04
$665/nighttotal: $5985 (9 )
189 M² House ∙ 5 Bedrooms ∙ 12 Guests
5 7
house , Lee
This five-bedroom Berkshire cottage, part of the AvantStay program, is located in Lee, Massachusetts, near the Berkshire Botanical Gardens, Bidwell House Museum, and Jiminy Peak Mountain Resort. The 2,030-square-foot house features a country-style kitchen, a fireplace and TV in the living room, a brick patio with a firepit, and sleeps up to 12 guests with amenities including a pack 'n play and high chair.
Best Great Barrington, MA houses with a kitchen
9.1 40 reviews
Great Barrington, MA
07/26 – 08/04
$665/nighttotal: $5985 (9 )
189 M² House ∙ 5 Bedrooms ∙ 12 Guests
5 7
house , Lee
This five-bedroom Berkshire cottage, part of the AvantStay program, is located in Lee, Massachusetts, near the Berkshire Botanical Gardens, Bidwell House Museum, and Jiminy Peak Mountain Resort. The 2,030-square-foot house features a country-style kitchen, a fireplace and TV in the living room, a brick patio with a firepit, and sleeps up to 12 guests with amenities including a pack 'n play and high chair.
8.3 3 reviews
Great Barrington, MA
07/26 – 08/04
$783/nighttotal: $7047 (9 )
Cordelia By Avantstay
5 7
house , Lee
This house is located in Lee, Massachusetts, just 10 minutes from Stockbridge and a short drive from Cranwell Spa & Golf Club and Tanglewood. The property has earned excellent ratings for location, cleanliness, and overall user experience. This spacious home features 5 bedrooms and 3 bathrooms, accommodating up to 12 guests. It includes a fully equipped kitchen, a living room, a patio, a balcony, free Wi-Fi, a TV, and free private parking.
Great Barrington, MA
07/26 – 08/04
$638/nighttotal: $5742 (9 )
Tranquil 4-bedroom Aspen Like Cabin
1 7
cabin , Ghent
This private mountain lodge is situated on over 283 acres, offering a secluded setting less than 10 miles from Catamount and Butternut Mountain ski resorts. This 7-guest capacity lodge features an open floor plan with a stone fireplace, two full kitchens, 2.5 bathrooms, smart TVs, and access to hiking trails, a pond for swimming, and fishing.
9.9 44 reviews
Great Barrington, MA
07/26 – 08/04
$552/nighttotal: $4968 (9 )
Modern Mtn Chalet | 7m To Great Barrington & Ski
1 7
chalet , West Stockbridge
This secluded mountain cabin is located just a short drive from West Stockbridge, offering easy access to hiking, boating, swimming, skiing, and shopping. The chalet consistently receives excellent ratings for its location, cleanliness, and overall experience. This three-bedroom, two-bathroom cabin comfortably accommodates up to 12 guests. Enjoy modern amenities like a fully equipped kitchen, a cozy fireplace, and a screened-in porch, perfect for relaxing and taking in the stunning mountain views.
Frequently Asked Questions about villa rentals in Great Barrington, MA
What are the must-see attractions in and around Great Barrington, MA?
Great Barrington is full of charm! You'll want to visit the Mahaiwe Performing Arts Center for a show, stroll through the Great Barrington Historical Society to learn about the town's history, and explore the Hopkins Memorial Manse, a beautiful house museum. For nature lovers, the Mount Everett State Reservation offers stunning views and hiking trails.
What are the best villa rentals in Great Barrington, MA?
What types of wildlife can travelers expect to see in the area of Great Barrington, MA?
The Berkshires are home to a variety of wildlife! You might spot deer, foxes, and even black bears in the woods. Keep an eye out for birds like the American robin, the blue jay, and the red-tailed hawk. You might even see a bald eagle soaring overhead.
What are the best villa rentals with a pool in Great Barrington, MA?
What is the best time to visit Great Barrington, MA?
The best time to visit Great Barrington is during the fall, when the leaves change color and the air is crisp. It's a beautiful time to enjoy the scenery and the many outdoor activities. You can also visit in the summer for warm weather and festivals, or in the winter for skiing and snowshoeing.
What are the best villa rentals with a jacuzzi in Great Barrington, MA?
When is it easiest to book a villa rental in Great Barrington, MA?
You'll find the best deals on villa rentals in the off-season, which is typically from November to April. You'll avoid the crowds and get the best prices. Just be prepared for colder weather.
What are the best villa rentals for families and kids in Great Barrington, MA?
What are the top hiking trails near Great Barrington, MA?
There are many great hiking trails around Great Barrington! The Mount Everett State Reservation has trails for all levels, and the Bash Bish Falls State Park offers a stunning waterfall hike. For a shorter hike, try the Spruce Peak Trail near the Great Barrington Historical Society.
What are the best pet friendly villa rentals in Great Barrington, MA?
What are the advantages of renting a house or a villa in Great Barrington, MA
Renting a house or villa in Great Barrington gives you more space and privacy than a hotel. You can cook your own meals, relax in your own living room, and enjoy the outdoors on your patio. You'll also have access to laundry facilities and other amenities that make your stay more comfortable.
What are the best villa rentals with parking in Great Barrington, MA?
Are there popular destinations near Great Barrington, MA?
Yes, there are plenty of popular destinations near Great Barrington! You can visit Tanglewood in Lenox for a summer concert, explore the Norman Rockwell Museum in Stockbridge, or take a scenic drive along the Mohawk Trail. You can even visit the Clark Art Institute in Williamstown, which is about an hour away.
Destinations nearby
Best Great Barrington, MA houses with a fireplace
8.3 3 reviews
Great Barrington, MA
07/26 – 08/04
$783/nighttotal: $7047 (9 )
Cordelia By Avantstay
5 7
house , Lee
This house is located in Lee, Massachusetts, just 10 minutes from Stockbridge and a short drive from Cranwell Spa & Golf Club and Tanglewood. The property has earned excellent ratings for location, cleanliness, and overall user experience. This spacious home features 5 bedrooms and 3 bathrooms, accommodating up to 12 guests. It includes a fully equipped kitchen, a living room, a patio, a balcony, free Wi-Fi, a TV, and free private parking.
Great Barrington, MA
07/26 – 08/04
$638/nighttotal: $5742 (9 )
Tranquil 4-bedroom Aspen Like Cabin
1 7
cabin , Ghent
This private mountain lodge is situated on over 283 acres, offering a secluded setting less than 10 miles from Catamount and Butternut Mountain ski resorts. This 7-guest capacity lodge features an open floor plan with a stone fireplace, two full kitchens, 2.5 bathrooms, smart TVs, and access to hiking trails, a pond for swimming, and fishing.
9.1 40 reviews
Great Barrington, MA
07/26 – 08/04
$665/nighttotal: $5985 (9 )
189 M² House ∙ 5 Bedrooms ∙ 12 Guests
5 7
house , Lee
This five-bedroom Berkshire cottage, part of the AvantStay program, is located in Lee, Massachusetts, near the Berkshire Botanical Gardens, Bidwell House Museum, and Jiminy Peak Mountain Resort. The 2,030-square-foot house features a country-style kitchen, a fireplace and TV in the living room, a brick patio with a firepit, and sleeps up to 12 guests with amenities including a pack 'n play and high chair.
9.9 44 reviews
Great Barrington, MA
07/26 – 08/04
$552/nighttotal: $4968 (9 )
Modern Mtn Chalet | 7m To Great Barrington & Ski
1 7
chalet , West Stockbridge
This secluded mountain cabin is located just a short drive from West Stockbridge, offering easy access to hiking, boating, swimming, skiing, and shopping. The chalet consistently receives excellent ratings for its location, cleanliness, and overall experience. This three-bedroom, two-bathroom cabin comfortably accommodates up to 12 guests. Enjoy modern amenities like a fully equipped kitchen, a cozy fireplace, and a screened-in porch, perfect for relaxing and taking in the stunning mountain views.
Best Great Barrington, MA villas and beach houses with jacuzzi
9.9 44 reviews
Great Barrington, MA
07/26 – 08/04
$552/nighttotal: $4968 (9 )
Modern Mtn Chalet | 7m To Great Barrington & Ski
1 7
chalet , West Stockbridge
This secluded mountain cabin is located just a short drive from West Stockbridge, offering easy access to hiking, boating, swimming, skiing, and shopping. The chalet consistently receives excellent ratings for its location, cleanliness, and overall experience. This three-bedroom, two-bathroom cabin comfortably accommodates up to 12 guests. Enjoy modern amenities like a fully equipped kitchen, a cozy fireplace, and a screened-in porch, perfect for relaxing and taking in the stunning mountain views.
