Holiday houses in Great Barrington
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Top-rated holiday rentals in Great Barrington
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Great Barrington holiday rentals
Stay near Great Barrington's top sights
Other great holiday rentals in Great Barrington
Guest favourite
Guesthouse in Lenox
4.95 out of 5 average rating, 288 reviewsThe Granary at House on Golden Hill
Guest favourite
Cottage in Kinderhook
4.98 out of 5 average rating, 177 reviewsThe Cottage on Sylvester Street
Guest favourite
Apartment in Sandisfield
4.92 out of 5 average rating, 228 reviewsSunny Berkshire Studio Apartment
Guest favourite
Guest suite in New Marlborough
4.83 out of 5 average rating, 134 reviewsComfortable Apartment sleeps two.
Guest favourite
Guest suite in Great Barrington
5.0 out of 5 average rating, 47 reviewsSweet 1-bedroom with salt water pool
Guest favourite
Barn in Great Barrington
5.0 out of 5 average rating, 50 reviewsSerene Renovated Barn w/ Firepit
Guest favourite
Apartment in Great Barrington
5.0 out of 5 average rating, 14 reviewsKing Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
Guest favourite
Loft in Great Barrington
4.97 out of 5 average rating, 90 reviewsStudio in Bucolic Berkshire Setting
Quick stats about accommodation in Great Barrington
Total rentals
250 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
120 properties allow pets
Family-friendly rentals
180 properties are a good fit for families
Total number of reviews
8.4K reviews
Destinations to explore
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