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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Guest suite in Great Barrington
Hillside Haven
1 bedroom, 2 beds, 1 private bathroom
21–26 Jun
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4.98 out of 5 average rating, 127 reviews
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds, 1 bathroom
21–26 Jun
4.96 out of 5 average rating, 162 reviews
Guest favourite
Flat in Great Barrington
King Bed, Wi-Fi, 2m Ski Resort
1 king bed, 1 bathroom
5–10 Jul
4.95 out of 5 average rating, 172 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 340 reviews
Guest favourite
Cabin in Great Barrington
Kenyon's Cabin
2 bedrooms, 4 beds, 1 bathroom
21–26 Jun
4.9 out of 5 average rating, 29 reviews
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Flat in Great Barrington
King Bed|ADA ROOM|2m Ski Resort
1 king bed, 1 bathroom
22–27 Jun
4.88 out of 5 average rating, 56 reviews
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 queen bed, 1 bathroom
15–20 Sept
4.95 out of 5 average rating, 414 reviews
Top guest favourite
Home in Great Barrington
Berkshires Black Abbey
3 bedrooms, 4 beds, 3 bathrooms
18–23 Jun
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Cabin in Great Barrington
Modern Luxury Log Cabin
4 bedrooms, 6 beds, 3 bathrooms
18–23 Jun
4.96 out of 5 average rating, 111 reviews
Top guest favourite
Home in Great Barrington
Private Home in The Berkshires (New Hot Tub!)
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Jul
4.99 out of 5 average rating, 123 reviews
Top guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Sept
4.98 out of 5 average rating, 131 reviews
Guest favourite
Guest house in Great Barrington
Berkshires Guest Barn
2 bedrooms, 5 beds, 1 bathroom
21–26 Jun
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Flat in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 141 reviews
Guest favourite
Flat in Great Barrington
Kitchenette|King Bed|Couch
1 bedroom, 1 king bed, 1 bathroom
21–26 Jun
4.89 out of 5 average rating, 177 reviews
Guest favourite
Home in Great Barrington
Modern Escape Near Main Street
3 bedrooms, 4 queen beds, 2 bathrooms
21–26 Jun
4.92 out of 5 average rating, 84 reviews
Top guest favourite
Home in Great Barrington
Stunning luxury home with pool
4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
4.99 out of 5 average rating, 91 reviews
Top guest favourite
Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
4.97 out of 5 average rating, 39 reviews
Guest favourite
Home in Great Barrington
In the middle of it all
3 bedrooms, 4 beds, 3.5 bathrooms
19–24 Jun
4.93 out of 5 average rating, 14 reviews