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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 bed, 2 private bathrooms
7–12 Sept
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4.93 out of 5 average rating, 342 reviews
Top guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
4.97 out of 5 average rating, 132 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Sept
Top guest favourite
Cabin in Great Barrington
Modern Luxury Log Cabin
4.96 out of 5 average rating, 111 reviews, 4 bedrooms, 6 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Chalet in Great Barrington
Berkshire "Zen" Cottage
4.96 out of 5 average rating, 81 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
4.96 out of 5 average rating, 165 reviews, 3 bedrooms, 4 beds, 1 bathroom
12–17 Jul
Top guest favourite
Home in Great Barrington
Berkshires Black Abbey
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Home in Great Barrington
Country Castle-Complete privacy-minutes from town
4.98 out of 5 average rating, 61 reviews, 6 bedrooms, 8 beds, 3 bathrooms
4–9 Jul
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 308 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
4.93 out of 5 average rating, 161 reviews, 1 bed, 1 bathroom
6–11 Jul
Top guest favourite
Home in Great Barrington
Stunning luxury home with pool
4.99 out of 5 average rating, 91 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
Guest favourite
Flat in Great Barrington
Kitchenette|King Bed|Couch
4.89 out of 5 average rating, 180 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Berkshires
4.88 out of 5 average rating, 121 reviews, 1 bed, 1 bathroom
5–10 Jul
Guest favourite
Home in Great Barrington
Berkshires Retreat!
5.0 out of 5 average rating, 35 reviews, 5 bedrooms, 9 beds, 2.5 bathrooms
9–14 Sept
Guest favourite
Home in Great Barrington
Berkshire’s Best-hottub-fitness/gameroom
4.88 out of 5 average rating, 17 reviews, 4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Superhost
Home in Great Barrington
The Docent's House - Honoring a Legacy
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Guest favourite
Room in Great Barrington
Comfy single for a night or two (Eco Airbnb)
4.91 out of 5 average rating, 47 reviews, 1 single bed, 1.5 bathrooms
4–9 Jul
Top guest favourite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
5.0 out of 5 average rating, 110 reviews, 4 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
Superhost
Home in Great Barrington
Prime Location, Recently Redesigned, Riverfront!
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul