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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
13–18 Sept
,
4.93 out of 5 average rating, 346 reviews
Guest favourite
Flat in Great Barrington
King Bed|ADA ROOM|2m Ski Resort
1 king bed, 1 bathroom
2–7 Aug
4.89 out of 5 average rating, 64 reviews
Top guest favourite
Guest suite in Great Barrington
The Serendipity Spot
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 54 reviews
Guest favourite
Flat in Great Barrington
King Bed|2mi Ski Resort|Fast Wi-Fi|Studio|
1 king bed, 1 bathroom
9–14 Aug
4.85 out of 5 average rating, 105 reviews
Top guest favourite
Room in Great Barrington
Comfy single for a night or two (Eco Airbnb)
1 single bed, 1.5 bathrooms
1–6 Aug
4.93 out of 5 average rating, 54 reviews
Guest favourite
Flat in Great Barrington
Beautfiul, modern, GB apartment
1 bedroom, 1 double bed, 1 bathroom
12–17 Oct
4.81 out of 5 average rating, 301 reviews
Guest favourite
Room in Great Barrington
Art Studio
1 bed, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Room in Great Barrington
Large, light bedroom on The Hill (Eco Airbnb)
1 double bed, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 queen bed, 1 bathroom
21–26 Oct
4.95 out of 5 average rating, 421 reviews
Top guest favourite
Room in Great Barrington
Quiet refuge in Great Barrington
1 queen bed, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 232 reviews
Superhost
Room in Pittsfield
Charming Turret Room in Downtown Victorian
2 beds, 2 bathrooms
1–8 Aug
4.7 out of 5 average rating, 20 reviews
Top guest favourite
Home in Great Barrington
Fall Foliage @ The Barrington House: GB
5 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Room in Great Barrington
Cozy & Convenient
1 queen bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 48 reviews
Guest favourite
Guest house in Town of Hillsdale
Hudson Valley and The Berkshires Cottage
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.76 out of 5 average rating, 54 reviews
Guest favourite
Guest house in Great Barrington
1-bed unit 3/4 mi. from GB dwntwn.
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
4.86 out of 5 average rating, 76 reviews
Top guest favourite
Guest suite in Great Barrington
Hillside Haven
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 133 reviews
Top guest favourite
Flat in Great Barrington
Cozy, Quiet Apt. in Housatonic, Great Barrington
1 bedroom, 2 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Guest house in West Stockbridge
Guest House 15 mins to Tanglewood
2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 31 reviews
Superhost
Home in Great Barrington
The Docent's House - Honoring a Legacy
4 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 3 reviews