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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
4 bedrooms, 4 beds, 2 private bathrooms
13–18 Oct
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5.0 out of 5 average rating, 111 reviews
Guest favourite
Flat in Great Barrington
King Bed|2mi Ski Resort|Fast Wi-Fi|Studio|
1 king bed
2–7 Aug
4.86 out of 5 average rating, 103 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
1 king bed
9–14 Aug
4.93 out of 5 average rating, 167 reviews
Top guest favourite
Guest suite in Great Barrington
The Serendipity Spot
1 bedroom, 1 bed
1–6 Aug
4.94 out of 5 average rating, 54 reviews
Guest favourite
Room in Great Barrington
Comfy single for a night or two (Eco Airbnb)
1 single bed
15–20 Aug
4.92 out of 5 average rating, 53 reviews
Guest favourite
Flat in Great Barrington
Beautfiul, modern, GB apartment
1 bedroom, 1 double bed
12–17 Oct
4.81 out of 5 average rating, 300 reviews
Guest favourite
Guest suite in Great Barrington
Walk to Lake + Downtown • Private Studio w/ Patio
1 bedroom, 1 queen bed
1–6 Aug
4.75 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed
2–7 Aug
4.93 out of 5 average rating, 346 reviews
Top guest favourite
Room in Great Barrington
Large, light bedroom on The Hill (Eco Airbnb)
1 double bed
15–20 Aug
4.96 out of 5 average rating, 28 reviews
Guest favourite
Room in Great Barrington
Art Studio
1 bed
2–7 Aug
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 queen bed
21–26 Oct
4.95 out of 5 average rating, 418 reviews
Top guest favourite
Home in Great Barrington
Fall Foliage @ The Barrington House: GB
5 bedrooms, 6 beds
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Flat in Great Barrington
Spacious, walkable apartment on the Hill
2 bedrooms, 2 beds
1–6 Aug
4.55 out of 5 average rating, 56 reviews
Top guest favourite
Room in Great Barrington
Quiet refuge in Great Barrington
1 queen bed
6–11 Sept
4.93 out of 5 average rating, 230 reviews
Top guest favourite
Room in Great Barrington
Cozy & Convenient
1 queen bed
2–7 Aug
5.0 out of 5 average rating, 47 reviews
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds
23–28 Aug
4.88 out of 5 average rating, 8 reviews
Guest favourite
Home in Sheffield
The Kellogg House in the Heart of The Berkshires
2 bedrooms, 2 queen beds
27 Aug – 1 Sept
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms, 2 king beds
14–19 Sept
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Flat in Great Barrington
Zen River Studio
1 bedroom, 1 king bed
24–29 Aug
4.93 out of 5 average rating, 42 reviews