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Search results; Over 1,000 homes in Great Barrington

Descriptions are based on details hosts provide
Guest favourite
Cottage in Great Barrington
The Cottage at The Barrington House
1 bedroom, 1 bed, 1 private bathroom
22–27 Aug
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4.94 out of 5 average rating, 211 reviews
Guest favourite
Flat in Great Barrington
King Bed|Berkshires|2m Ski Resort|Patio|Wi-Fi
1 king bed, 1 bathroom
19–24 Jul
4.87 out of 5 average rating, 156 reviews
Top guest favourite
Flat in Great Barrington
Mid-century modern, 2 miles from skiing
1 king bed, 1 bathroom
19–24 Jul
4.93 out of 5 average rating, 165 reviews
Top guest favourite
Room in Great Barrington
Quiet refuge in Great Barrington
1 queen bed, 1 bathroom
6–11 Sept
4.93 out of 5 average rating, 229 reviews
Top guest favourite
Guest suite in Great Barrington
Hillside Haven
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Flat in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 144 reviews
Top guest favourite
Barn in New Marlborough
1860s post-and-beam barn with a fire pit
2 bedrooms, 2 king beds, 1 bathroom
14–19 Sept
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Room in Great Barrington
Cozy & Convenient
1 queen bed, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Home in Great Barrington
Apple orchard and gardens in the Berkshires
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Home in Stockbridge
Renovated 1800s farmhouse on 5 acres
2 bedrooms, 2 queen beds, 2.5 bathrooms
8–13 Sept
4.96 out of 5 average rating, 182 reviews
Top guest favourite
Guest suite in Great Barrington
The Serendipity Spot
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
4.94 out of 5 average rating, 53 reviews
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.83 out of 5 average rating, 6 reviews
Top guest favourite
Loft in Great Barrington
The Old Red Barn
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 364 reviews
Guest favourite
Home in Egremont
24 Main - The Egremont Village House
7 bedrooms, 7 beds, 4.5 bathrooms
12–17 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.95 out of 5 average rating, 417 reviews
Top guest favourite
Cottage in Great Barrington
Artsy vintage cottage with a private lodge
1 bedroom, 1 queen bed, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 343 reviews
Top guest favourite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
4 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 111 reviews
Guest favourite
Cabin in Great Barrington
Fireplace and a private backyard
2 bedrooms, 4 beds, 1 bathroom
19–24 Jul
4.91 out of 5 average rating, 32 reviews
Guest favourite
Guest house in Great Barrington
Trail and lake access near downtown
1 bedroom, 3 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 8 reviews