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Search results; Over 1,000 homes in Great Barrington

Descriptions are based on details hosts provide
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, 343 reviews
Top guest favourite
Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
4.92 out of 5 average rating, 206 reviews, 1 bed, 1 bathroom
22–27 Aug
Top guest favourite
Flat in Great Barrington
The River’s Whisper
4.98 out of 5 average rating, 42 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Sept
Guest favourite
Flat in Great Barrington
King Bed|Berkshires|2m Ski Resort|Patio|Wi-Fi
4.87 out of 5 average rating, 156 reviews, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
4.95 out of 5 average rating, 168 reviews, 3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Great Barrington
The Yellow Victorian With Chefs Kitchen
5.0 out of 5 average rating, 55 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
25–30 Aug
Guest favourite
Home in Great Barrington
Berkshire’s Best-hottub-fitness/gameroom
4.89 out of 5 average rating, 18 reviews, 4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Cabin in Great Barrington
Modern Luxury Log Cabin
4.96 out of 5 average rating, 114 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Loft in Great Barrington
The Old Red Barn
4.99 out of 5 average rating, 364 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Guest favourite
Home in Great Barrington
Mid-century home with fireplace and lake access
4.96 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
Guest favourite
Home in Great Barrington
Renovated with a wrap-around porch downtown
4.9 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
29 Aug – 3 Sept
Guest favourite
Home in Egremont
24 Main - The Egremont Village House
5.0 out of 5 average rating, 23 reviews, 7 bedrooms, 7 beds, 4.5 bathrooms
12–17 Aug
Top guest favourite
Cabin in Mount Washington
Chic Cabin in the Berkshires, Mountain getaway!
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 2 beds, 1 bathroom
25–30 Jul
Top guest favourite
Home in Great Barrington
Grand piano, pool, and a fireplace
4.99 out of 5 average rating, 92 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
Top guest favourite
Home in Great Barrington
Apple orchard and gardens in the Berkshires
4.98 out of 5 average rating, 41 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
Top guest favourite
Home in Great Barrington
Private Home in The Berkshires (New Hot Tub!)
4.99 out of 5 average rating, 124 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Dec
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
4.96 out of 5 average rating, 182 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
8–13 Sept
Guest favourite
Treehouse in New Marlborough
Berkshire Treehouse Retreat
4.91 out of 5 average rating, 160 reviews, 3 bedrooms, 4 beds, WC
2–7 Aug
Guest favourite
Home in Great Barrington
5-minute walk to downtown Great Barrington
4.93 out of 5 average rating, 14 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
7–12 Aug