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Search results; Over 1,000 homes in Great Barrington

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
Top guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
4.93 out of 5 average rating, 165 reviews, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Flat in Great Barrington
King Bed | Patio | 2m to Ski Resort
4.91 out of 5 average rating, 167 reviews, 1 bed, 1 bathroom
26–31 Jul
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Room in Great Barrington
Quiet refuge in Great Barrington
4.93 out of 5 average rating, 229 reviews, 1 queen bed, 1 bathroom
6–11 Sept
Top guest favourite
Flat in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
5.0 out of 5 average rating, 144 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Home in Great Barrington
Seekonk Hill
4.98 out of 5 average rating, 41 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
Top guest favourite
Guest suite in Great Barrington
The Serendipity Spot
4.94 out of 5 average rating, 53 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Cottage in Great Barrington
Artist Cottage
4.93 out of 5 average rating, 344 reviews, 1 bedroom, 1 bed, 2 bathrooms
13–18 Sept
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
Top guest favourite
Room in Great Barrington
Cozy & Convenient
5.0 out of 5 average rating, 46 reviews, 1 queen bed, 1 bathroom
18–23 Jul
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
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
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
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
5.0 out of 5 average rating, 111 reviews, 4 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
4.98 out of 5 average rating, 45 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Sept
Guest favourite
Guest house in Great Barrington
Trailside Cottage
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 3 beds, 1 bathroom
24–29 Aug
Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
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
Pristine 3 Bedroom, Walk-to Gt Barrington Center!
4.9 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 311 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept