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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
7–12 Sept
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4.93 out of 5 average rating, 342 reviews
Top guest favourite
Flat in Great Barrington
King Bed, Wi-Fi, 2m Ski Resort
4.96 out of 5 average rating, 178 reviews, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Room in Great Barrington
Quiet refuge in Great Barrington
4.93 out of 5 average rating, 228 reviews, 1 queen bed, 1 bathroom
6–11 Sept
Top guest favourite
Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
4.92 out of 5 average rating, 203 reviews, 1 bed, 1 bathroom
22–27 Aug
Top guest favourite
Room in Great Barrington
Cozy & Convenient
5.0 out of 5 average rating, 45 reviews, 1 queen bed, 1 bathroom
18–23 Jul
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
29 Aug – 3 Sept
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
4.95 out of 5 average rating, 416 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Oct
Guest favourite
Room in Great Barrington
Comfy single for a night or two (Eco Airbnb)
4.92 out of 5 average rating, 51 reviews, 1 single bed, 1.5 bathrooms
12–17 Jul
Top guest favourite
Guest suite in Great Barrington
Hillside Haven
4.98 out of 5 average rating, 128 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Great Barrington
Seekonk Hill
4.98 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Sept
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, 42 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Sept
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 310 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Loft in Great Barrington
The Old Red Barn
4.99 out of 5 average rating, 363 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Top guest favourite
Loft in Great Barrington
The Nest 5 min walk to downtown Great Barrington
5.0 out of 5 average rating, 57 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
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
A Berkshires Abode - Minutes to Ski & Downtown GB!
4.95 out of 5 average rating, 22 reviews, 3 bedrooms, 4 beds, 3 bathrooms
11–16 Jul
Top guest favourite
Home in Great Barrington
GB at your doorstep
4.95 out of 5 average rating, 131 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
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