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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Guest suite in Great Barrington
Hillside Haven
1 bedroom, 2 beds, 1 private bathroom
19–24 Jul
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4.98 out of 5 average rating, 128 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Berkshires
4.89 out of 5 average rating, 123 reviews, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
4.93 out of 5 average rating, 162 reviews, 1 bed, 1 bathroom
6–11 Jul
Superhost
Home in Monterey
Dog-Friendly Berkshires Retreat w/Fenced Yard
New place to stay, 3 bedrooms, 3 beds, 2.5 bathrooms
5–10 Jul
Top guest favourite
Flat in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
5.0 out of 5 average rating, 143 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Guest favourite
Room in Great Barrington
Quiet refuge in Great Barrington
4.93 out of 5 average rating, 226 reviews, 1 queen bed, 1 bathroom
6–11 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
Top guest favourite
Room in Great Barrington
Cozy & Convenient
5.0 out of 5 average rating, 45 reviews, 1 queen bed, 1 bathroom
7–12 Jul
Top guest favourite
Home in Great Barrington
Seekonk Hill
4.97 out of 5 average rating, 39 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
Guest favourite
Room in Great Barrington
Comfy single for a night or two (Eco Airbnb)
4.91 out of 5 average rating, 47 reviews, 1 single bed, 1.5 bathrooms
5–10 Jul
Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
4.98 out of 5 average rating, 40 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 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
Loft in Great Barrington
The Old Red Barn
4.99 out of 5 average rating, 362 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Guest favourite
Guest house in Great Barrington
Trailside Cottage
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 3 beds, 1 bathroom
24–29 Aug
Top guest favourite
Home in Great Barrington
Modern Victorian- Walk to Town
4.97 out of 5 average rating, 140 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
11–16 Jul
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
31 Aug – 5 Sept
Top guest favourite
Home in Great Barrington
GB at your doorstep
4.95 out of 5 average rating, 130 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Guest favourite
Cabin in Great Barrington
Kenyon's Cabin
4.9 out of 5 average rating, 30 reviews, 2 bedrooms, 4 beds, 1 bathroom
19–24 Jul
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