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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
,
4.93 out of 5 average rating, 342 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Berkshires
1 king bed
5–10 Jul
4.89 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
1 king bed
6–11 Jul
4.93 out of 5 average rating, 162 reviews
Top guest favourite
Flat in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
2 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 143 reviews
Guest favourite
Room in Great Barrington
Quiet refuge in Great Barrington
1 queen bed
6–11 Sept
4.93 out of 5 average rating, 226 reviews
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 queen bed
26–31 Oct
4.95 out of 5 average rating, 416 reviews
Top guest favourite
Room in Great Barrington
Cozy & Convenient
1 queen bed
7–12 Jul
5.0 out of 5 average rating, 45 reviews
Guest favourite
Room in Great Barrington
Comfy single for a night or two (Eco Airbnb)
1 single bed
5–10 Jul
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
1 bedroom, 1 queen bed
18–23 Sept
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 beds
6–11 Sept
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Guest suite in Great Barrington
Hillside Haven
1 bedroom, 2 beds
19–24 Jul
4.98 out of 5 average rating, 128 reviews
Top guest favourite
Loft in Great Barrington
The Old Red Barn
1 bedroom, 1 queen bed
1–6 Sept
4.99 out of 5 average rating, 362 reviews
Superhost
Home in Monterey
Dog-Friendly Berkshires Retreat w/Fenced Yard
3 bedrooms, 3 beds
28 Jul – 2 Aug
New place to stay
Top guest favourite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
4 bedrooms, 4 beds
13–18 Oct
5.0 out of 5 average rating, 111 reviews
Guest favourite
Cabin in Great Barrington
Kenyon's Cabin
2 bedrooms, 4 beds
5–10 Jul
4.9 out of 5 average rating, 30 reviews
Guest favourite
Guest house in Great Barrington
Trailside Cottage
1 bedroom, 3 beds
24–29 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Great Barrington
In the middle of it all
3 bedrooms, 4 beds
7–12 Aug
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Loft in Great Barrington
The Nest 5 min walk to downtown Great Barrington
1 bedroom, 1 queen bed
31 Aug – 5 Sept
5.0 out of 5 average rating, 57 reviews
Top guest favourite
Home in Great Barrington
Modern Victorian- Walk to Town
4 bedrooms, 7 beds
11–16 Jul
4.97 out of 5 average rating, 140 reviews