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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 bed, 1 private bathroom
26–31 Oct
,
4.95 out of 5 average rating, 424 reviews
Guest favourite
Flat in Great Barrington
King Bed|ADA ROOM|2m Ski Resort
1 king bed
23–28 Aug
4.9 out of 5 average rating, 72 reviews
Flat in Egremont
Berkshires Charm Private Apartment
1 bedroom, 1 queen bed
23–28 Aug
New place to stay
Home in Great Barrington
Garden Retreat, 1st fl KING ste, EV, close to all
3 bedrooms, 4 beds
23–28 Aug
New place to stay
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms, 2 king beds
27 Oct – 1 Nov
4.98 out of 5 average rating, 45 reviews
Home in Great Barrington
Riverside in the Berkshires (with resident cat!)
3 bedrooms, 4 beds
23–28 Aug
4.5 out of 5 average rating, 30 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Berkshires
1 king bed
23–28 Aug
4.88 out of 5 average rating, 133 reviews
Home in Great Barrington
Relaxed Berkshires Retreat Near Downtown GB
2 bedrooms, 2 beds
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Great Barrington
Stunning luxury home with pool
4 bedrooms, 4 beds
9–14 Sept
4.99 out of 5 average rating, 93 reviews
Top guest favourite
Flat in Great Barrington
The River’s Whisper
2 bedrooms, 2 queen beds
13–18 Oct
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Cottage in Monterey
Beaver Lodge
3 bedrooms, 3 queen beds
10–15 Sept
5.0 out of 5 average rating, 83 reviews
Top guest favourite
Loft in Great Barrington
The Old Red Barn
1 bedroom, 1 queen bed
8–13 Sept
4.99 out of 5 average rating, 367 reviews
Top guest favourite
Home in Great Barrington
Berkshire Vacation Home
3 bedrooms, 3 beds
2–7 Sept
4.98 out of 5 average rating, 54 reviews
Guest favourite
Home in Egremont
Nature Retreat Near Prospect Lake
3 bedrooms, 6 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Great Barrington
Sauna + Hot Tub Escape | Private & Pet Friendly
3 bedrooms, 4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 56 reviews
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.95 out of 5 average rating, 173 reviews
Top guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
2 bedrooms, 2 queen beds
9–14 Sept
4.97 out of 5 average rating, 138 reviews
Superhost
Home in Great Barrington
Woodland - Stunning 5 bedroom home in GB!
5 bedrooms, 10 beds
27 Sept – 2 Oct
Guest favourite
Cottage in Egremont
Kayak on Prospect Lake, Paddle Boards, Swim Dock+!
3 bedrooms, 5 beds
12–17 Sept
4.98 out of 5 average rating, 55 reviews