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Search results; Over 1,000 places

Guest favourite
Place to stay in Stockbridge
Cozy room with private bath, close to Kripalu
24-min drive
20–25 Apr
4.93 out of 5 average rating, 15 reviews
Guest favourite
Room in Great Barrington
Quiet refuge in Great Barrington
21-min drive
8–13 Jul
4.96 out of 5 average rating, 150 reviews
Guest favourite
Home in Egremont
Modern Farm House 5 minutes from Great Barrington
24-min drive
19–24 Apr
4.93 out of 5 average rating, 256 reviews
Guest favourite
Home in Great Barrington
Stylish colonial 9 mins to Butternut Ski Area
22-min drive
29 Apr – 4 May
4.92 out of 5 average rating, 84 reviews
Guest favourite
Loft in Great Barrington
The Old Red Barn
21-min drive
28 Apr – 3 May
4.99 out of 5 average rating, 296 reviews
Superhost
Home in Great Barrington
Great Barrington Walkable to Lake and Town!
19-min drive
20–25 Apr
4.92 out of 5 average rating, 52 reviews
Guest favourite
Cottage in Sheffield, The Berkshires
Cheerful 3-bedroom cottage with woodstove.
35-min drive
28 Apr – 3 May
4.93 out of 5 average rating, 102 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
15-min drive
21–26 Apr
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Great Barrington
King Bed|2mi Ski Resort|Fast Wi-Fi|Studio|
15-min drive
21–26 Apr
4.94 out of 5 average rating, 16 reviews
Hotel in Great Barrington
1BR+Kitchenette|Wifi|Sleeps 4|Berkshires|ADA
13-min drive
5–10 May
New place to stay
Guest favourite
Flat in Sheffield
Private Berkshire Barn Apartment
31-min drive
23–28 Apr
4.92 out of 5 average rating, 121 reviews
Guest favourite
Cottage in Great Barrington
Artist Cottage
19-min drive
9–14 Jul
4.93 out of 5 average rating, 234 reviews
Superhost
Home in New Marlborough
Spacious Berkshires retreat
15-min drive
21–26 Apr
4.87 out of 5 average rating, 15 reviews
Room in Great Barrington
comfy, cute flat with the river in my backyard
17-min drive
28 Apr – 3 May
4.78 out of 5 average rating, 49 reviews
Guest favourite
Guest suite in Canaan
Walk to Brewery in Historic Railroad Depot
38-min drive
20–25 Apr
4.98 out of 5 average rating, 293 reviews
Superhost
Guest house in Great Barrington
1-bed unit 3/4 mi. from GB dwntwn. EV friendly.
20-min drive
19–24 Apr
4.82 out of 5 average rating, 44 reviews
Room in Great Barrington
Lovely Home in Mountain Getaway
20-min drive
24–29 Apr
5.0 out of 5 average rating, 4 reviews
Home in Great Barrington
Mid-Century Berkshires Family Retreat Near All
13-min drive
26 Apr – 1 May
New place to stay