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Search results; Over 1,000 homes in Stockbridge

Room in Stockbridge
Stockbridge #1 B&B Full Breakfast Close to Museums
1 bedroom, 1 bed, 1 private bathroom
27 Oct – 1 Nov
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4.75 out of 5 average rating, 4 reviews
Top guest favourite
Place to stay in Stockbridge
Cozy room w/private bath–near Tanglewood/Kripalu
1 bedroom, 1 bed
23–28 Aug
4.85 out of 5 average rating, 163 reviews
Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
1 bedroom, 1 queen bed
4–9 Oct
4.98 out of 5 average rating, 58 reviews
Top guest favourite
Guest house in Stockbridge
Modern studio with views of the treetops
2 beds
23–28 Aug
4.96 out of 5 average rating, 310 reviews
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom, 1 bed
25–30 Sept
4.99 out of 5 average rating, 327 reviews
Guest favourite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
2 beds
30 Aug – 4 Sept
4.89 out of 5 average rating, 37 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort
1 king bed
30 Aug – 4 Sept
4.87 out of 5 average rating, 240 reviews
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds
23–28 Aug
4.89 out of 5 average rating, 9 reviews
Guest favourite
Room in Becket
East b.r. in upstairs suite of open plan home
23–28 Aug
4.87 out of 5 average rating, 261 reviews
Top guest favourite
Home in Lee
GreenHouse
2 bedrooms, 2 beds
24–29 Oct
4.99 out of 5 average rating, 135 reviews
Guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
1 bed
6–11 Sept
4.92 out of 5 average rating, 59 reviews
Top guest favourite
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
2 beds
23–28 Aug
4.98 out of 5 average rating, 464 reviews
Flat in Egremont
Berkshires Charm Private Apartment
1 bedroom, 1 queen bed
23–28 Aug
New place to stay
Top guest favourite
Rooms in Pittsfield
Equestrian retreat
2 bedrooms, 2 queen beds
23–28 Aug
4.97 out of 5 average rating, 203 reviews
Top guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds
3–8 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Lee
Spacious Central Berkshires Home for Groups
4 bedrooms, 5 beds
13–18 Sept
4.88 out of 5 average rating, 52 reviews
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms, 5 beds
11–16 Sept
4.96 out of 5 average rating, 228 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed
30 Oct – 4 Nov
4.93 out of 5 average rating, 351 reviews
Top guest favourite
Flat in Stockbridge
Historic,Famous,Iconic, Unforgettable Berks Escape
1 bedroom, 1 queen bed
8–13 Sept
4.96 out of 5 average rating, 124 reviews