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Search results; Over 1,000 homes in Stockbridge

Guest favourite
Guest house in Stockbridge
Modern barn in the heart of the Berkshires
2 bedrooms, 2 beds, 1 private bathroom
30 Aug – 4 Sept
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4.91 out of 5 average rating, 162 reviews
Guest favourite
Place to stay in Stockbridge
Cozy room w/private bath–near Tanglewood/Kripalu
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.85 out of 5 average rating, 156 reviews
Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
1 bedroom, 1 queen bed, 1 bathroom
12–17 Oct
4.98 out of 5 average rating, 51 reviews
Guest favourite
Flat in Great Barrington
King Bed|ADA ROOM|2m Ski Resort
1 king bed, 1 bathroom
2–7 Aug
4.89 out of 5 average rating, 66 reviews
Top guest favourite
Guest house in Stockbridge
Modern studio with views of the treetops
2 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 306 reviews
Room in Stockbridge
Iris Room bright with 4 windows :)
1 bed, 1 bathroom
2–7 Aug
4.36 out of 5 average rating, 45 reviews
Top guest favourite
Guest suite in Stockbridge
Private Stockbridge Getaway
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Sept
4.97 out of 5 average rating, 70 reviews
Flat in Stockbridge
Historic Retreat
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.86 out of 5 average rating, 59 reviews
Guest favourite
Flat in Stockbridge
Stockbridge private apartment
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.93 out of 5 average rating, 94 reviews
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds, 2.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 185 reviews
Flat in Stockbridge
Two bedrooms in Charming Berkshires Farmhouse
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Lee
Berkshire 4 season home
3 bedrooms, 3 queen beds, 2 bathrooms
25–30 Oct
4.98 out of 5 average rating, 248 reviews
Top guest favourite
Flat in Stockbridge
Historic,Famous,Iconic, Unforgettable Berks Escape
1 bedroom, 1 queen bed, 1 bathroom
5–10 Sept
4.96 out of 5 average rating, 123 reviews
Home in Stockbridge
Light-filled Carpenter's Cottage
1 bedroom, 1 bed, 1 bathroom
22–27 Aug
Guest favourite
Flat in Lenox
Cute, Cozy and Comfortable apartment
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.91 out of 5 average rating, 88 reviews
Top guest favourite
Guest house in West Stockbridge
Guest House 15 mins to Tanglewood
2 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Stockbridge
Relaxing Berkshire Retreat with Lake Access
3 bedrooms, 4 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Room in Great Barrington
Cozy & Convenient
1 queen bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Room in Lenox
Heart of the Shire! ~ Private room w/shared bath
1 double bed, 1 bathroom
2–7 Aug
4.97 out of 5 average rating, 63 reviews