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Search results; Over 1,000 homes in Stockbridge

Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 beds, 2.5 private bathrooms
25–30 Oct
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4.95 out of 5 average rating, 188 reviews
Guest favourite
Cabin in Stockbridge
Hip Stockbridge Cabin - A stroll to the lake
3 bedrooms, 5 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.89 out of 5 average rating, 251 reviews
Top guest favourite
Guest house in Stockbridge
Modern studio with views of the treetops
2 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 310 reviews
Top guest favourite
Place to stay in Stockbridge
Cozy room w/private bath–near Tanglewood/Kripalu
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.85 out of 5 average rating, 163 reviews
Top guest favourite
Home in Lenox
7 Minute Walk to Tanglewood from New 2BR Home
2 bedrooms, 2 queen beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Stockbridge
Historic,Famous,Iconic, Unforgettable Berks Escape
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
4.96 out of 5 average rating, 124 reviews
Guest favourite
Home in Stockbridge
Stockbridge Cape Near Tanglewood!
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 47 reviews
Guest favourite
Home in Stockbridge
Sun-filled, Charming Stockbridge Classic- In Town!
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 165 reviews
Top guest favourite
Flat in Stockbridge
Three bedroom duplex in Stockbridge on the river
3 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Home in Lee
GreenHouse
2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Oct
4.99 out of 5 average rating, 135 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed, 2 bathrooms
30 Oct – 4 Nov
4.93 out of 5 average rating, 351 reviews
Guest favourite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
2 beds, 3 bathrooms
30 Aug – 4 Sept
4.89 out of 5 average rating, 37 reviews
Guest favourite
Home in Stockbridge
Allen House Berkshires 7BR House with Pool
7 bedrooms, 9 beds, 6.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 6 reviews
Hotel room in Lee
Endless Family Fun: Pools, Arcade Room & Mini Golf
3 bedrooms, 2 bathrooms
23–28 Aug
4.68 out of 5 average rating, 28 reviews
Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 58 reviews
Top guest favourite
Cabin in Stockbridge
Lakeshore cabin with beach and dock
3 bedrooms, 5 beds, 2 bathrooms
3–8 Sept
4.98 out of 5 average rating, 64 reviews
Top guest favourite
Flat in Lenox
Main Street Delight One Bedroom Apartment
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 92 reviews
Guest favourite
Home in Stockbridge
Rabbit Run in the heart of Stockbridge Village
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.89 out of 5 average rating, 125 reviews
Flat in Stockbridge
Quaint & cozy loft
1 bedroom, 1 queen bed, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 4 reviews