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Search results; Over 1,000 homes in Stockbridge

Descriptions are based on details hosts provide
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, 159 reviews
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds, 2.5 bathrooms
8–13 Sept
4.96 out of 5 average rating, 182 reviews
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 311 reviews
Room in Stockbridge
Iris Room bright with 4 windows :)
1 bed, 1 bathroom
24–29 Jul
4.33 out of 5 average rating, 43 reviews
Guest favourite
Flat in Stockbridge
Stockbridge private apartment
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 91 reviews
Guest favourite
Home in West Stockbridge
Near Tanglewood with a fire pit
3 bedrooms, 4 beds, 1.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 343 reviews
Guest favourite
Home in Stockbridge
2.6 acres, 2 miles from Tanglewood
4 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
4.93 out of 5 average rating, 45 reviews
Top guest favourite
Home in Lee
Guest cottage on a historic estate
2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Oct
4.99 out of 5 average rating, 132 reviews
Top guest favourite
Flat in Stockbridge
Riverfront duplex in the Berkshire Mountains
3 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Cottage in Stockbridge
Quiet 2 BR cottage in the heart of the Berkshires
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Guest house in Stockbridge
360-degree Berkshire views on 109 acres
4 bedrooms, 5 beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Stockbridge
Rabbit Run in the heart of Stockbridge Village
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.89 out of 5 average rating, 123 reviews
Guest favourite
Flat in Great Barrington
King Bed|ADA ROOM|2m Ski Resort
1 king bed, 1 bathroom
19–24 Jul
4.89 out of 5 average rating, 62 reviews
Guest favourite
Guest suite in Lenox
Walk to Tanglewood and Lenox restaurants
1 bedroom, 1 king bed, 1 bathroom
31 Jul – 5 Aug
5.0 out of 5 average rating, 21 reviews
Guest favourite
Cabin in Stockbridge
Hip Stockbridge Cabin - A stroll to the lake
3 bedrooms, 5 beds, 1.5 bathrooms
9–14 Aug
4.89 out of 5 average rating, 246 reviews
Guest favourite
Place to stay in Stockbridge
Farmhouse-simple room, walkable to Stockbridge
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.84 out of 5 average rating, 152 reviews
Top guest favourite
Home in Great Barrington
The Yellow Victorian With Chefs Kitchen
3 bedrooms, 4 beds, 3.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 55 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, 122 reviews