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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
20–25 Sept
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4.91 out of 5 average rating, 174 reviews
Top guest favourite
Flat in Stockbridge
Historic,Famous,Iconic, Unforgettable Berks Escape
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 124 reviews
Top guest favourite
Home in Stockbridge
Stockbridge pied-à-terre
1 bedroom, 1 king bed, 1 bathroom
27 Oct – 1 Nov
4.95 out of 5 average rating, 43 reviews
Guest favourite
Home in Stockbridge
Light Filled - Modern Rustic Home
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds, 2.5 bathrooms
21–26 Oct
4.95 out of 5 average rating, 188 reviews
Top guest favourite
Home in Stockbridge
Relaxing Berkshire Retreat with Lake Access
3 bedrooms, 4 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Cabin in Stockbridge
Lakeshore cabin with beach and dock
3 bedrooms, 5 beds, 2 bathrooms
10–15 Sept
4.98 out of 5 average rating, 64 reviews
Guest favourite
Home in West Stockbridge
Beautiful And Private Home Centrally Located
4 bedrooms, 7 beds, 3.5 bathrooms
21–26 Sept
4.96 out of 5 average rating, 67 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, 60 reviews
Guest favourite
Home in Stockbridge
Sun-filled, Charming Stockbridge Classic- In Town!
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 167 reviews
Guest favourite
Cabin in Stockbridge
Hip Stockbridge Cabin - A stroll to the lake
3 bedrooms, 5 beds, 1.5 bathrooms
7–12 Sept
4.89 out of 5 average rating, 254 reviews
Guest favourite
Home in Stockbridge
Rabbit Run in the heart of Stockbridge Village
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.89 out of 5 average rating, 126 reviews
Home in Lenox
Lenox cottage 1 mile from town center 2 bed 2 bath
2 bedrooms, 2 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Stockbridge
Autumn in Stockbridge
3 bedrooms, 6 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Stockbridge
Secluded Family Home in Serene Stockbridge Woods
3 bedrooms, 4 beds, 2 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 86 reviews
Guest favourite
Home in Stockbridge
Stockbridge Landings | 3 Mins To Tanglewood
3 bedrooms, 5 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Stockbridge
Your Stockbridge Getaway
5 bedrooms, 8 beds, 2.5 bathrooms
5–10 Sept
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Stockbridge
Tranquil 3 BR Stockbridge House w/ Private Deck!
3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Sept
4.87 out of 5 average rating, 63 reviews
Top guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms, 2 beds, 1 bathroom
23–28 Oct
5.0 out of 5 average rating, 37 reviews