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Search results; Over 1,000 homes in Stockbridge

Top guest favourite
Flat in Stockbridge
Historic,Famous,Iconic, Unforgettable Berks Escape
1 bedroom, 1 bed, 1 private bathroom
5–10 Sept
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4.96 out of 5 average rating, 123 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, 52 reviews
Guest favourite
Flat in Stockbridge
Stockbridge private apartment
1 bedroom, 2 beds
6–11 Sept
4.93 out of 5 average rating, 95 reviews
Top guest favourite
Home in Lee
GreenHouse
2 bedrooms, 2 beds
24–29 Oct
4.99 out of 5 average rating, 134 reviews
Home in Stockbridge
Light Filled - Modern Rustic Home
4 bedrooms, 5 beds
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Stockbridge
Lakeshore cabin with beach and dock
3 bedrooms, 5 beds
3–8 Sept
4.98 out of 5 average rating, 64 reviews
Flat in Stockbridge
Quaint & cozy loft
1 bedroom, 1 queen bed
4–9 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Stockbridge
Stockbridge Cape Near Tanglewood!
4 bedrooms, 5 beds
23–28 Aug
4.94 out of 5 average rating, 47 reviews
Guest favourite
Cabin in Stockbridge
Hip Stockbridge Cabin - A stroll to the lake
3 bedrooms, 5 beds
30 Aug – 4 Sept
4.89 out of 5 average rating, 248 reviews
Home in Lenox
7 Minute Walk to Tanglewood from New 2BR Home
2 bedrooms, 2 queen beds
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Great Barrington
Berkshires Black Abbey
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 39 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, 50 reviews
Home in Stockbridge
Stockbridge Home: Walk to Town Beach!
3 bedrooms, 4 beds
1–6 Sept
4.85 out of 5 average rating, 34 reviews
Flat in Stockbridge
Two bedrooms in Charming Berkshires Farmhouse
2 bedrooms, 2 beds
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Lenox
Home away from home: Minutes to Tanglewood.
3 bedrooms, 4 beds
28 Sept – 3 Oct
4.94 out of 5 average rating, 52 reviews
Guest favourite
Home in Richmond
Classic New England Home with a Swimming Pool
4 bedrooms, 5 beds
30 Aug – 4 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Stockbridge
Secluded Family Home in Serene Stockbridge Woods
3 bedrooms, 4 beds
24–31 Aug
4.99 out of 5 average rating, 80 reviews
Guest favourite
Home in Lee
Stylish Berkshires Retreat
2 bedrooms, 2 queen beds
22–27 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
2 bedrooms, 2 queen beds
13–18 Sept
4.95 out of 5 average rating, 185 reviews