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Search results; Over 1,000 homes in Stockbridge

Top guest favourite
Guest house in Stockbridge
Cottage with exquisite views
4 bedrooms, 5 beds, 4 private bathrooms
4–9 Sept
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4.96 out of 5 average rating, 23 reviews
Top guest favourite
Cabin in Stockbridge
Lakeshore cabin with beach and dock
3 bedrooms, 5 beds, 2 bathrooms
4–9 Sept
4.98 out of 5 average rating, 64 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, 124 reviews
Guest favourite
Home in Stockbridge
Your Stockbridge Getaway
5 bedrooms, 8 beds, 2.5 bathrooms
3–8 Sept
4.96 out of 5 average rating, 28 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
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
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
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
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
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
Just a min from Downtown Stockbridge on 11 Acres
4 bedrooms, 8 beds, 4 bathrooms
20–25 Sept
4.9 out of 5 average rating, 92 reviews
Guest favourite
Home in Stockbridge
Light-filled Carpenter's Cottage
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 37 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
Light Filled - Modern Rustic Home
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Stockbridge
Meadow's Edge - Modern Retreat w/ In Law Suite
4 bedrooms, 4 beds, 3.5 bathrooms
10–15 Sept
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 Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.9 out of 5 average rating, 10 reviews
Guest favourite
Cottage in Stockbridge
Stockbridge: Fall Foliage 3BR/2BA Cottage by Lake
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.86 out of 5 average rating, 21 reviews