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Search results; Over 1,000 homes in West Stockbridge

Guest favourite
Home in West Stockbridge
1850's Berkshire farmhouse
5 bedrooms, 6 beds, 2 private bathrooms
19–24 Jul
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4.87 out of 5 average rating, 93 reviews
Top guest favourite
Guest house in West Stockbridge
Guest House 15 mins to Tanglewood
5.0 out of 5 average rating, 26 reviews, 2 beds, 1 bathroom
7–12 Sept
Top guest favourite
Home in West Stockbridge
Pixley Forest | 15 Mins To Tanglewood • Fireplace
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Cottage in West Stockbridge
Historic 1810 Farmhouse - Fully Renovated
4.95 out of 5 average rating, 149 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Guest favourite
Home in West Stockbridge
Exceptional Stockbridge Retreat
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Jul
Top guest favourite
Room in West Stockbridge
Standard Suite with a Patio at Shaker Mill Inn
5.0 out of 5 average rating, 10 reviews, 3 beds, 1 bathroom
23–28 Jul
Guest favourite
Home in West Stockbridge
Modern Log Cabin w/Pool & Views By Evergreen Home
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
13–18 Sept
Top guest favourite
Home in West Stockbridge
Secluded Chic Mountain Chalet near Tanglewood
4.93 out of 5 average rating, 54 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Superhost
Room in West Stockbridge
Deluxe Suite with a Patio Pets allowed
5.0 out of 5 average rating, 3 reviews, 2 beds, 1 bathroom
8–13 Jul
Superhost
Room in West Stockbridge
Suite with a Patio at Shaker Mill Inn Pets allowed
4.75 out of 5 average rating, 4 reviews, 3 beds, 1 bathroom
5–10 Jul
Home in West Stockbridge
Quiet, 3 Bedroom, one Story Home on 17 acres.
3 bedrooms, 3 beds, 2 bathrooms
8–15 Aug
Top guest favourite
Cottage in Great Barrington
Artist Cottage
4.93 out of 5 average rating, 342 reviews, 1 bedroom, 1 bed, 2 bathrooms
7–12 Sept
Superhost
Room in West Stockbridge
Deluxe Suite with a Balcony Pets allowed
5.0 out of 5 average rating, 6 reviews, 1 queen bed, 1 bathroom
24–29 Aug
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Cabin in West Stockbridge
Cozy, two-bedroom cabin in a wooded glen
4.98 out of 5 average rating, 136 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Oct – 5 Nov
Top guest favourite
Home in West Stockbridge
Berkshires-Enjoy The Peak, private home
4.94 out of 5 average rating, 102 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Sept
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
4.99 out of 5 average rating, 310 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Home in Lee
Berkshire 4 season home
4.98 out of 5 average rating, 248 reviews, 3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
Top guest favourite
Cottage in Austerlitz
Harvey Mountain Lodge by State Forest
4.95 out of 5 average rating, 120 reviews, 3 bedrooms, 5 beds, 3 bathrooms
28 Aug – 2 Sept