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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
Cottage in West Stockbridge
Historic 1810 Farmhouse - Fully Renovated
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.95 out of 5 average rating, 149 reviews
Top guest favourite
Home in West Stockbridge
Pixley Forest | 15 Mins To Tanglewood • Fireplace
4 bedrooms, 6 beds, 2 bathrooms
16–21 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest house in West Stockbridge
Guest House 15 mins to Tanglewood
2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 25 reviews
Home in West Stockbridge
Quiet, 3 Bedroom, one Story Home on 17 acres.
3 bedrooms, 3 beds, 2 bathrooms
9–16 Jul
Guest favourite
Home in West Stockbridge
Exceptional Stockbridge Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in West Stockbridge
The Filomena: Historical charm + modern design
5 bedrooms, 6 beds, 4 bathrooms
2–8 Aug
4.96 out of 5 average rating, 52 reviews
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Room in West Stockbridge
Suite with a Patio at Shaker Mill Inn Pets allowed
3 beds, 1 bathroom
5–10 Jul
4.75 out of 5 average rating, 4 reviews
Top guest favourite
Home in West Stockbridge
Secluded Chic Mountain Chalet near Tanglewood
3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
4.93 out of 5 average rating, 54 reviews
Top guest favourite
Room in West Stockbridge
Standard Suite with a Patio at Shaker Mill Inn
3 beds, 1 bathroom
23–28 Jul
5.0 out of 5 average rating, 10 reviews
Superhost
Room in West Stockbridge
Deluxe Suite with a Patio Pets allowed
2 beds, 1 bathroom
8–13 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in West Stockbridge
Cozy, two-bedroom cabin in a wooded glen
2 bedrooms, 2 queen beds, 1 bathroom
31 Oct – 5 Nov
4.98 out of 5 average rating, 135 reviews
Superhost
Room in West Stockbridge
Deluxe Suite with a Balcony Pets allowed
1 queen bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Lee
Spacious Central Berkshires Home for Groups
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.9 out of 5 average rating, 42 reviews
Guest favourite
Home in Stockbridge
Stockbridge Cape Near Tanglewood!
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 45 reviews
Top guest favourite
Home in West Stockbridge
Berkshires-Enjoy The Peak, private home
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Sept
4.94 out of 5 average rating, 102 reviews
Top guest favourite
Flat in Lee
Eliza Suite
1 bedroom, 1 bed, 1 bathroom
5–10 Jul
4.96 out of 5 average rating, 24 reviews
Home in Austerlitz
Private Pool Retreat w/ Deck Near the Berkshires
6 bedrooms, 9 beds, 3.5 bathrooms
29 Aug – 3 Sept
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