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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
Guest favourite
Home in West Stockbridge
Exceptional Stockbridge Retreat
3 bedrooms, 4 beds
10–15 Jul
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Guest house in West Stockbridge
Guest House 15 mins to Tanglewood
2 beds
7–12 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in West Stockbridge
Pixley Forest | 15 Mins To Tanglewood • Fireplace
4 bedrooms, 6 beds
24–29 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in West Stockbridge
Secluded Chic Mountain Chalet near Tanglewood
3 bedrooms, 3 beds
19–24 Jul
4.93 out of 5 average rating, 55 reviews
Guest favourite
Home in West Stockbridge
Modern Log Cabin w/Pool & Views By Evergreen Home
4 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Room in West Stockbridge
Standard Suite with a Patio at Shaker Mill Inn
3 beds
23–28 Jul
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Cottage in West Stockbridge
Historic 1810 Farmhouse - Fully Renovated
3 bedrooms, 4 beds
19–24 Jul
4.95 out of 5 average rating, 150 reviews
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds
12–17 Jul
4.96 out of 5 average rating, 165 reviews
Guest favourite
Room in West Stockbridge
Standard Suite at Shaker Mill Inn
2 queen beds
19–24 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed
7–12 Sept
4.93 out of 5 average rating, 342 reviews
Guest favourite
Home in West Stockbridge
West Stockbridge MA gem, in town and facing lake
2 bedrooms, 2 queen beds
23–29 Jul
4.95 out of 5 average rating, 40 reviews
Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds
5–10 Jul
4.97 out of 5 average rating, 187 reviews
Superhost
Room in West Stockbridge
Deluxe Suite with a Patio Pets allowed
2 beds
8–13 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom, 1 bed
23–28 Aug
4.99 out of 5 average rating, 310 reviews
Guest favourite
Cabin in West Stockbridge
Serene rustic mountain cabin in the Berkshires!
1 bedroom, 2 beds
30 Aug – 4 Sept
4.88 out of 5 average rating, 17 reviews
Superhost
Room in West Stockbridge
Deluxe Suite with a Balcony Pets allowed
1 queen bed
24–29 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Rooms in Pittsfield
Equestrian retreat
2 bedrooms, 2 queen beds
23–28 Aug
4.96 out of 5 average rating, 197 reviews