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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
19–24 Jul
4.95 out of 5 average rating, 149 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
Home in West Stockbridge
The Filomena: Historical charm + modern design
5 bedrooms, 6 beds
2–8 Aug
4.96 out of 5 average rating, 52 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
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
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
Home in West Stockbridge
Quiet, 3 Bedroom, one Story Home on 17 acres.
3 bedrooms, 3 beds
8–15 Aug
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
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
Top guest favourite
Cabin in West Stockbridge
Cozy, two-bedroom cabin in a wooded glen
2 bedrooms, 2 queen beds
31 Oct – 5 Nov
4.98 out of 5 average rating, 137 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
Home in West Stockbridge
West Stockbridge MA gem, in town and facing lake
2 bedrooms, 2 queen beds
17–23 Jul
4.95 out of 5 average rating, 40 reviews
Top guest favourite
Home in Great Barrington
The Yellow Victorian With Chefs Kitchen
3 bedrooms, 4 beds
25–30 Aug
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Home in West Stockbridge
Berkshires-Enjoy The Peak, private home
3 bedrooms, 3 beds
8–13 Sept
4.94 out of 5 average rating, 102 reviews
Top guest favourite
Home in Lee
Berkshire 4 season home
3 bedrooms, 3 queen beds
25–30 Oct
4.98 out of 5 average rating, 248 reviews
Guest favourite
Home in Lee
Spacious Central Berkshires Home for Groups
4 bedrooms, 5 beds
7–12 Sept
4.9 out of 5 average rating, 42 reviews
Top guest favourite
Cottage in Austerlitz
Harvey Mountain Lodge by State Forest
3 bedrooms, 5 beds
28 Aug – 2 Sept
4.95 out of 5 average rating, 120 reviews
Guest favourite
Home in Stockbridge
Stockbridge Cape Near Tanglewood!
4 bedrooms, 5 beds
7–12 Sept
4.93 out of 5 average rating, 45 reviews