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Search results; Over 1,000 homes in Richmond

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Guest favourite
Home in Richmond
Minutes to Tanglewood with Massive Backyard
5 bedrooms, 7 beds, 2.5 private bathrooms
7–12 Sept
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4.92 out of 5 average rating, 39 reviews
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Top guest favourite
Guest suite in Richmond
Berkshires/Pet Friendly/Tanglewood/Private Ranch
2 bedrooms, 3 queen beds, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 207 reviews
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Home in Richmond
Bucolic Pet Friendly Oasis | 10 min to Tanglewood
4 bedrooms, 4 beds, 2 bathrooms
7–13 Sept
4.97 out of 5 average rating, 31 reviews
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Guest favourite
Home in Richmond
Classic New England Home with a Swimming Pool
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Sept
4.94 out of 5 average rating, 17 reviews
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Guest favourite
Home in Richmond
Berkshires Chalet Mins to Tanglewood/Lenox
4 bedrooms, 7 beds, 3 bathrooms
19–24 Sept
4.83 out of 5 average rating, 6 reviews
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Top guest favourite
Guest suite in Richmond
Berkshire Mountain Retreat
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 50 reviews
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Rooms in Pittsfield
Equestrian retreat
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 205 reviews
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Guest favourite
Home in Richmond
Richmond Pond All Season Retreat
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in West Stockbridge
Secluded Chic Mountain Chalet near Tanglewood
3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 58 reviews
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Top guest favourite
Home in West Stockbridge
Berkshires-Enjoy The Peak, private home
3 bedrooms, 3 beds, 2.5 bathrooms
30 Oct – 4 Nov
4.95 out of 5 average rating, 110 reviews
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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
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Guest favourite
Cottage in Pittsfield
Charming lakeview cottage w/ kayaks, Richmond Pond
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.82 out of 5 average rating, 57 reviews
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Guest favourite
Cottage in West Stockbridge
Historic 1810 Farmhouse - Fully Renovated
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.95 out of 5 average rating, 154 reviews
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Top guest favourite
Home in Pittsfield
Modern, Renovated Lakefront Escape
4 bedrooms, 6 beds, 3 bathrooms
28 Sept – 3 Oct
4.95 out of 5 average rating, 42 reviews
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Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
3 bedrooms, 3 beds, 3 bathrooms
8–13 Sept
4.97 out of 5 average rating, 63 reviews
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Guest favourite
Home in Richmond
Berkshire Designer Cottage
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Richmond
Sunshine Cottage
1 bedroom, 1 queen bed, 1 bathroom
1–6 Jan
4.94 out of 5 average rating, 32 reviews
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Top guest favourite
Flat in Lenox
Historical Housatonic Street Building
2 bedrooms, 1 king bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 30 reviews
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Guest favourite
Bed and breakfast in Lenox
Single Room Tanglewood/Kripalu private bath
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 13 reviews