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Search results; Over 1,000 homes in Richmond

Guest favourite
Guest suite in Richmond
Berkshires/Pet Friendly/Tanglewood/Private Ranch
2 bedrooms, 3 beds, 1 private bathroom
30 Aug – 4 Sept
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4.94 out of 5 average rating, 203 reviews
Guest favourite
Home in Richmond
Bucolic Pet Friendly Oasis | 10 min to Tanglewood
4.97 out of 5 average rating, 29 reviews, 4 bedrooms, 4 beds, 2 bathrooms
3–9 Aug
Guest favourite
Bed and breakfast in Lenox
Single Room Tanglewood/Kripalu private bath
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Guest suite in Richmond
Berkshire Mountain Retreat
4.96 out of 5 average rating, 48 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Sept
Top guest favourite
Place to stay in Canaan
Serene Berkshire Room with breakfast
4.94 out of 5 average rating, 104 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Home in Richmond
Richmond Pond All Season Retreat
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Guest favourite
Guest house in Canaan
Airy cottage with meadow views in The Berkshires
4.93 out of 5 average rating, 209 reviews, 1 bedroom, 3 beds, 1 bathroom
8–13 Sept
Top guest favourite
Guest suite in Lenox
T’Other House
4.97 out of 5 average rating, 240 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Home in Richmond
Escape to The Berkshires w/Pool by Evergreen Home
4.97 out of 5 average rating, 35 reviews, 4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Lenox
Cozy Home in Lenox
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Home in Canaan
Relax and Rejuvenate at Fox Hollow Cottage
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Guest favourite
Farm stay in New Lebanon
NEW RENO - Chalet-style farm loft near Tanglewood
4.91 out of 5 average rating, 70 reviews, 1 bedroom, 3 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Richmond
Berkshire Designer Cottage
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Oct
Guest favourite
Home in Richmond
Classic New England Home with a Swimming Pool
4.93 out of 5 average rating, 14 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Guest suite in Stockbridge
Private Stockbridge Getaway
4.97 out of 5 average rating, 69 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
Flat in Lenox
1BR Apt, private entry, kitchenette & fridge
New place to stay, 1 bedroom, 4 beds, 1 bathroom
2–7 Aug
Guest favourite
Flat in Lenox
Station House 1E Private Room & Bath
4.87 out of 5 average rating, 212 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
4.99 out of 5 average rating, 321 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Sept
Guest favourite
Home in Pittsfield
Friendly Hills | Passive Home • EV Charger
4.89 out of 5 average rating, 38 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept