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Search results; Over 1,000 homes in Richmond

Top 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, 204 reviews
Top guest favourite
Guest suite in Richmond
Berkshire Mountain Retreat
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 48 reviews
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, 5 reviews
Home in Richmond
Berkshires Chalet Mins to Tanglewood/Lenox
4 bedrooms, 7 beds, 3 bathrooms
11–16 Aug
4.75 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Lenox
Main Street Delight One Bedroom Apartment
1 bedroom, 1 queen bed, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 90 reviews
Guest favourite
Home in Richmond
Bucolic Pet Friendly Oasis | 10 min to Tanglewood
4 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
1 king bed, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 212 reviews
Guest favourite
Home in Richmond
Classic New England Home with a Swimming Pool
4 bedrooms, 5 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.93 out of 5 average rating, 15 reviews
Guest favourite
Home in Richmond
Escape to The Berkshires w/Pool by Evergreen Home
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 35 reviews
Guest favourite
Flat in Lenox
Cute, Cozy and Comfortable apartment
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.91 out of 5 average rating, 90 reviews
Top guest favourite
Home in Canaan
Crossings Cottage
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 90 reviews
Guest favourite
Home in Richmond
Berkshire Designer Cottage
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in West Stockbridge
Guest House 15 mins to Tanglewood
2 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom, 1 bed, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 322 reviews
Guest favourite
Guest house in Canaan
Airy cottage with meadow views in The Berkshires
1 bedroom, 3 beds, 1 bathroom
8–13 Sept
4.93 out of 5 average rating, 211 reviews
Top guest favourite
Place to stay in Canaan
Serene Berkshire Room with breakfast
1 bedroom, 1 queen bed, 1 bathroom
13–18 Aug
4.94 out of 5 average rating, 104 reviews
Top guest favourite
Flat in Great Barrington
King Bed | Patio | 2m to Ski Resort
1 king bed, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 173 reviews
Top guest favourite
Flat in New Lebanon
Airy apartment at the old boarding house
2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
4.97 out of 5 average rating, 119 reviews
Top guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 31 reviews