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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, 202 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
3–9 Aug
4.96 out of 5 average rating, 28 reviews
Home in Lenox
7 Minute Walk to Tanglewood from New 2BR Home
2 bedrooms, 2 queen beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest suite in Richmond
Berkshire Mountain Retreat
1 bedroom, 2 beds, 1 bathroom
2–7 Sept
4.96 out of 5 average rating, 48 reviews
Top guest favourite
Place to stay in Canaan
Serene Berkshire Room with breakfast
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 104 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
Bed and breakfast in Lenox
Single Room Tanglewood/Kripalu private bath
1 bedroom, 1 bed, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 10 reviews
Home in Richmond
Richmond Pond All Season Retreat
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 4 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
Guest favourite
Home in Richmond
Classic New England Home with a Swimming Pool
4 bedrooms, 5 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Room in Lenox
Heart of the Shire! ~ Private room w/shared bath
1 double bed, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 63 reviews
Guest favourite
Home in Lenox
Cozy Home in Lenox
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 7 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, 209 reviews
Home in Canaan
Relax and Rejuvenate at Fox Hollow Cottage
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom, 1 bed, 1 bathroom
6–11 Sept
4.99 out of 5 average rating, 319 reviews
Top guest favourite
Guest suite in Lenox
T’Other House
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 237 reviews
Top guest favourite
Flat in Lee
Eliza Suite
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Guest suite in Stockbridge
Private Stockbridge Getaway
2 bedrooms, 2 queen beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 69 reviews