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Search results; Over 1,000 homes in Cheshire

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Home in Cheshire
19th c. Barn in The Berkshires
3 bedrooms, 6 beds, 2 private bathrooms
12–17 Jul
,
4.86 out of 5 average rating, 226 reviews
Flat in Cheshire
4 Bedrooms first floor home.
4 bedrooms, 6 beds
1–6 Jul
Place to stay in Cheshire
#1 Large room and bathroom in beautiful old house
1 bedroom, 1 queen bed
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cabin in Cheshire
Private Paradise in the Berkshires
1 bedroom, 1 bed
7–12 Jul
4.9 out of 5 average rating, 172 reviews
Top guest favourite
Home in Pownal
Cozy Home in Pownal VT
2 bedrooms, 3 beds
17–22 Aug
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Cottage in Hinsdale
Cozy Cottage in the Berkshires
2 bedrooms, 3 beds
8–13 Sept
4.99 out of 5 average rating, 164 reviews
Guest favourite
Flat in Williamstown
COLD SPRING
2 bedrooms, 2 queen beds
26–31 Jul
4.94 out of 5 average rating, 352 reviews
Top guest favourite
Barn in Florida
The Red Barn- close to ski mountains & museums
1 bedroom, 2 beds
14–19 Jul
4.95 out of 5 average rating, 82 reviews
Top guest favourite
Flat in North Adams
The MoCA-Cabana: 2 bd + Sauna
2 bedrooms, 3 beds
23–28 Aug
4.99 out of 5 average rating, 116 reviews
Top guest favourite
Guest suite in Williamstown
Berkshire Guest Suite
1 bedroom, 1 queen bed
10–15 Aug
4.96 out of 5 average rating, 261 reviews
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds
9–14 Dec
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Cabin in Chester
The Farmstead Cabin
1 bedroom, 3 beds
23–28 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest house in Cummington
Cozy Hilltown Cottage
1 bedroom, 2 beds
9–14 Aug
5.0 out of 5 average rating, 201 reviews
Top guest favourite
Home in Cummington
Camp Emerson
2 bedrooms, 2 queen beds
5–10 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Williamstown
Brookside Cottage
1 bedroom, 1 bed
12–17 Jul
4.96 out of 5 average rating, 218 reviews
Guest favourite
Cottage in Hinsdale
Lake Escape in the Berkshires
1 bedroom, 2 beds
7–12 Sept
4.93 out of 5 average rating, 42 reviews
Guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
1 bed
12–17 Jul
4.93 out of 5 average rating, 43 reviews
Top guest favourite
Flat in North Adams
Charming Art Filled Apartment
3 bedrooms, 3 queen beds
6–11 Jul
4.97 out of 5 average rating, 178 reviews
Top guest favourite
Tiny home in Wilmington
Beautiful Timber Frame Retreat
1 bedroom, 1 bed
14–19 Aug
4.99 out of 5 average rating, 378 reviews