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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, 1.5 bathrooms
4–9 Jul
Place to stay in Cheshire
#1 Large room and bathroom in beautiful old house
1 bedroom, 1 queen bed, 1 bathroom
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, 1 bathroom
7–12 Jul
4.9 out of 5 average rating, 172 reviews
Guest favourite
Home in Cheshire
Large Secluded Berkshire Home
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
4.81 out of 5 average rating, 160 reviews
Place to stay in Cheshire
#2 Large bedroom and bath in beautiful old house.
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 4 Sept
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
4.95 out of 5 average rating, 213 reviews
Guest favourite
Guest suite in Adams
Quaint Suite in Center of Adams
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.87 out of 5 average rating, 121 reviews
Top guest favourite
Home in Pownal
Cozy Vermont mini-house
1 bedroom, 1 queen bed, 1 bathroom
3–8 Jul
4.98 out of 5 average rating, 291 reviews
Top guest favourite
Cabin in Pownal
La Finca - Cozy A-Frame with Lofts & Views
2 bedrooms, 4 beds, 1 bathroom
25–30 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Adams
Greylock View Cottage
1 bedroom, 2 beds, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest suite in Dalton
Berkshires getaway: nature, culture & relaxation
1 bed, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 74 reviews
Guest favourite
Home in Charlemont
Charlemont Chalet - A 15 Acre Private Retreat
4 bedrooms, 5 beds, 3.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cottage in Hinsdale
Cozy Cottage in the Berkshires
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 164 reviews
Top guest favourite
Home in Pownal
Cozy Home in Pownal VT
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Barn in Florida
The Red Barn- close to ski mountains & museums
1 bedroom, 2 beds, 1 bathroom
3–8 Jul
4.95 out of 5 average rating, 83 reviews
Guest favourite
Flat in Williamstown
COLD SPRING
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Jul
4.94 out of 5 average rating, 352 reviews
Top guest favourite
Home in Williamstown
Bridy's View
3 bedrooms, 5 beds, 2.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Guest suite in Williamstown
Berkshire Guest Suite
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.96 out of 5 average rating, 261 reviews