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Search results; Over 1,000 homes in Cheshire

Superhost
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
Townhouse in Cheshire
4 Bedrooms first floor home.
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
12–17 Jul
Top guest favourite
Home in Cheshire
Berkshires Lakefront Retreat by Evergreen Home
4.96 out of 5 average rating, 55 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Jul
Guest favourite
Place to stay in Cheshire
#1 Large room and bathroom in beautiful old house
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Guest favourite
Cabin in Cheshire
Private Paradise in the Berkshires
4.9 out of 5 average rating, 174 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Jul
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
4.85 out of 5 average rating, 296 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
Guest favourite
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
4.81 out of 5 average rating, 93 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cabin in Florida
The Greylock Cabin
4.99 out of 5 average rating, 72 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Barn in Florida
The Red Barn- close to ski mountains & museums
4.95 out of 5 average rating, 88 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
Guest favourite
Home in Adams
Greylock View Cottage
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Superhost
Apartment in Adams
Downtown Adams Vintage Getaway
4.74 out of 5 average rating, 62 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Cottage in Hinsdale
Cozy Cottage in the Berkshires
4.99 out of 5 average rating, 166 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
Guest favourite
Cabin in Windsor
Stone cabin in the Berkshires
4.88 out of 5 average rating, 24 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Guest favourite
Cottage in Lanesborough
Stone School Cottage
4.93 out of 5 average rating, 258 reviews, 2 bedrooms, 4 beds, 1 bathroom
12–17 Jul
Guest favourite
Guest suite in Adams
Quaint Suite in Center of Adams
4.86 out of 5 average rating, 123 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Guest favourite
Cabin in Hinsdale
Relaxing Berkshire cabin on Lake Ashmere
4.96 out of 5 average rating, 46 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Top guest favourite
Home in Adams
Mount Greylock View Retreat,3 bedroom,2 1/2 bath.
4.94 out of 5 average rating, 79 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
27 Jul – 1 Aug
Guest favourite
Home in Cheshire
Large Secluded Berkshire Home
4.81 out of 5 average rating, 162 reviews, 3 bedrooms, 5 beds, 2 bathrooms
25–30 Jul
Home in Plainfield
Berkshire Forest Getaway
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
8–13 Sept