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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.
4 bedrooms, 4 beds, 1.5 bathrooms
8–13 Jul
5.0 out of 5 average rating, 4 reviews
Guest suite in Cheshire
Respite in the 'Shire
1 bedroom, 2 beds, 1 bathroom
13–18 Jul
New place to stay
Guest favourite
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, 6 reviews
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds, 1 bathroom
9–14 Dec
4.96 out of 5 average rating, 50 reviews
Guest favourite
Cabin in Cheshire
Private Paradise in the Berkshires
1 bedroom, 1 bed, 1 bathroom
9–14 Jul
4.9 out of 5 average rating, 174 reviews
Guest favourite
Home in Cheshire
Cheshire Cove | Waterfront • Kayak • Firepit
2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
4.82 out of 5 average rating, 22 reviews
Guest favourite
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
4.81 out of 5 average rating, 93 reviews
Top guest favourite
Home in Adams
Mount Greylock View Retreat,3 bedroom,2 1/2 bath.
3 bedrooms, 4 beds, 2.5 bathrooms
27 Jul – 1 Aug
4.94 out of 5 average rating, 79 reviews
Guest favourite
Cabin in Windsor
Stone cabin in the Berkshires
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.88 out of 5 average rating, 24 reviews
Top guest favourite
Home in Cheshire
Berkshires Lakefront Retreat by Evergreen Home
4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Jul
4.96 out of 5 average rating, 55 reviews
Top guest favourite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5 bedrooms, 9 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Adams
Downtown Studio in Adams
1 bed, 1 bathroom
2–7 Aug
4.87 out of 5 average rating, 75 reviews
Superhost
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
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Adams
Beautiful Victorian. The heart of the Berkshires.
5 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
4.9 out of 5 average rating, 146 reviews
Top guest favourite
Home in Dalton
Brooksong, the perfect Berkshires getaway
5 bedrooms, 7 beds, 2.5 bathrooms
9–14 Sept
4.93 out of 5 average rating, 207 reviews
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed, 1.5 bathrooms
2–7 Aug
4.98 out of 5 average rating, 81 reviews
Guest favourite
Cabin in New Ashford
Rustic Cabin with Wood Fireplace
3 bedrooms, 3 beds, 1 bathroom
16–21 Jul
4.95 out of 5 average rating, 22 reviews
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
4.85 out of 5 average rating, 296 reviews