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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
30 Aug – 4 Sept
,
4.86 out of 5 average rating, 227 reviews
Guest favourite
Townhouse in Cheshire
4 Bedrooms first floor home.
4 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Cheshire
Berkshires Lakefront Retreat by Evergreen Home
4 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
4.96 out of 5 average rating, 57 reviews
Guest favourite
Cabin in Cheshire
Private Paradise in the Berkshires
1 bedroom, 1 bed, 1 bathroom
26–31 Aug
4.9 out of 5 average rating, 174 reviews
Guest suite in Cheshire
Respite in the 'Shire
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
4.85 out of 5 average rating, 297 reviews
Guest favourite
Home in Cheshire
Large Secluded Berkshire Home
3 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
4.81 out of 5 average rating, 162 reviews
Superhost
Flat in Adams
Apartment on the Bike Trail, in the heart of Adams
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
4.53 out of 5 average rating, 75 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
9–14 Aug
4.81 out of 5 average rating, 95 reviews
Guest favourite
Home in Cheshire
Cheshire Cove | Waterfront • Kayak • Firepit
2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
4.85 out of 5 average rating, 26 reviews
Guest favourite
Cabin in New Ashford
Rustic Cabin with Wood Fireplace
3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 22 reviews
Guest favourite
Cottage in Lanesborough
Lakefront Cottage w/ Dock & Kayaks
2 bedrooms, 6 beds, 1 bathroom
8–13 Sept
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Home in Pownal
Cozy Vermont mini-house
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 296 reviews
Guest favourite
Cabin in Windsor
Stone cabin in the Berkshires
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.88 out of 5 average rating, 25 reviews
Guest favourite
Cabin in Hinsdale
Relaxing Berkshire cabin on Lake Ashmere
2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
4.96 out of 5 average rating, 47 reviews
Guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Guest house in North Adams
Netherwood - North Adams Guest House with Views
3 bedrooms, 3 king beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 328 reviews
Top guest favourite
Home in North Adams
Bernie's & Betty's
3 bedrooms, 4 beds, 1.5 bathrooms
28 Oct – 2 Nov
4.97 out of 5 average rating, 189 reviews
Guest favourite
Home in Petersburgh
Beautiful Rustic A-Frame
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 9 reviews