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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
27 Sept – 2 Oct
,
4.85 out of 5 average rating, 229 reviews
Guest favourite
Home in Lanesborough
Cozy Cottage in Berkshires: Minutes to Jiminy Peak
4 bedrooms, 5 beds, 1.5 bathrooms
15–20 Sept
4.97 out of 5 average rating, 79 reviews
Guest favourite
Home in Cheshire
6BR Renewed Historic Berkshire Gem • Hot Tub, Pool
6 bedrooms, 8 beds, 3 bathrooms
5–10 Oct
5.0 out of 5 average rating, 18 reviews
Townhouse in Cheshire
4 Bedrooms first floor home.
4 bedrooms, 4 beds, 1.5 bathrooms
18–23 Sept
4.7 out of 5 average rating, 10 reviews
Top guest favourite
Home in Adams
Beautiful Victorian. The heart of the Berkshires.
5 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
4.91 out of 5 average rating, 149 reviews
Guest favourite
Flat in Adams
Downtown Studio in Adams
1 bed, 1 bathroom
21–26 Sept
4.87 out of 5 average rating, 83 reviews
Guest favourite
Room in Cheshire
#1 Large room and bathroom in beautiful old house
1 queen bed, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 43 reviews
Superhost
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.79 out of 5 average rating, 103 reviews
Superhost
Townhouse in Lanesborough
Luxurious Historic Farmhouse
5 bedrooms, 10 beds, 2.5 bathrooms
21–26 Sept
4.9 out of 5 average rating, 10 reviews
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 bathrooms
31 Oct – 5 Nov
4.85 out of 5 average rating, 300 reviews
Guest favourite
Cottage in Lanesborough
Stone School Cottage
2 bedrooms, 4 beds, 1 bathroom
14–19 Sept
4.93 out of 5 average rating, 264 reviews
Guest favourite
Home in Cheshire
Large Secluded Berkshire Home
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.81 out of 5 average rating, 166 reviews
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds, 1 bathroom
5–10 Mar
4.96 out of 5 average rating, 57 reviews
Guest favourite
Room in Cheshire
#2 Large bedroom and bath in beautiful old house.
1 queen bed, 1 bathroom
30 Oct – 6 Nov
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Dalton
Willowbrook: A Sun Filled, Mid-century Modern Home
7 bedrooms, 8 beds, 4.5 bathrooms
20–25 Sept
4.78 out of 5 average rating, 113 reviews
Guest favourite
Home in Cheshire
Cheshire Cove | Waterfront • Kayak • Firepit
2 bedrooms, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.88 out of 5 average rating, 33 reviews