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Search results; Over 1,000 homes in Canaan

Guest favourite
Home in Canaan
Berkshire Lakefront House with Amazing Views
3 bedrooms, 4 beds, 2 private bathrooms
9–14 Sept
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4.91 out of 5 average rating, 183 reviews
Top guest favourite
Place to stay in Canaan
Serene Berkshire Room with breakfast
4.94 out of 5 average rating, 104 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Canaan
Secluded Mountain and Lake View in Canaan, NY
4.95 out of 5 average rating, 39 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Sept
Guest favourite
Rooms in Canaan
EnSuite: 2 Bedrms/Private Bathrm/breakfast
4.98 out of 5 average rating, 41 reviews, 2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
Guest favourite
Chalet in Canaan
Sunset Ridge Chalet•Berkshires• Queechy Lake•HRV
4.89 out of 5 average rating, 19 reviews, 2 bedrooms, 2 beds, 3 bathrooms
2–7 Aug
Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
4.87 out of 5 average rating, 171 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Guest favourite
Earthen home in Canaan
Guest Eco Studio w/ Pool & Sauna on 100+ Acres
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Aug
Top guest favourite
Flat in East Chatham
Bennett Abode
4.96 out of 5 average rating, 175 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
2–7 Aug
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
4.97 out of 5 average rating, 60 reviews, 3 bedrooms, 3 beds, 3 bathrooms
22–27 Aug
Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
4.97 out of 5 average rating, 190 reviews, 3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Top guest favourite
Cottage in Canaan
Private Berkshire Cottage with Queechy Lake Views
4.97 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 1 bathroom
8–13 Sept
Top guest favourite
Guest suite in Lenox
High Above Cliffwood (Full Apartment)
5.0 out of 5 average rating, 23 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Aug
Top guest favourite
Flat in Lenox
Main Street Delight One Bedroom Apartment
4.98 out of 5 average rating, 90 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Oct
Guest favourite
Home in Canaan
The Little Yellow Door
4.96 out of 5 average rating, 48 reviews, 5 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Home in East Chatham
Charming house in historic hamlet
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
5–10 Aug
Guest favourite
Room in Old Chatham
Haddock Hill House
4.89 out of 5 average rating, 53 reviews, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Guest suite in Valatie
Guest Suite in Old Chatham Hunt Country
4.98 out of 5 average rating, 284 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Canaan
Berkshire Queechy Lake Haven
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept