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Search results; Over 1,000 homes in Canaan

Superhost
Serviced apartment in Canaan
Comfy - Country Family Home- Affordable
1 bedroom, 2 beds, 1 private bathroom
30 Aug – 4 Sept
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4.83 out of 5 average rating, 113 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, 9 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, 38 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
8–13 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
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, 189 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
9–14 Sept
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
23–28 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
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
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
1–6 Aug
Top guest favourite
Barn in East Chatham
The Loft @ Sweet Pea Farms
5.0 out of 5 average rating, 48 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
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
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
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
4.93 out of 5 average rating, 168 reviews, 1 bed, 1 bathroom
9–14 Aug