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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, 182 reviews
Top guest favourite
Place to stay in Canaan
Serene Berkshire Room with breakfast
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 104 reviews
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 9 reviews
Guest favourite
Rooms in Canaan
EnSuite: 2 Bedrms/Private Bathrm/breakfast
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Home in Canaan
Secluded Mountain and Lake View in Canaan, NY
3 bedrooms, 3 beds, 3.5 bathrooms
8–13 Sept
4.95 out of 5 average rating, 38 reviews
Guest favourite
Home in Canaan
The Little Yellow Door
5 bedrooms, 5 beds, 3 bathrooms
7–12 Aug
4.96 out of 5 average rating, 48 reviews
Guest favourite
Guest suite in East Chatham
Private guest suite without the high price.
1 bedroom, 1 king bed, 1 bathroom
2–7 Aug
4.86 out of 5 average rating, 170 reviews
Top guest favourite
Flat in East Chatham
Bennett Abode
1 bedroom, 1 double bed, 1.5 bathrooms
26–31 Jul
4.96 out of 5 average rating, 175 reviews
Guest favourite
Chalet in Canaan
Sunset Ridge Chalet•Berkshires• Queechy Lake•HRV
2 bedrooms, 2 queen beds, 3 bathrooms
22–27 Jul
4.89 out of 5 average rating, 19 reviews
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Flat in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
1 bedroom, 2 beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Cottage in Canaan
Private Berkshire Cottage with Queechy Lake Views
3 bedrooms, 4 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Flat in New Lebanon
Loft Space above Brewery
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 30 reviews
Home in New Lebanon
Spring Hill Cottage in New Lebanon
2 bedrooms, 3 beds, 1.5 bathrooms
21–26 Jul
New place to stay
Top guest favourite
Cottage in New Lebanon
The Writer's Cottage
2 bedrooms, 2 beds, 1 bathroom
5–10 Sept
4.94 out of 5 average rating, 214 reviews
Home in Lenox
7 Minute Walk to Tanglewood from New 2BR Home
2 bedrooms, 2 queen beds, 1.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Canaan
Crossings Cottage
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 90 reviews
Top guest favourite
Home in East Chatham
Secluded Chatham Oasis-Hot Tub+Treehouse+Pets
3 bedrooms, 4 beds, 2.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 189 reviews