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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
Home in Canaan
Secluded Mountain and Lake View in Canaan, NY
3 bedrooms, 3 beds
28 Aug – 2 Sept
4.95 out of 5 average rating, 38 reviews
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Chalet in Canaan
Sunset Ridge Chalet•Berkshires• Queechy Lake•HRV
2 bedrooms, 2 queen beds
21–26 Jul
4.89 out of 5 average rating, 19 reviews
Top guest favourite
Cottage in Canaan
Private Berkshire Cottage with Queechy Lake Views
3 bedrooms, 4 beds
8–13 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
3 bedrooms, 3 beds
23–28 Aug
4.97 out of 5 average rating, 59 reviews
Guest favourite
Home in Canaan
The Little Yellow Door
5 bedrooms, 5 beds
20–25 Jul
4.96 out of 5 average rating, 47 reviews
Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds
23–28 Aug
4.97 out of 5 average rating, 188 reviews
Top guest favourite
Home in Canaan
NEW! Berkshires Farmhouse w/ Firepit & Wood Stove
3 bedrooms, 5 beds
25–30 Jul
4.99 out of 5 average rating, 116 reviews
Top guest favourite
Guest house in Canaan
New-Modern Guesthouse with Pool Access
2 bedrooms, 3 beds
3–8 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Place to stay in Canaan
Serene Berkshire Room with breakfast
1 bedroom, 1 queen bed
23–28 Aug
4.94 out of 5 average rating, 104 reviews
Guest favourite
Rooms in Canaan
EnSuite: 2 Bedrms/Private Bathrm/breakfast
2 bedrooms, 3 beds
24–29 Aug
4.98 out of 5 average rating, 41 reviews
Home in New Lebanon
Above the Clouds Mountain Retreat
3 bedrooms, 3 beds
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Canaan
Berkshire Lake House, gunite pool, Chef's Kitchen
7 bedrooms, 12 beds
14–19 Sept
4.99 out of 5 average rating, 101 reviews
Top guest favourite
Home in Canaan
Berkshire Queechy Lake Haven
2 bedrooms, 2 queen beds
8–13 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Cottage in Canaan
Berkshires Lake House Private Dock Kayaks Sleeps 6
3 bedrooms, 4 beds
19–24 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Room in North Chatham
Charming Eyebrow Colonial North Chatham, NY
1 king bed
9–14 Aug
4.97 out of 5 average rating, 604 reviews
Top guest favourite
Home in New Lebanon
The old sawmill from 1771
1 bedroom, 2 beds
1–6 Sept
4.99 out of 5 average rating, 382 reviews
Guest favourite
Cabin in East Nassau
The Kinderhook Cabin on the Kinderhook creek.
3 bedrooms, 4 beds
31 Aug – 5 Sept
4.94 out of 5 average rating, 51 reviews