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Search results; Over 1,000 homes in Canaan

Top guest favourite
Place to stay in Canaan
Serene Berkshire Room with breakfast
1 bedroom, 1 bed, 1 private bathroom
23–28 Aug
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4.94 out of 5 average rating, 103 reviews
Top guest favourite
Home in Canaan
Secluded Mountain and Lake View in Canaan, NY
3 bedrooms, 3 beds, 3.5 bathrooms
24–29 Aug
4.95 out of 5 average rating, 38 reviews
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug
4.96 out of 5 average rating, 57 reviews
Guest favourite
Chalet in Canaan
Sunset Ridge Chalet•Berkshires• Queechy Lake•HRV
2 bedrooms, 2 queen beds, 3 bathrooms
21–26 Jul
4.88 out of 5 average rating, 17 reviews
Guest favourite
Home in Canaan
The Little Yellow Door
5 bedrooms, 5 beds, 3 bathrooms
13–18 Jul
4.95 out of 5 average rating, 44 reviews
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cottage in Canaan
Berkshires Lake House Private Dock Kayaks Sleeps 6
3 bedrooms, 4 beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Canaan
Berkshire Lake House, gunite pool, Chef's Kitchen
7 bedrooms, 12 beds, 2.5 bathrooms
8–15 Sept
4.99 out of 5 average rating, 100 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
Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 187 reviews
Top guest favourite
Home in Canaan
Hiking Nearby! Hot Tub, Movie & Game Room!
3 bedrooms, 3 beds, 2 bathrooms
7–12 Jul
4.96 out of 5 average rating, 83 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
NEW! Berkshires Farmhouse w/ Firepit & Wood Stove
3 bedrooms, 5 beds, 2 bathrooms
25 Jul – 1 Aug
4.99 out of 5 average rating, 112 reviews
Top guest favourite
Guest house in Canaan
New-Modern! Guesthouse Getwaway
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 29 reviews
Superhost
Home in Canaan
Peaceful Berkshire Getaway (A/C, Lake Access)
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 74 reviews
Top guest favourite
Home in Canaan
Berkshire Queechy Lake Haven
2 bedrooms, 2 queen beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Farm stay in Canaan
1789 Shaker Farmhouse in Berkshires/Hudson Valley
6 bedrooms, 7 beds, 3 bathrooms
5–10 Jul
4.98 out of 5 average rating, 45 reviews
Guest favourite
Earthen home in Canaan
Secluded Retreat w/ Pool & Sauna on 100+ Acres
1 bedroom, 1 bed, 1 bathroom
23–28 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cabin in East Nassau
Summer Mountain Retreat + Views, Fire Pit, Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.98 out of 5 average rating, 96 reviews