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Search results; Over 1,000 homes in Canaan

Superhost
Home in Canaan
Peaceful Berkshire Getaway (A/C, Lake Access)
4 bedrooms, 4 beds, 2 private bathrooms
23–28 Aug
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4.96 out of 5 average rating, 75 reviews
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Canaan
Secluded Mountain and Lake View in Canaan, NY
3 bedrooms, 3 beds, 3.5 bathrooms
28 Aug – 2 Sept
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
4.89 out of 5 average rating, 19 reviews
Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.97 out of 5 average rating, 187 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
Guest favourite
Home in Canaan
The Little Yellow Door
5 bedrooms, 5 beds, 3 bathrooms
20–25 Jul
4.96 out of 5 average rating, 45 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
Top guest favourite
Home in Canaan
NEW! Berkshires Farmhouse w/ Firepit & Wood Stove
3 bedrooms, 5 beds, 2 bathrooms
25–30 Jul
4.99 out of 5 average rating, 113 reviews
Top guest favourite
Cabin in Spencertown
Wake Up in the Woods, A Summer Reset Upstate
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Aug
5.0 out of 5 average rating, 15 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
Guest house in Canaan
New-Modern! Guesthouse Getwaway
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Chatham
Writer's Retreat in the Woods
2 bedrooms, 2 queen beds, 2 bathrooms
11–16 Jul
5.0 out of 5 average rating, 37 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
12–17 Jul
4.98 out of 5 average rating, 46 reviews
Guest favourite
Cottage in Canaan
Berkshires Lake House Private Dock Kayaks Sleeps 6
3 bedrooms, 4 beds, 1.5 bathrooms
17–22 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in New Lebanon
The old sawmill from 1771
1 bedroom, 2 beds, 2 bathrooms
1–6 Sept
4.99 out of 5 average rating, 381 reviews