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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
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
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 house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
4–9 Jul
5.0 out of 5 average rating, 4 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, 186 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
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 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
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
Top guest favourite
Flat in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 30 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
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, 111 reviews
Home in Hudson
Peace, Love, & Nature *Pet Friendly *
2 bedrooms, 2 beds, 2 bathrooms
19–24 Jul
New place to stay
Top guest favourite
Guest house in Chatham
Tranquil Guest House, Chatham NY
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.94 out of 5 average rating, 51 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
Top guest favourite
Tiny home in Chatham
Boutique TINY home+private HOT TUB-walk to Main St
1 bedroom, 1 queen bed, 1 bathroom
15–20 Jul
4.99 out of 5 average rating, 360 reviews