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Search results; Over 1,000 homes in Canaan

Superhost
Serviced apartment in Canaan
Comfy - Country Family Home- Affordable
1 bedroom, 2 beds, 1 private bathroom
30 Aug – 4 Sept
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4.83 out of 5 average rating, 113 reviews
Top guest favourite
Home in Canaan
Secluded Mountain and Lake View in Canaan, NY
3 bedrooms, 3 beds
8–13 Sept
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
2–7 Aug
4.89 out of 5 average rating, 19 reviews
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 9 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, 189 reviews
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
3 bedrooms, 3 beds
22–27 Aug
4.97 out of 5 average rating, 60 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
Guest favourite
Home in Canaan
The Little Yellow Door
5 bedrooms, 5 beds
23–28 Aug
4.96 out of 5 average rating, 48 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
Top guest favourite
Guest house in Canaan
New-Modern Guesthouse
2 bedrooms, 3 beds
1–6 Nov
5.0 out of 5 average rating, 33 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
Top guest favourite
Home in Canaan
NEW! Berkshires Farmhouse w/ Firepit & Wood Stove
3 bedrooms, 5 beds
27 Aug – 1 Sept
4.99 out of 5 average rating, 116 reviews
Top guest favourite
Flat in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
1 bedroom, 2 beds
5–10 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Cabin in Spencertown
Wake Up in the Woods, A Summer Reset Upstate
3 bedrooms, 4 beds
23–28 Aug
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Cottage in New Lebanon
The Writer's Cottage
2 bedrooms, 2 beds
5–10 Sept
4.94 out of 5 average rating, 214 reviews
Guest favourite
Serviced apartment in Chatham
Private Penthouse Apt in Historic Landmark 3-BR
3 bedrooms, 3 beds
23–28 Aug
4.97 out of 5 average rating, 60 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
Guest favourite
Cottage in Canaan
Berkshires Lake House Private Dock Kayaks Sleeps 6
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds
26–31 Aug
5.0 out of 5 average rating, 18 reviews