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Search results; Over 1,000 homes in Canaan

Top guest favourite
Cabin in Canaan
Secret Mountain Cabin/Catskills Views/100-Acres
1 bedroom, 1 bed, 1 private bathroom
27 Sept – 2 Oct
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4.96 out of 5 average rating, 47 reviews
Top guest favourite
Barn in Canaan
The Cobble Barn | Fireplace • A/C • Screened Porch
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 10 reviews
Home in Canaan
Restored Berkshires Farmhouse w/ Guest House
4 bedrooms, 4 beds, 3.5 bathrooms
14–19 Sept
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Cabin in Canaan
Unique, Rustic, and Beautiful
4 bedrooms, 5 beds, 2 bathrooms
10–15 Sept
4.87 out of 5 average rating, 67 reviews
Home in Canaan
Peaceful Hillside Cottage
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Cottage in Canaan
Historic Schoolhouse • Garden Retreat
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 59 reviews
Top guest favourite
Home in Canaan
Cozy Canaan Home near Lime Rock, Newly Renovated
4 bedrooms, 5 beds, 2 bathrooms
10–15 Sept
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Flat in Canaan
West Main
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 182 reviews
Guest favourite
Cottage in Canaan
Cozy Little Cottage
3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
4.84 out of 5 average rating, 201 reviews
Top guest favourite
Home in Canaan
Luxury/pool/private Villa Mariana Blackberry River
4 bedrooms, 6 beds, 3.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Torrington
Enjoy the NW Hills, then relax by the river…
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 23 reviews
Guest favourite
Tent in Canaan
glamping tent in hidden pasture
3 beds, WC
10–15 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Cornwall
Mountain View Getaway
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Canaan
Private rooms and full bath in a Historic Home
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 45 reviews
Guest favourite
Home in Canaan
Spacious house located near many attractions!
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Salisbury
Lake Country Farmhouse
4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Sept
4.93 out of 5 average rating, 84 reviews
Top guest favourite
Cottage in Canaan
The Cottage at Great Falls Luxury Getaway.
2 bedrooms, 2 beds, 1 bathroom
29 Sept – 4 Oct
4.98 out of 5 average rating, 122 reviews
Guest favourite
Home in Salisbury
Newly renovated charming home with chefs kitchen
3 bedrooms, 5 beds, 1.5 bathrooms
11–16 Sept
4.9 out of 5 average rating, 103 reviews
Top guest favourite
Home in Canaan
Summer under the Stars
3 bedrooms, 6 beds, 2.5 bathrooms
11–16 Sept
4.97 out of 5 average rating, 35 reviews