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Search results; Over 1,000 homes in Canaan

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Top guest favourite
Flat in Canaan
Private rooms and full bath in a Historic Home
1 bedroom, 1 bed, 1 private bathroom
19–24 Sept
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5.0 out of 5 average rating, 46 reviews
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Top guest favourite
Barn in Canaan
The Cobble Barn | Fireplace • A/C • Screened Porch
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 11 reviews
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Home in Canaan
Restored Berkshires Farmhouse w/ Guest House
4 bedrooms, 4 beds, 3.5 bathrooms
16–21 Sept
New place to stay
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Home in Canaan
Peaceful Hillside Cottage
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 3 reviews
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Superhost
Cabin in Canaan
Unique, Rustic, and Beautiful
4 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
4.87 out of 5 average rating, 67 reviews
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Guest favourite
Cottage in Canaan
Historic Schoolhouse • Garden Retreat
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.9 out of 5 average rating, 60 reviews
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Top guest favourite
Home in Canaan
Cozy Canaan Home near Lime Rock, Newly Renovated
4 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 52 reviews
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Top guest favourite
Cabin in Canaan
Secret Mountain Cabin/Catskills Views/100-Acres
1 bedroom, 1 double bed, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 50 reviews
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Top guest favourite
Flat in Canaan
West Main
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 182 reviews
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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, 203 reviews
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Top guest favourite
Home in Cornwall
Mountain View Getaway
3 bedrooms, 3 beds, 3 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Canaan
Luxury/pool/private Villa Mariana Blackberry River
4 bedrooms, 6 beds, 3.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 35 reviews
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Guest favourite
Tent in Canaan
glamping tent in hidden pasture
3 beds, WC
16–21 Sept
4.97 out of 5 average rating, 35 reviews
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Guest favourite
Home in Canaan
Spacious house located near many attractions!
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Home in Salisbury
Cleaveland
3 bedrooms, 3 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 24 reviews
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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, 123 reviews
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Guest favourite
Home in Sheffield
Bull Hill Bungalow
3 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
4.98 out of 5 average rating, 55 reviews
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Home in Canaan
Peaceful Music Mountain Rd Retreat | Pool & Views
5 bedrooms, 8 beds, 3.5 bathrooms
18–23 Sept
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Top guest favourite
Home in Torrington
Cozy Home convenient to Fall Attractions
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 25 reviews