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Search results; Over 1,000 homes in New Canaan

Top guest favourite
Cottage in New Canaan
Peaceful New Canaan 2-BdRm Cottage - Pet Friendly!
2 bedrooms, 3 beds, 2 private bathrooms
4–9 Nov
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4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in New Canaan
Historic Stone House Recently Restored
2 bedrooms, 2 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Norwalk
Spacious Retreat with Game Room, 60 min to NYC
5 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
4.96 out of 5 average rating, 46 reviews
Guest favourite
Home in New Canaan
L'il in town Gem
3 bedrooms, 4 beds, 4 bathrooms
14–19 Sept
4.95 out of 5 average rating, 21 reviews
Guest favourite
Home in Norwalk
Fox Run 4 bedroom Private House
4 bedrooms, 5 beds, 2 bathrooms
25–30 Oct
4.92 out of 5 average rating, 79 reviews
Top guest favourite
Flat in Stamford
Standalone Cottage surrounded by woods
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.95 out of 5 average rating, 278 reviews
Superhost
Flat in Stamford
Apartment for rent Stamford CT
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.8 out of 5 average rating, 80 reviews
Top guest favourite
Home in Norwalk
Spacious Home Near Beach + Train Sleeps 10+ | Yard
4 bedrooms, 6 beds, 2 bathrooms
12–17 Oct
4.96 out of 5 average rating, 46 reviews
Guest favourite
Flat in Norwalk
Van Zant Townhouse Apt #2
2 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 95 reviews
Guest favourite
Flat in Stamford
Terra Hillside Suite | 3 Bed 2 Bath | Green Oasis
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 209 reviews
Superhost
Home in Wilton
Spectacular Renovated Barn
4 bedrooms, 5 beds, 3.5 bathrooms
11–16 Sept
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Home in Pound Ridge
Chic Midcentury Retreat with Private Pond near NYC
4 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.97 out of 5 average rating, 34 reviews
Guest favourite
Cottage in Pound Ridge
Cozy cottage in the village of Pound Ridge
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 79 reviews
Guest favourite
Home in Norwalk
Family Cottage with 4 King Beds and Fire Pit
4 bedrooms, 4 king beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 144 reviews
Home in Weston
Characterful iconic Weston lodge.
5 bedrooms, 5 beds, 4 bathrooms
12–17 Sept
New place to stay
Home in Pound Ridge
Luxury Renovated French Tutor Stone Estate w/pool
7 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
New place to stay
Guest favourite
Flat in Norwalk
10 Fox run rd Apartment
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
4.9 out of 5 average rating, 29 reviews
Top guest favourite
Cabin in Norwalk
Sunny French Cottage
1 bedroom, 1 queen bed, 1 bathroom
15–20 Nov
4.94 out of 5 average rating, 127 reviews
Guest favourite
Home in Stamford
A-Frame Loft Near Metro-North | Queen + Kitchen
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.95 out of 5 average rating, 20 reviews