
Holiday rentals in New Canaan
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Top-rated holiday rentals in New Canaan
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for New Canaan holiday rentals
Other great holiday rentals in New Canaan
Top guest favourite

Home in Norwalk
5 out of 5 average rating, 54 reviews❤️ Your Silvermine Hideaway, nestled in nature.
Superhost

Guest suite in Stamford
4.73 out of 5 average rating, 176 reviewsPrivate entrance, private bathroom, quiet zone.
Superhost

Guest house in Pound Ridge
4.82 out of 5 average rating, 22 reviewsPound Ridge Cottage
Superhost

Apartment in South Norwalk
4.85 out of 5 average rating, 26 reviews*New Studio in the heart of Downtown Norwalk*
Top guest favourite

Apartment in Stamford
5 out of 5 average rating, 20 reviewsComfortable, Beautiful Apartment-Close to Downtown
Top guest favourite

Flat in South Norwalk
5 out of 5 average rating, 89 reviewsS. Norwalk Apt near the water!
Guest favourite

Flat in Downtown Stamford
4.98 out of 5 average rating, 51 reviewsStamford Grand Apartment
Guest favourite

Cottage in South Salem
4.95 out of 5 average rating, 239 reviewsPrivate cottage in horse country &1 hour from NYC!
Quick stats about holiday rentals in New Canaan
Total rentals
40 properties
Total number of reviews
1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
- Plainview Holiday rentals
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- Times Square
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- MetLife Stadium
- Citi Field
- Yankee Stadium
- Rye Beach
- Gilgo Beach
- Central Park Zoo
- United Nations Headquarters
- Grand Central Terminal
- USTA Billie Jean King National Tennis Center
- Statue of Liberty
- Rockefeller Center
- Radio City Music Hall
- Bronx Zoo
- The Metropolitan Museum of Art
- Rye Playland Beach