House vacation rentals in New Canaan
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Top-rated house rentals in New Canaan
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for New Canaan house rentals
House rentals with a pool
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Mar 19 – 26
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Nov 14 – 21
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Jun 16 – 23
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Oct 2 – 9
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Jan 20 – 27
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
Sep 22 – 29
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Oct 22 – 29
Home in Englewood
4.94 out of 5 average rating, 131 reviewsEnglewood NJ Country Carriage House (15 min NYC)
Oct 22 – 29
Weekly house rentals
Home in Norwalk
5.0 out of 5 average rating, 35 reviews❤️ Your Silvermine Hideaway, nestled in nature.
Mar 18 – 25
Home in Pound Ridge
5.0 out of 5 average rating, 19 reviewsPrivate farm cottage +hiking
Oct 25 – Nov 1
Home in Darien
4.8 out of 5 average rating, 148 reviewsConvenient and Cozy Antique Cape
Feb 3 – 10
Home in Stamford
4.94 out of 5 average rating, 69 reviewsStylish antique New England home, pet friendly
Oct 24 – 31
Home in Westport
5.0 out of 5 average rating, 4 reviewsWestport:Private Fire Pit Hideaway 5 min to Town
Dec 16 – 23
Home in New Canaan
5.0 out of 5 average rating, 16 reviewsFountain Courtyard & Fireplace Kitchen
Jul 7 – 14
Home in Norwalk
4.94 out of 5 average rating, 35 reviewsModern Nature Retreat
Jan 27 – Feb 3
Home in Redding
5.0 out of 5 average rating, 18 reviewsQuiet and Cozy Cottage near NYC with a Pond
Dec 20 – 27
Private house rentals
Home in Bedford
5.0 out of 5 average rating, 15 reviewsComfortable Mid-Century on Quiet Country Road
Aug 5 – 12
Home in Norwalk
5.0 out of 5 average rating, 12 reviewsRowayton - Close To Town, Park & Beach
Jul 1 – 8
Home in Westport
5.0 out of 5 average rating, 9 reviewsFarmhouse 1899: Westport, CT
Sep 18 – 25
Home in Westport
4.89 out of 5 average rating, 46 reviewsWestport/Saugatuck super spot
Jan 11 – 18
Home in Westport
4.92 out of 5 average rating, 38 reviewsGorgeous, luxury Cape in Westport!
Nov 19 – 26
Home in Stamford
4.93 out of 5 average rating, 27 reviewsSpacious Home - Center Of Stamford
Jun 26 – Jul 3
Home in Fairfield
5.0 out of 5 average rating, 65 reviewsFairfield Cottage: Near Beach, Great for Families
Feb 26 – Mar 5
Home in Rye
4.98 out of 5 average rating, 55 reviews1956 House of the Year Award. Easy commute to NYC.
Jul 14 – 21
Quick stats about house rentals in New Canaan
Total rentals
30 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
310 reviews
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