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 Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Apr 15 – 22
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Sep 23 – 30
Home in Manorville
4.98 out of 5 average rating, 199 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Oct 2 – 9
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Sep 26 – Oct 3
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Dec 14 – 21
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
Oct 6 – 13
Home in Englewood
4.94 out of 5 average rating, 131 reviewsEnglewood NJ Country Carriage House (15 min NYC)
Oct 22 – 29
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Sep 23 – 30
Weekly house rentals
Home in Carmel Hamlet
4.92 out of 5 average rating, 128 reviewsLux Bungalow on the Lake
Sep 29 – Oct 6
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Apr 8 – 15
Home in Pawling
5.0 out of 5 average rating, 186 reviewsHobbit House of Pawling
Oct 12 – 19
Home in Norwalk
5.0 out of 5 average rating, 34 reviews❤️ Your Silvermine Hideaway, nestled in nature.
Mar 20 – 27
Home in Darien
4.8 out of 5 average rating, 147 reviewsConvenient and Cozy Antique Cape
Apr 12 – 19
Home in Pound Ridge
5.0 out of 5 average rating, 18 reviewsPrivate farm cottage +hiking
Sep 1 – 8
Home in Stamford
4.94 out of 5 average rating, 69 reviewsStylish antique New England home, pet friendly
May 22 – 29
Home in Westport
5.0 out of 5 average rating, 4 reviewsWestport:Private Fire Pit Hideaway 5 min to Town
Aug 24 – 31
Private house rentals
Home in Westport
5.0 out of 5 average rating, 18 reviewsCharming & Spacious New England Family Home
Jan 4 – 11
Home in Westport
5.0 out of 5 average rating, 9 reviewsFarmhouse 1899: Westport, CT
Sep 23 – 30
Home in Bedford
5.0 out of 5 average rating, 15 reviewsComfortable Mid-Century on Quiet Country Road
Jul 16 – 23
Home in Rye
4.98 out of 5 average rating, 54 reviews1956 House of the Year Award. Easy commute to NYC.
Feb 4 – 11
Home in Norwalk
5.0 out of 5 average rating, 12 reviewsRowayton - Close To Town, Park & Beach
Sep 4 – 11
Home in Fairfield
5.0 out of 5 average rating, 63 reviewsFairfield Cottage: Cozy retreat near Universities
Mar 18 – 25
Home in Weston
5.0 out of 5 average rating, 36 reviewsGorgeous Weston Retreat with Tennis & Hot Tub
May 21 – 28
Home in Norwalk
5.0 out of 5 average rating, 3 reviewsGreatly located SoNo 2 bedroom apartment
Jan 29 – Feb 5
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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