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
Nov 5 – 12
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Feb 16 – 23
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
Sep 21 – 28
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Sep 15 – 22
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Oct 1 – 8
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 4 – 11
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
Oct 16 – 23
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Dec 21 – 28
Weekly house rentals
Home in Port Jefferson
4.96 out of 5 average rating, 135 reviewsThe Hidden Retreat ~ Family friendly Walk to Beach
Jun 8 – 15
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Apr 4 – 11
Home in Norwalk
5.0 out of 5 average rating, 34 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 21 – 28
Home in Darien
4.8 out of 5 average rating, 148 reviewsConvenient and Cozy Antique Cape
Nov 24 – Dec 1
Home in Stamford
4.94 out of 5 average rating, 69 reviewsStylish antique New England home, pet friendly
Aug 24 – 31
Home in Redding
5.0 out of 5 average rating, 18 reviewsQuiet and Cozy Cottage near NYC with a Pond
Mar 24 – 31
Home in Stamford
5.0 out of 5 average rating, 64 reviewsHouse Right In Stamford's Heart
Jan 13 – 20
Private house rentals
Home in Norwalk
4.97 out of 5 average rating, 33 reviewsChic Historic Home w/Water View
Feb 12 – 19
Home in Norwalk
5.0 out of 5 average rating, 12 reviewsRowayton - Close To Town, Park & Beach
Jan 20 – 27
Home in Westport
5.0 out of 5 average rating, 19 reviewsCharming & Spacious New England Family Home
Dec 6 – 13
Home in Bedford
5.0 out of 5 average rating, 15 reviewsComfortable Mid-Century on Quiet Country Road
Aug 5 – 12
Home in Westport
5.0 out of 5 average rating, 9 reviewsFarmhouse 1899: Westport, CT
Sep 8 – 15
Home in Westport
4.89 out of 5 average rating, 46 reviewsWestport/Saugatuck super spot
Aug 27 – Sep 3
Home in Rye
4.98 out of 5 average rating, 55 reviews1956 House of the Year Award. Easy commute to NYC.
Dec 12 – 19
Home in Stamford
4.93 out of 5 average rating, 27 reviewsSpacious Home - Center Of Stamford
Oct 23 – 30
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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