Family-friendly holiday rentals in New Canaan
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in New Canaan
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for New Canaan family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Highland
4.96 out of 5 average rating, 111 reviewsHouse in Highland: Secluded Retreat
Flat in New Paltz
4.96 out of 5 average rating, 469 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
Home in Beacon
4.96 out of 5 average rating, 315 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Guest house in Beacon
4.94 out of 5 average rating, 369 reviewsCozy Mountainside Suite - Minutes from Beacon
Guest suite in New Paltz
4.95 out of 5 average rating, 327 reviewsMajestic Studio with Shawangunk Mountain Views
Home in Cold Spring
4.95 out of 5 average rating, 283 reviewsHilltop Hideaway Forest Villa on 13 acres!
Home in Tomkins Cove
4.94 out of 5 average rating, 138 reviewsHudson Valley Victorian with River Views
Chalet in Cold Spring
4.89 out of 5 average rating, 374 reviewsMountain View Retreat
Family- and pet-friendly home rentals
Flat in Ossining
4.94 out of 5 average rating, 317 reviewsHudson River Peaceful Getaway
Home in Fairfield
4.96 out of 5 average rating, 293 reviewsLuxurious Barn With New England Charm
Farm stay in High Falls
4.87 out of 5 average rating, 816 reviewsDave's Milk Barn
Cottage in Putnam Valley
4.89 out of 5 average rating, 218 reviewsLakefront Cottage near Hudson Valley
Home in Cheshire
5.0 out of 5 average rating, 119 reviewsPool House
Home in West Caldwell
4.95 out of 5 average rating, 129 reviewsCozy Designer Cottage on private historical estate
Cottage in Riverhead
4.97 out of 5 average rating, 128 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Home in New Paltz
4.98 out of 5 average rating, 441 reviewsmidcentury modern in ground pool walk 2 trail/town
Family-friendly home 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
Home in Yorktown Heights
4.88 out of 5 average rating, 121 reviewsCozy winter getaway 1 hr from NYC!
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Home in Hampton Bays
4.98 out of 5 average rating, 113 reviewsBeach House Feel - newly renovated backyard Oasis
Flat in Glastonbury
4.9 out of 5 average rating, 411 reviewsQuiet 2 bed room apt w/ private entrance.
Flat in Union
4.89 out of 5 average rating, 234 reviewsSparkling Clean | Onsite Team | Business Amenities
Guest suite in New Paltz
4.83 out of 5 average rating, 182 reviewsPrivate apartment in rural home
Quick stats about holiday rentals that are family-friendly in New Canaan
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
240 reviews
Nightly prices starting at
€ 92 before taxes and fees
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