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Family-friendly vacation 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.
Vacation 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
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Rental unit in New Paltz
4.97 out of 5 average rating, 486 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
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Farm stay in Kent
4.87 out of 5 average rating, 276 reviews(°) The Wandering Peacock (°)
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Home in Tomkins Cove
4.94 out of 5 average rating, 142 reviewsHudson Valley Victorian with River Views
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Home in Highland
4.94 out of 5 average rating, 116 reviewsHouse in Highland: Secluded Retreat
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Guesthouse in Beacon
4.94 out of 5 average rating, 372 reviewsCozy Mountainside Suite - Minutes from Beacon
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Home in Cold Spring
4.96 out of 5 average rating, 291 reviewsHilltop Hideaway Forest Villa on 13 acres!
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Home in Beacon
4.96 out of 5 average rating, 327 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
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Home in Center Moriches
4.98 out of 5 average rating, 190 reviewsWalk to beach and playground. Outdoor hot tub.
Family- and pet-friendly home rentals
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Home in Milton
4.75 out of 5 average rating, 170 reviewsHistoric 1 BR Family Home Near Buttermilk Falls
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Guesthouse in Suffern
4.96 out of 5 average rating, 126 reviewsHiking trails steps from your door!
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Guest suite in Waterbury
4.94 out of 5 average rating, 254 reviewsPrivate 1 bedroom apartment in central Connecticut
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Home in East Haven
4.87 out of 5 average rating, 204 reviewsBeach Cottage by the Sea
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Rental unit in Middletown
4.89 out of 5 average rating, 255 reviews3 bedroom near Wesleyan, downtown
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Cottage in Middlefield
4.92 out of 5 average rating, 237 reviewsLake Beseck cottage
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Home in Verbank
4.98 out of 5 average rating, 164 reviewsThe Waterfall House
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Home in Mount Kisco
4.93 out of 5 average rating, 136 reviewsIncredible barn in country setting
Family-friendly home rentals with a pool
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Home in Cheshire
5 out of 5 average rating, 120 reviewsPool House
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Home in Cold Spring
4.95 out of 5 average rating, 155 reviewsCozy, Modern Retreat in the Woods of Cold Spring
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Home in New Paltz
4.98 out of 5 average rating, 449 reviewsmidcentury modern in ground pool walk 2 trail/town
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Barn in Bethel
4.98 out of 5 average rating, 213 reviewsEscape to a Restored New England Antique Milk Barn
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Home in Stormville
4.94 out of 5 average rating, 162 reviewsPrivate Hudson Valley Country Retreat
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Home in Litchfield
4.93 out of 5 average rating, 171 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
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Home in Yorktown Heights
4.89 out of 5 average rating, 125 reviewsCozy winter getaway 1 hr from NYC!
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Rental unit in Union
4.89 out of 5 average rating, 234 reviewsSparkling Clean | Onsite Team | Business Amenities
Quick stats about vacation rentals that are family-friendly in New Canaan
Total rentals
20 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
250 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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