Family-friendly holiday rentals in Long Island Sound
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Long Island Sound
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 Long Island Sound family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Southampton
4.96 out of 5 average rating, 166 reviewsSecluded Southampton Cottage w/Pool & Spa
Home in Sag Harbor
4.89 out of 5 average rating, 167 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
Home in Wading River
4.97 out of 5 average rating, 461 reviewsYour Zen Retreat
Home in Highland
4.96 out of 5 average rating, 111 reviewsHouse in Highland: Secluded Retreat
Home in Center Moriches
4.98 out of 5 average rating, 189 reviewsWalk to beach and playground. Outdoor hot tub.
Home in Westhampton Beach
4.93 out of 5 average rating, 136 reviewsHampton's Haven
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsPrivate Oasis W/Stunning Vinyard And Pool Views
Cottage in Highland Lakes
4.97 out of 5 average rating, 272 reviewsThe Mountaintop Lakehouse that Time Forgot.
Family- and pet-friendly home rentals
Home in Southampton
4.97 out of 5 average rating, 240 reviewsStunning 3 bed 2 bath home W Pool
Home in Cheshire
5.0 out of 5 average rating, 119 reviewsPool House
Cabin in Voluntown
4.95 out of 5 average rating, 675 reviewsVinola-Lakeside Cabin on Beach Pond with Sauna
Guest suite in Brooklyn
4.92 out of 5 average rating, 153 reviewsAffordable In-Law Apartment in Brooklyn, CT
Guest house in South Salem
4.93 out of 5 average rating, 223 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Home in New Paltz
4.98 out of 5 average rating, 440 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Family-friendly home rentals with a pool
Barn in Bethel
4.98 out of 5 average rating, 204 reviewsEscape to a Restored New England Antique Milk Barn
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Home in Hampton Bays
4.98 out of 5 average rating, 113 reviewsBeach House Feel - newly renovated backyard Oasis
Guest house in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in Sag Harbor
4.85 out of 5 average rating, 252 reviewsExclusive Sag Harbor Compound
Home in Southampton
4.95 out of 5 average rating, 132 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
Guest suite in East Hampton
4.89 out of 5 average rating, 223 reviewsPrivate Cozy Cottage with Pool / Private Beach
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