Family-friendly holiday houses 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, 168 reviewsSecluded Southampton Cottage w/Pool & Spa
Home in Center Moriches
4.98 out of 5 average rating, 189 reviewsWalk to beach and playground. Outdoor hot tub.
Cottage in Ledyard
4.9 out of 5 average rating, 151 reviewsWaterfront cottage overhanging the water!
Apartment in New Paltz
4.96 out of 5 average rating, 471 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
Home in Sag Harbor
4.89 out of 5 average rating, 169 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
Guesthouse in Beacon
4.94 out of 5 average rating, 369 reviewsCozy Mountainside Suite - Minutes from Beacon
Home in Cutchogue
4.96 out of 5 average rating, 191 reviewsPrivate Oasis Stunning Views 7/6 - 7/20 Available
Apartment in Stone Ridge
4.94 out of 5 average rating, 278 reviewsStone Ridge Historic District Apartment
Family- and pet-friendly home rentals
Guest suite in Islip
4.78 out of 5 average rating, 299 reviewsSouth Shore Beauty in the Woods
Guesthouse in Fairfield
4.96 out of 5 average rating, 178 reviewsSouthport, CT across from BEACH
Farm stay in High Falls
4.87 out of 5 average rating, 821 reviewsDave's Milk Barn
Guesthouse in South Salem
4.93 out of 5 average rating, 226 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Home in Fairfield
4.96 out of 5 average rating, 297 reviewsLuxurious Barn With New England Charm
Home in New Paltz
4.97 out of 5 average rating, 689 reviewsVictorian Haven
Loft in Essex
4.94 out of 5 average rating, 411 reviewsUnique apartment in former art gallery.
Guest suite in Brooklyn
4.92 out of 5 average rating, 153 reviewsAffordable In-Law Apartment in Brooklyn, CT
Family-friendly home rentals with a pool
Barn in Bethel
4.98 out of 5 average rating, 208 reviewsEscape to a Restored New England Antique Milk Barn
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Home in Cold Spring
4.95 out of 5 average rating, 153 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Home in Southampton
4.95 out of 5 average rating, 133 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
Home in Hampton Bays
4.98 out of 5 average rating, 115 reviewsBeach House Feel - newly renovated backyard Oasis
Guest suite in East Hampton
4.89 out of 5 average rating, 226 reviewsPrivate Cozy Cottage with Pool / Private Beach
Home in Litchfield
4.93 out of 5 average rating, 167 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in New Paltz
4.98 out of 5 average rating, 444 reviewsmidcentury modern in ground pool walk 2 trail/town
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