Family-friendly holiday rentals in Shelter Island Heights
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Shelter Island Heights
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 Shelter Island Heights 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
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsPrivate Oasis W/Stunning Vinyard And Pool Views
Home in Wading River
4.97 out of 5 average rating, 461 reviewsYour Zen Retreat
Home in Stonington
4.97 out of 5 average rating, 188 reviewsPerfect New England Getaway has a pool/ hot tub
Home in Westhampton Beach
4.93 out of 5 average rating, 136 reviewsHampton's Haven
Home in Center Moriches
4.98 out of 5 average rating, 189 reviewsWalk to beach and playground. Outdoor hot tub.
Home in Southampton
4.82 out of 5 average rating, 199 reviewsCozy & Chic Summer Getaway near village/beaches
Family- and pet-friendly home rentals
Flat in Sag Harbor
4.92 out of 5 average rating, 134 reviewsWhaling Captain Pierson's Apartment TOO
Loft in Essex
4.94 out of 5 average rating, 409 reviewsUnique apartment in former art gallery.
Home in Stony Brook
4.94 out of 5 average rating, 483 reviewsSpacious Studio Apartment- near SBU
Flat in Sag Harbor
4.84 out of 5 average rating, 172 reviewsPet friendly artists apartment & cabin with sauna
Cottage in Riverhead
4.97 out of 5 average rating, 128 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Home in East Hampton
4.95 out of 5 average rating, 194 reviewsRex- East Hampton Cottage- 5 stars
Home in East Hampton
4.94 out of 5 average rating, 204 reviewsPrivate beach Historical House with large property
Home in East Hampton
4.93 out of 5 average rating, 142 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Family-friendly home rentals with a pool
Guest suite in East Hampton
4.89 out of 5 average rating, 223 reviewsPrivate Cozy Cottage with Pool / Private Beach
Home in Sag Harbor
4.85 out of 5 average rating, 252 reviewsExclusive Sag Harbor Compound
Bungalow in Montauk
4.91 out of 5 average rating, 534 reviewsMontauk Oceanview with Fireplace (2)
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
Home in Hampton Bays
4.98 out of 5 average rating, 113 reviewsBeach House Feel - newly renovated backyard Oasis
Home in Southampton
4.95 out of 5 average rating, 132 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
Home in Cutchogue
4.87 out of 5 average rating, 116 reviewsThe Perfect North Fork Escape
Home in Watermill
4.88 out of 5 average rating, 128 reviewsModern House close to the beach
Quick stats about holiday rentals that are family-friendly in Shelter Island Heights
Total rentals
220 properties
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
90 properties allow pets
Total number of reviews
6.2K reviews
Nightly prices starting at
€ 92 before taxes and fees
Destinations to explore
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