Family-friendly vacation 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.
Vacation 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 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 Stonington
4.97 out of 5 average rating, 187 reviewsPerfect New England Getaway has a pool/ hot tub
Home in Wading River
4.97 out of 5 average rating, 461 reviewsYour Zen Retreat
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
Home in Oakdale
4.85 out of 5 average rating, 124 reviewsWaterfront Round House View
Family- and pet-friendly home rentals
Apartment in Sag Harbor
4.92 out of 5 average rating, 134 reviewsWhaling Captain Pierson's Apartment TOO
Home in Stony Brook
4.94 out of 5 average rating, 483 reviewsSpacious Studio Apartment- near SBU
Apartment 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
4.94 out of 5 average rating, 204 reviewsPrivate beach Historical House with large property
Home in Southampton
4.97 out of 5 average rating, 240 reviewsStunning 3 bed 2 bath home W Pool
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Loft in Essex
4.94 out of 5 average rating, 409 reviewsUnique apartment in former art gallery.
Family-friendly home rentals with a pool
Home in Sag Harbor
4.85 out of 5 average rating, 252 reviewsExclusive Sag Harbor Compound
Guest suite in East Hampton
4.89 out of 5 average rating, 223 reviewsPrivate Cozy Cottage with Pool / Private Beach
Bungalow in Montauk
4.91 out of 5 average rating, 534 reviewsMontauk Oceanview with Fireplace (2)
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
Home in Southampton
4.95 out of 5 average rating, 249 reviewsSouthampton Village Classic
Quick stats about vacation 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
$100 before taxes and fees
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