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
Apr 12 – 19
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
Nov 17 – 24
Cottage in Southampton
4.96 out of 5 average rating, 164 reviewsSecluded Southampton Cottage w/Pool & Spa
Sep 7 – 14
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
Jul 21 – 26
Guest suite in Patchogue
4.93 out of 5 average rating, 268 reviewsShores Retreat Suite - Peaceful Relaxation
Jun 21 – 26
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
Oct 29 – Nov 5
Home in Center Moriches
4.98 out of 5 average rating, 189 reviewsWalk to beach and playground. Outdoor hot tub.
Dec 31 – Jan 7
Home in Stonington
4.97 out of 5 average rating, 185 reviewsPerfect New England Getaway has a pool/ hot tub
Jan 5 – 12
Family- and pet-friendly home rentals
Home in East Hampton
4.94 out of 5 average rating, 202 reviewsPrivate beach Historical House with large property
Nov 8 – 15
Guesthouse in Groton
4.94 out of 5 average rating, 385 reviewsQuiet studio with sleeping loft and deck
Oct 5 – 12
Home in East Hampton
4.92 out of 5 average rating, 128 reviewsHeated pool, games room, near beach, kid-friendly
Oct 23 – 30
Apartment in Sag Harbor
4.84 out of 5 average rating, 172 reviewsPet friendly, artists apartment & guest cabin.
Aug 31 – Sep 7
Cottage in Riverhead
4.98 out of 5 average rating, 126 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Nov 4 – 11
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
May 10 – 17
Apartment in Hampton Bays
4.97 out of 5 average rating, 340 reviewsPrivate & Cozy Cottage with short walk to beach!
May 9 – 16
Home in Sag Harbor
4.84 out of 5 average rating, 151 reviewsSag Harbor House for rent.
Aug 9 – 16
Family-friendly home rentals with a pool
Guest suite in East Hampton
4.89 out of 5 average rating, 222 reviewsPrivate Cozy Cottage with Pool / Private Beach
Oct 10 – 17
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Dec 6 – 13
Home in Cutchogue
4.87 out of 5 average rating, 116 reviewsThe Perfect North Fork Escape
Oct 13 – 20
Home in East Hampton
4.88 out of 5 average rating, 101 reviewsGorgeous East Hampton Getaway
Nov 19 – 26
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Sep 17 – 24
Home in Watermill
4.88 out of 5 average rating, 128 reviewsModern House close to the beach
Dec 19 – 26
Home in Southampton
4.95 out of 5 average rating, 247 reviewsSouthampton Village Classic
Sep 20 – 27
Cottage in Montauk
4.91 out of 5 average rating, 141 reviewsMontauk Cottage Escape
Feb 21 – 28
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
G$20,890 GYD before taxes and fees
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