Family-friendly vacation rentals in Wainscott
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wainscott
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 Wainscott 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
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
Home in Cutchogue
4.96 out of 5 average rating, 191 reviewsPrivate Oasis W/Stunning Vinyard And Pool Views
Home in Wading River
4.97 out of 5 average rating, 461 reviewsYour Zen Retreat
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
Home in Center Moriches
4.98 out of 5 average rating, 189 reviewsWalk to beach and playground. Outdoor hot tub.
Home in Southampton
4.83 out of 5 average rating, 201 reviewsCozy & Chic Summer Getaway near village/beaches
Home in Bayport
4.84 out of 5 average rating, 156 reviewsExquisite spacious waterfront all modern-sleeps 8
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
Apartment in Shelter Island Heights
4.91 out of 5 average rating, 228 reviewsSquire Chase House
Apartment in Hampton Bays
4.97 out of 5 average rating, 341 reviewsPrivate & Cozy Cottage with short walk to beach!
Home in Montauk
4.91 out of 5 average rating, 421 reviewsDITCH PLAINS SURF HOUSE
Bungalow in Montauk
4.91 out of 5 average rating, 534 reviewsMontauk Oceanview with Fireplace (2)
Home in Sag Harbor
4.81 out of 5 average rating, 112 reviewsSag Harbor Gem, private, 4 Bedrooms, Pool w Summer
Guest suite in Greenport
4.94 out of 5 average rating, 142 reviewsGREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH
Home in Montauk
4.88 out of 5 average rating, 184 reviewsLaid-Back Bungalow. 10 min Walk to Beach & Town!
Family-friendly home rentals with a pool
Home in Hampton Bays
4.98 out of 5 average rating, 113 reviewsBeach House Feel - newly renovated backyard Oasis
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
Home in Southampton
4.95 out of 5 average rating, 249 reviewsSouthampton Village Classic
Home in Cutchogue
4.87 out of 5 average rating, 116 reviewsThe Perfect North Fork Escape
Condo in Montauk
4.95 out of 5 average rating, 111 reviewsDeluxe Studio Apt@The Montauk Manor
Home in East Hampton
4.89 out of 5 average rating, 100 reviewsModern East Hampton Home w/ Heated Saltwater Pool
Home in Sagaponack
4.87 out of 5 average rating, 45 reviewsNature Retreat
Quick stats about vacation rentals that are family-friendly in Wainscott
Total rentals
250 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Rentals with a pool
220 properties have a pool
Pet-friendly rentals
110 properties allow pets
Total number of reviews
2.6K reviews
Nightly prices starting at
$120 before taxes and fees
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