Family-friendly holiday 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.
Holiday 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 Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
17–24 Oct
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
17–24 Nov
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
21–26 Jul
Guest suite in Patchogue
4.93 out of 5 average rating, 268 reviewsShores Retreat Suite - Peaceful Relaxation
21–26 Jun
Cottage in Southampton
4.96 out of 5 average rating, 164 reviewsSecluded Southampton Cottage w/Pool & Spa
7–14 Sept
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
6–13 Apr
Home in Center Moriches
4.98 out of 5 average rating, 189 reviewsWalk to beach and playground. Outdoor hot tub.
20–27 Dec
Home in Westhampton Beach
4.93 out of 5 average rating, 134 reviewsHampton's Haven
30 Oct – 6 Nov
Family- and pet-friendly home rentals
Flat in Hampton Bays
4.97 out of 5 average rating, 340 reviewsPrivate & Cozy Cottage with short walk to beach!
5–12 Apr
Bungalow in Montauk
4.91 out of 5 average rating, 530 reviewsMontauk Oceanview with Fireplace (2)
27 Nov – 4 Dec
Flat in Shelter Island Heights
4.91 out of 5 average rating, 227 reviewsSquire Chase House
9–16 Feb
Home in Montauk
4.91 out of 5 average rating, 418 reviewsDITCH PLAINS SURF HOUSE
5–12 Jan
Cottage in Riverhead
4.98 out of 5 average rating, 126 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
4–11 Nov
Home in Montauk
4.87 out of 5 average rating, 181 reviewsLaid-Back Bungalow. 10 min Walk to Beach & Town!
16–23 Feb
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
14–21 Feb
Guest suite in Greenport
4.94 out of 5 average rating, 141 reviewsGREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH
19–26 Nov
Family-friendly home rentals with a pool
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
19–26 Dec
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
7–14 Aug
Home in Watermill
4.88 out of 5 average rating, 128 reviewsModern House close to the beach
19–26 Dec
Home in Cutchogue
4.87 out of 5 average rating, 116 reviewsThe Perfect North Fork Escape
9–16 May
Apartment in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
23–30 Apr
Home in East Hampton
5.0 out of 5 average rating, 5 reviewsHampton Oasis with private Tennis, Pool, Theater
10–17 Nov
Home in East Hampton
4.96 out of 5 average rating, 55 reviewsEast Hampton Family Vacation Home
19–26 Feb
Home in East Hampton
4.78 out of 5 average rating, 23 reviewsPrivate East Hampton Estate
29 Nov – 6 Dec
Quick stats about holiday 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
£96 before taxes and fees
Destinations to explore
- New City Holiday rentals
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