Vacation rentals with a pool in Wainscott
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Wainscott
Guests agree: these homes with a pool 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 rentals with a pool
House rentals with a pool
Home in Sag Harbor
4.85 out of 5 average rating, 251 reviewsExclusive Sag Harbor Compound
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsPrivate Oasis W/Stunning Vinyard And Pool Views
Home in East Hampton
4.81 out of 5 average rating, 47 reviewsPrivate and tranquil getaway.
Home in East Hampton
4.86 out of 5 average rating, 76 reviews4 BD w/ Heated Pool in E Hampton, Fully Furnished
Home in East Hampton
4.96 out of 5 average rating, 55 reviewsEast Hampton Family Vacation Home
Home in Sagaponack
4.87 out of 5 average rating, 45 reviewsNature Retreat
Home in East Hampton
5.0 out of 5 average rating, 11 reviewsDesigner East Hampton with Bay Views + Pool
Condo rentals with a pool
Condo in Greenport
4.9 out of 5 average rating, 109 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Condo in Montauk
4.99 out of 5 average rating, 182 reviewsMontauk Waterfront Condo w/ Sunset Views
Condo in Greenport
4.91 out of 5 average rating, 126 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in Montauk
4.94 out of 5 average rating, 109 reviewsDeluxe Studio Apt@The Montauk Manor
Condo in Greenport
4.83 out of 5 average rating, 148 reviewsSound front condominium
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Condo in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Home rentals with a private pool
Home in East Hampton
4.76 out of 5 average rating, 74 reviewsBike to Town and Beach; Saltwater Pool + Cinema
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Home in East Hampton
4.77 out of 5 average rating, 13 reviewsHistorical Estate Home with Backyard Pool
Quick stats about vacation rentals with a pool in Wainscott
Total rentals
230 properties
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
220 properties are a good fit for families
Total number of reviews
2.2K reviews
Nightly prices starting at
$163 CAD before taxes and fees
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