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
4.81 out of 5 average rating, 108 reviewsSag Harbor Gem, private, 4 Bedrooms, Pool w Summer
Jun 6 – 13
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Oct 25 – Nov 1
Home in East Hampton
4.96 out of 5 average rating, 25 reviewsBright Modern Home With Stunning Yard & Pool
Jan 9 – 16
Home in East Hampton
5.0 out of 5 average rating, 16 reviewsStunning 3 BR / 2.5 New Construction with Pool
Oct 24 – 31
Home in East Hampton
5.0 out of 5 average rating, 11 reviewsDesigner East Hampton with Bay Views + Pool
Nov 20 – 27
Home in Sag Harbor
5.0 out of 5 average rating, 9 reviewsSunny Sag Harbor Retreat
Nov 6 – 13
Home in East Hampton
5.0 out of 5 average rating, 46 reviewsFamily Friendly With Heated Pool
Oct 3 – 10
Home in East Hampton
4.93 out of 5 average rating, 14 reviewsCozy Beach Oasis in East Hampton + Pool
Sep 8 – 15
Condo rentals with a pool
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Oct 8 – 15
Condo in Greenport
4.93 out of 5 average rating, 124 reviewsBeautiful Waterview Condo on the North Fork of LI
Mar 31 – Apr 7
Condo in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
Mar 24 – 31
Condo in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
Apr 12 – 19
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
Mar 29 – Apr 5
Condo in Montauk
4.8 out of 5 average rating, 231 reviewsMontauk Royal Atlantic Beach Resort North
Jul 20 – 27
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Oct 25 – Nov 1
Condo in Greenport
4.89 out of 5 average rating, 80 reviewsSeaside Escape w Pool, Private Beach & Patio
Sep 28 – Oct 5
Home rentals with a private pool
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Jan 24 – 31
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 4 – 11
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Jan 25 – Feb 1
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Jan 14 – 21
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 2 – 9
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
€ 112 before taxes and fees
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