Holiday 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.
Holiday 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 East Hampton
4.86 out of 5 average rating, 77 reviews4 BD w/ Heated Pool in E Hampton, Fully Furnished
Home in East Hampton
5.0 out of 5 average rating, 11 reviewsDesigner East Hampton with Bay Views + Pool
Home in East Hampton
5.0 out of 5 average rating, 16 reviewsStunning 3 BR / 2.5 New Construction with Pool
Home in Sag Harbor
5.0 out of 5 average rating, 9 reviewsSunny Sag Harbor Retreat
Home in East Hampton
5.0 out of 5 average rating, 5 reviewsWaterfront Oasis + Pool/Spa & Private Beach
Home in East Hampton
4.93 out of 5 average rating, 15 reviewsLuxury meets comfort in EH Oasis w/ heated pool
Home in East Hampton
4.97 out of 5 average rating, 69 reviewsStylish Artist's Home in EH 4B, Pool, Paradise
Home in Sag Harbor
5.0 out of 5 average rating, 27 reviewsSag Harbor Modern Oasis
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 Greenport
4.91 out of 5 average rating, 126 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in Montauk
4.99 out of 5 average rating, 183 reviewsMontauk Waterfront Condo w/ Sunset Views
Condo in Greenport
4.83 out of 5 average rating, 149 reviewsSound front condominium
Condo in Montauk
4.94 out of 5 average rating, 109 reviewsDeluxe Studio Apt@The Montauk Manor
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 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 East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Quick stats about holiday 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
$197 NZD before taxes and fees
Destinations to explore
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