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 East Hampton
4.99 out of 5 average rating, 67 reviewsHamptons Beach House | Salt Water Pool | Hot Tub
Home in Sag Harbor
4.81 out of 5 average rating, 134 reviewsThanksgiving! Sag Harbor Gem!
Home in East Hampton
4.9 out of 5 average rating, 42 reviewsBright Modern Home With Stunning Yard & Pool
Home in East Hampton
4.85 out of 5 average rating, 41 reviewsCedar Hot Tub, Suana, Heated Pool walk to water
Home in Bridgehampton
5 out of 5 average rating, 33 reviewsA Fall/Winter Escape from the City
Home in East Hampton
4.94 out of 5 average rating, 35 reviewsSunny and Secluded Modernist Gem with Heated Pool
Home in East Hampton
4.97 out of 5 average rating, 31 reviewsChic & Spacious Designer Home, Heated Pool/Spa
Home in East Hampton
4.96 out of 5 average rating, 48 reviewsContemporary East Hampton 4 Bedroom, Pool
Condo rentals with a pool
Condo in Montauk
4.91 out of 5 average rating, 23 reviews1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Condo in Montauk
5 out of 5 average rating, 20 reviewsSun N Sound Resort, Montauk, NY
Condo in North Fork
4.88 out of 5 average rating, 147 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in Bridgehampton
4.88 out of 5 average rating, 17 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Condo in North Fork
5 out of 5 average rating, 107 reviews"Breathtaking Waterfront Water's Edge view"
Condo in Hampton Bays
4.95 out of 5 average rating, 42 reviewsA Unique Piece of Paradise, Water Front pool
Condo in North Fork
4.9 out of 5 average rating, 113 reviewsSeaside Escape w Pool, Private Beach & Patio
Condo in North Fork
4.92 out of 5 average rating, 137 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Home rentals with a private pool
Home in East Hampton
4.94 out of 5 average rating, 16 reviewsWalk to Water. Stunning Home with Gorgeous Pool & Grounds.
Home in East Hampton
4.77 out of 5 average rating, 75 reviewsBike to Town and Beach; Saltwater Pool + Cinema
Home in East Hampton
4.82 out of 5 average rating, 45 reviewsEnchanting Home with Large Decks and Heated Pool
Home in Southampton
4.93 out of 5 average rating, 61 reviewsSouthampton Quiet Private Home/Pool 6min to Villag
Home in Southampton
4.95 out of 5 average rating, 20 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Home in East Hampton
5 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Quick stats about vacation rentals with a pool in Wainscott
Total rentals
250 properties
Nightly prices starting at
$190 before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with dedicated workspaces
150 properties have a dedicated workspace
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