
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
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Popular amenities for Wainscott rentals with a pool
House rentals with a pool

Private completely fenced in property. Near beach.

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Clearwater Beach Oasis -4 Bds 3 Bth & Pool

East Hampton Oasis - Pool and Hot Tub

Hope Haven

MTK Designer House with huge fireplaces!

Spacious Village Fringe East Hampton Home W/ Pool

Cheerful 3 bed-3bath beach cottage home with pool
Condo rentals with a pool

Second Floor Corner Unit Overlooking the Ocean

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

Oceanfront Condo – Incredible Spring Rates!

Montauk Waterfront Condo w/ Sunset Views

"Breathtaking Waterfront Water's Edge view"

A Unique Piece of Paradise, Water Front pool

Beachside Waterview 2Br Condo w/ Pool in Greenport

Deluxe Studio Apt@The Montauk Manor
Home rentals with a private pool
Enchanting Home with Large Decks and Heated Pool

Explore the Water & Woods at a Relaxing Retreat

Perfect Getaway at Sunny Modern Shampton Lake House
Saltbox with Separate Poolhouse in Northwest Woods
Quick stats about vacation rentals with a pool in Wainscott
Total rentals
240 properties
Nightly prices starting at
€ 154 before taxes and fees
Total number of reviews
2.7K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with dedicated workspaces
150 properties have a dedicated workspace
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Clinton Town Beach
- Shennecossett Beach
- Cooper's Beach, Southampton
- Woodmont Beach
- Horton Lane Beach
- Mystic Seaport Museum
- Connetquot River State Park Preserve
- Wildemere Beach
- Morningside Beach
- Anchor Beach
- Fenway Beach
- East Beach
- Monhegan Bluffs Beach
- Sailors Haven
- Great South Beach
- Fire Island National Seashore
- East Beach
- Sayville Bathing Beach