Vacation rentals with a pool in Westport
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Westport
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 Westport rentals with a pool
House rentals with a pool
Home in Manorville
4.99 out of 5 average rating, 201 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Home in Yorktown Heights
4.88 out of 5 average rating, 120 reviewsCozy winter getaway 1 hr from NYC!
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Home in Fairfield
5.0 out of 5 average rating, 8 reviews4BR/2.5BA Refuge Near University, Downtown & Beach
Home in Stratford
5.0 out of 5 average rating, 10 reviewsLordship Beach House - Pool & Beach (seasonal)
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
Condo rentals with a pool
Condo in Danbury
4.67 out of 5 average rating, 12 reviewsQuaint spacious unit,A+ location
Condo in New Britain
4.85 out of 5 average rating, 41 reviewsBeautiful Space All For You!
Condo in New York City
5.0 out of 5 average rating, 3 reviewsNew Luxury High Floor Amazing City View Studio
Condo in West New York
4.97 out of 5 average rating, 35 reviewsLuxury- Large 2B+2B NYC + balcony
Condo in Mount Sinai
5.0 out of 5 average rating, 27 reviews1856 Trading House close to water
Condo in Fishkill
5.0 out of 5 average rating, 5 reviewsFishkill Living
Condo in Southampton
5.0 out of 5 average rating, 10 reviewsNewly Renovated Modern Townhouse w/Pool & Tennis
Condo in Hampton Bays
4.97 out of 5 average rating, 33 reviewsA Unique Piece of Paradise, Water Front pool
Quick stats about vacation rentals with a pool in Westport
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
290 reviews
Nightly prices starting at
$100 before taxes and fees
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