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 Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Home in Redding
4.83 out of 5 average rating, 12 reviewsMeeker Hill House - Country Escape w/ Heated Pool
Home in Fairfield
5.0 out of 5 average rating, 6 reviews4BR/2.5BA Refuge Near University, Downtown & Beach
Home in Greenwich
4.95 out of 5 average rating, 22 reviewsCottage/Cabin Retreat by River Near Downtown
Home in Stamford
5.0 out of 5 average rating, 37 reviewsGameroom, backyard + pool! 7m to train + downtown
Home in Fairfield
5.0 out of 5 average rating, 19 reviewsFairfield! 5 bedroom, 3.5 bath on cul-de-sac
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
Home in Stratford
5.0 out of 5 average rating, 10 reviewsLordship Beach House - Pool & Beach (seasonal)
Condo rentals with a pool
Condo in Danbury
4.82 out of 5 average rating, 11 reviewsQuaint spacious unit,A+ location
Condo in Fishkill
5.0 out of 5 average rating, 5 reviewsFishkill Living
Condo in Mount Sinai
5.0 out of 5 average rating, 27 reviews1856 Trading House close to water
Condo in New York
5.0 out of 5 average rating, 40 reviewsCentral Park, Luxury, Hudson Yards, Times Square
Condo in North Bergen
Studio with skyline view, 15 mins to city via bus
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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