Vacation rentals with a pool in Fairfield County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Fairfield County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Fairfield County rentals with a pool
House rentals with a pool
Guest favorite
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
Oct 13 – 20
$253 per night
Guest favorite
Home in Redding
4.94 out of 5 average rating, 67 reviewsPrivate * Hiking * Swimming * Pool * Steam-room
Dec 19 – 26
$905 per night
Guest favorite
Home in Stratford
5.0 out of 5 average rating, 10 reviewsLordship Beach House - Pool & Beach (seasonal)
Feb 6 – 13
$425 per night
Guest favorite
Home in Ridgefield
5.0 out of 5 average rating, 28 reviewsModern, Charming New England Pool Home Getaway
Jul 9 – 16
$980 per night
Guest favorite
Home in Greenwich
4.96 out of 5 average rating, 23 reviewsCottage/Cabin Retreat by River Near Downtown
Jun 26 – Jul 3
$414 per night
Guest favorite
Home in Carmel Hamlet
4.93 out of 5 average rating, 67 reviewsCountry getaway with pool and spa on 9 acres
May 29 – Jun 5
$537 per night
Superhost
Home in Woodbury
5.0 out of 5 average rating, 10 reviewsThe Chic Antique Retreat House
Dec 6 – 13
$765 per night
Guest favorite
Home in Bethlehem
5.0 out of 5 average rating, 19 reviewsLakeview Expanse
Nov 6 – 13
$813 per night
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