Holiday 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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Holiday 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 favourite
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
8–15 Oct
$389 SGD per night
Guest favourite
Home in Katonah
5.0 out of 5 average rating, 24 reviewsContemporary Retreat w/ GameRoom Pool HBO
25 Aug – 1 Sep
$678 SGD per night
Guest favourite
Home in Redding
4.94 out of 5 average rating, 67 reviewsPrivate * Hiking * Swimming * Pool * Steam-room
2–9 Dec
$1,391 SGD per night
Guest favourite
Home in Ridgefield
5.0 out of 5 average rating, 28 reviewsModern, Charming New England Pool Home Getaway
25 Oct – 1 Nov
$1,314 SGD per night
Guest favourite
Home in Carmel Hamlet
4.94 out of 5 average rating, 18 reviewsThe Upstate Homestead
9–16 Dec
$476 SGD per night
Guest favourite
Home in Greenwich
4.96 out of 5 average rating, 23 reviewsCottage/Cabin Retreat by River Near Downtown
1–8 Oct
$724 SGD per night
Guest favourite
Home in Carmel Hamlet
4.92 out of 5 average rating, 66 reviewsCountry getaway with pool and spa on 9 acres
15–22 Aug
$896 SGD per night
Guest favourite
Home in Stratford
5.0 out of 5 average rating, 10 reviewsLordship Beach House - Pool & Beach (seasonal)
5–12 Apr
$899 SGD per night
Destinations to explore
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