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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
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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
![](https://a0.muscache.com/im/pictures/miso/Hosting-818166538530175550/original/7ceaf54f-6b46-4883-ab1c-cfe258ac561d.jpeg?im_w=720)
Superhost
Home in South Salem
4.88 out of 5 average rating, 16 reviewsLakefront w/ Pool, Dock, & Lake Sunset Views
![](https://a0.muscache.com/im/pictures/miso/Hosting-565403317120922807/original/f5986364-fc90-487c-9d95-7600a8e3698c.jpeg?im_w=720)
Guest favorite
Home in North Salem
5 out of 5 average rating, 14 reviewsNorth Salem Home with Pool & Great Yard
![](https://a0.muscache.com/im/pictures/6f392144-b9a8-4f78-8d43-e2ea32724bac.jpg?im_w=720)
Guest favorite
Home in Redding
4.93 out of 5 average rating, 69 reviewsLovely Country Retreat:
![](https://a0.muscache.com/im/pictures/de31ec97-82b1-47ff-822a-1cf6a258a0b2.jpg?im_w=720)
Guest favorite
Home in Carmel Hamlet
4.95 out of 5 average rating, 20 reviewsThe Upstate Homestead
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-771082062089469130/original/9ccabf63-8f72-4b06-b569-d7785ff4e061.jpeg?im_w=720)
Superhost
Home in Redding
4.83 out of 5 average rating, 12 reviewsMeeker Hill House - Country Escape w/ Heated Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-986454390384126002/original/3ab4f964-988a-4045-8f96-bacdd90aa2bc.jpeg?im_w=720)
Guest favorite
Home in Greenwich
4.96 out of 5 average rating, 27 reviewsRiverfront Cottage Retreat & Pool 35 mins from NYC
![](https://a0.muscache.com/im/pictures/miso/Hosting-562874739214110649/original/61419cff-2480-4412-b3e8-2df098ccbce8.jpeg?im_w=720)
Guest favorite
Home in Ridgefield
4.97 out of 5 average rating, 30 reviewsModern, Charming New England Pool Home Getaway
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