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Vacation rentals with a pool in Cook County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cook County
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 Cook County rentals with a pool
House rentals with a pool
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Home in Plainfield
4.95 out of 5 average rating, 64 reviewsBeautiful Spanish style Home (w/heated pool)
![](https://a0.muscache.com/im/pictures/c97f689a-f3c5-418d-b73a-ba16108ddde5.jpg?im_w=720)
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
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Home in Schaumburg
5 out of 5 average rating, 6 reviewsParadise 4BR w/ Pool & Games
![](https://a0.muscache.com/im/pictures/miso/Hosting-807719616224077441/original/cd959d50-37b2-474a-80cc-0136b51d909b.jpeg?im_w=720)
Home in Glen Ellyn
4.94 out of 5 average rating, 18 reviewsGlen Ellyn Home
![](https://a0.muscache.com/im/pictures/miso/Hosting-782525235032023073/original/c259bfd1-4e3a-4829-bd35-243c8b9b3f53.jpeg?im_w=720)
Home in Chicago
4.87 out of 5 average rating, 39 reviewsLuxury Cabin in Lakeview
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Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
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Home in Gary
4.82 out of 5 average rating, 217 reviewsOasis , Near Beach, Hard Rock and Dunes
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Home in New Lenox
4.76 out of 5 average rating, 37 reviewsCheerful home. Heated pool, Hot tub!
Condo rentals with a pool
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Condo in Chicago
4.74 out of 5 average rating, 152 reviewsCentral Downtown Location-Modern 2BR Condo
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Condo in Portage
5 out of 5 average rating, 56 reviewsLuxury Waterfront 2 Bedroom Condo by Lake Michigan
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Condo in Portage
4.92 out of 5 average rating, 25 reviewsSerenity on the Shores
![](https://a0.muscache.com/im/pictures/miso/Hosting-733198711070847958/original/395da35b-1ea8-449b-b67b-f2ed222727c5.jpeg?im_w=720)
Condo in Portage
4.92 out of 5 average rating, 75 reviewsUnsalted Stay - Waterfront Condo
![](https://a0.muscache.com/im/pictures/3a6afd47-9f00-4a17-b390-b3961c529a06.jpg?im_w=720)
Condo in Chicago
4.8 out of 5 average rating, 20 reviewsLovely condo studio
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Condo in Chicago
4.68 out of 5 average rating, 28 reviews1 bedroom in the heart of downtown Chicago.
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Condo in Evanston
4.95 out of 5 average rating, 88 reviewsHarmony of Evanston 1 BDR Exec Suite w/pool & Gym
![](https://a0.muscache.com/im/pictures/miso/Hosting-557105766619361899/original/29ed47bb-f3f2-4026-8c52-dc242a910254.jpeg?im_w=720)
Condo in Evanston
4.95 out of 5 average rating, 81 reviews"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
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