Holiday rentals with a pool in Downtown Chicago
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Downtown Chicago
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 Downtown Chicago rentals with a pool
Condo rentals with a pool
Superhost
Condo in Chicago
Central Downtown Location-Modern 2BR Condo
Guest favourite
Condo in Elk Grove Village
Just remodeled apartment close to airport and mall
Guest favourite
Condo in Lombard
Pond View, Washer Dryer, Non Smoking, Pet Free
Condo in Chicago
Lovely condo studio
Condo in Chicago
1 bedroom in the heart of downtown Chicago.
Guest favourite
Condo in Evanston
"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Guest favourite
Condo in Evanston
"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Superhost
Condo in Downers Grove
Upscale, Smoke and Pet Free, Washer Dryer, Balcony
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