
Vacation rentals with a pool in Chicago River
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Chicago River
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 Chicago River rentals with a pool
House rentals with a pool

Pardizes Suites

Rosemont 4BD2BA house with Pool

Riverwoods Nature Retreat

Spacious 2BR in The Loop + 5-Star Comfort

Luxury Loft with Private Pool and Movie Theater

Luxury fenced in modern ranch

Elmhurst Luxury 4BR w/ Pool, Fenced Yard, Downtown

Lucky #7 w/ Gym
Condo rentals with a pool

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

Smoke & Pet Free, Washer Dryer, Fireplace, Balcony

Just remodeled apartment close to airport and mall

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

Pond View, Washer Dryer, Non Smoking Community

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

Iconic Style, Charming Lake View

Upscale, Smoke and Pet Free, Washer Dryer, Balcony
Other vacation rentals with a pool

"Serenity of Evanston" 2 BDR/2Bath Modern Suite

Stylish Corner 2 Bedroom in the Heart of Chicago |

2 bedrooms apartment in Chicago downtown

Play in the Windy City and rest by the “606”

Spectacular 2BR Penthouse in the Loop | Roof Deck

The Millennium Manor

Long term rental-Delightful one bdrm pool house

Panoramic 2BR Penthouse in the Sky | Roof Deck
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- Rentals with a fireplace Chicago River
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- Rentals with pools Cook County
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- Rentals with pools United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- 875 North Michigan Avenue
- Humboldt Park
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Washington Park Zoo
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606
- Things to do Chicago River
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- Things to do Illinois
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