
Holiday rentals with a pool in North Side
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in North Side
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for North Side rentals with a pool
House rentals with a pool

Pardizes Suites

Glen Ellyn Home

Fully Furnished Executive Home, Lux Amenities

Spacious 3 Floor Townhome

30 mins to CHI |3 Kings | Fireplace|W/D|Workspace

Schaumburg Oasis with a Pool and Hidden Garden

Beautiful 137 Year Old Farm Home (3night min)
Condo rentals with a pool

Upscale, Washer Dryer, Smoke Free, Pet Free,

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

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

voco: Balcony & City View

30 E. Huron #2603 Private Residence

Just remodeled apartment close to airport and mall

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

Pond View, Washer Dryer, Non Smoking Community
Destinations to explore
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- Rentals with lake access North Side
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Humboldt Park
- Six Flags Great America
- Museum of Science and Industry
- Chicago History Museum
- Lincoln Park Zoo
- The Field Museum
- 875 North Michigan Avenue
- Wicker Park
- Willis Tower
- Skokie Country Club
- Garfield Park Conservatory
- Lincoln Park
- Chicago Cultural Center
- Promontory Point
- Odyssey Fun World
- Flossmoor Golf Club
- Things to do North Side
- Art and culture North Side
- Wellness North Side
- Food and drink North Side
- Things to do Illinois
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