
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.
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Holiday rentals for every style
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Popular amenities for North Side rentals with a pool
House rentals with a pool

Home in Glen Ellyn
4.8 out of 5 average rating, 5 reviewsPardizes Suites
Guest favourite

Home in Glen Ellyn
4.95 out of 5 average rating, 20 reviewsGlen Ellyn Home

Home in Schaumburg
4.71 out of 5 average rating, 7 reviewsSpacious 3 Floor Townhome
Guest favourite

Home in Schaumburg
4.91 out of 5 average rating, 22 reviewsSchaumburg Oasis with a Pool and Hidden Garden

Home in Schaumburg
New place to stayParadise with Pool & Games
Apartment rentals with a pool
Guest favourite

Apartment in Downers Grove
4.92 out of 5 average rating, 62 reviewsUpscale, Washer Dryer, Smoke Free, Pet Free,
Guest favourite

Apartment in Evanston
4.96 out of 5 average rating, 93 reviews"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Guest favourite

Apartment in Evanston
4.96 out of 5 average rating, 104 reviews"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Apartment in Chicago
4.2 out of 5 average rating, 5 reviewsvoco: Balcony & City View

Apartment in Chicago
4.33 out of 5 average rating, 9 reviews30 E. Huron #2603 Private Residence
Guest favourite

Apartment in Elk Grove Village
4.94 out of 5 average rating, 85 reviewsJust remodeled apartment close to airport and mall
Guest favourite

Apartment in Evanston
4.91 out of 5 average rating, 124 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba

Apartment in Lombard
4.91 out of 5 average rating, 45 reviewsPond View, Washer Dryer, Non Smoking Community
Destinations to explore
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- Pet-friendly rentals 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
- Lincoln Park Zoo
- Chicago History Museum
- The Field Museum
- 875 North Michigan Avenue
- Wicker Park
- Willis Tower
- Lincoln Park
- Skokie Country Club
- Garfield Park Conservatory
- Chicago Cultural Center
- Promontory Point
- Odyssey Fun World
- Flossmoor Golf Club
- Things to do North Side
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