Vacation 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.
Vacation 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
Home in Chicago
Luxury Cabin in Lakeview
Home in Schaumburg
Schaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Chicago
2Bed+2Bath PentHouse in South Loop
Home in Carol Stream
Spacious 4 Bed/3.5 Bath Sleeps 8+
Home in Plainfield
Pool* 3 King beds* Grill & Patio* 30mi to Chicago
Home in Lisle
Cozy Lisle Home w/ Fenced Backyard: Pets Welcome!
Home in Bolingbrook
Peaceful backyard oasis. Unique!
Home in Riverwoods
Riverwoods Nature Retreat
Condo rentals with a pool
Condo in Chicago
Central Downtown Location-Modern 2BR Condo
Condo in Downers Grove
Upscale, Smoke and Pet Free, Washer Dryer, Balcony
Condo in Chicago
Lovely condo studio
Condo in Chicago
1 bedroom in the heart of downtown Chicago.
Condo in Evanston
"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Condo in Evanston
"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Condo in Evanston
"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool
Condo in Lombard
Smoke & Pet Free, Washer Dryer, Fireplace, Balcony
Destinations to explore
- Downtown Chicago Vacation rentals
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- Rentals with pools United States
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- Rentals with a washer and dryer North Side
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