
Condo vacation rentals in Chicago
Find and book unique condos on Airbnb
Top-rated condo rentals in Chicago
Guests agree: these condos 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 condo rentals
Condo rentals with a hot tub

Modern Wrigley Oasis with Parking!

Luxe condo w/ HOT TUB and Amazing Roof Deck!

Superiorhaus Noble Square Sleeps 16 HotTub/RecRoom

Cozy one-bedroom in vibrant neighborhood

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Walk to United Center! 2BR Condo w/ Free Parking

Bright and Beautiful Penthouse - Close to the lake

Lincoln Square Retreat
Weekly condo rentals

Ultra Modern Luxury - New Construction 4 Bedrooms

Loft-Like Wicker Park Condo Steps from the Cta!

Spacious condo with open floor plan and fireplace

Modern/Spacious 2BR/2BA West Town

Logan Square Beauty with 2 Bedrooms W/parking

Ultra clean/cozy condo, 10 mins south of Downtown!

The Broadway Special - 2 Bd/1 Bath Smart-Condo!

Marvelous Condo w/ Pri Prkng Cls to Transit &Beach
Pet-friendly condo rentals

816 PLZN Luxury Apt | Rooftop | Garage Parking

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT

Downtown Mich Ave #7| Park View Penthouse +gym

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Susie's Space. 2BR easy parking & pet friendly

Spacious & Stylish Home at the ♥ of Wicker Park

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D

Lincoln Park Hideaway - 5 Min Walk to the Park!
Quick stats about condo rentals in Chicago
Total rentals
1.1K properties
Total number of reviews
68K reviews
Family-friendly rentals
640 properties are a good fit for families
Pet-friendly rentals
300 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
690 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Oak Street Beach
- Humboldt Park
- Guaranteed Rate Field
- Six Flags Great America
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Lincoln Park Zoo
- Museum of Science and Industry
- Willis Tower
- Wicker Park
- Flossmoor Golf Club
- Garfield Park Conservatory
- Chicago History Museum
- Illinois Beach State Park
- Washington Park Zoo
- Brookfield Zoo
- Chicago Cultural Center
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