
House holiday rentals in Downtown Chicago
Find and book unique houses on Airbnb
Top-rated house rentals in Downtown Chicago
Guests agree: these houses 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 house rentals in Downtown Chicago
House rentals with a pool

Pardizes Suites

Glen Ellyn Home

Luxury fenced in modern ranch

Rosemont 4BD2BA house with Pool

LUXURY - Movie Theater + Spa House

Schaumburg Woodfield Pool House 4bedroom 2.5bath

Celebrate at Hacjenda house
Weekly house rentals

The Modern Muse of Chicago! Close to everything!

Gold Coast Home|Rooftop |PoolTable |Parking |Views

3bd/3ba Bronzeville Beauty

The Architectural Haven - 15 min from Chicago!

NEW! 3BR/2.5B Duplex in Noble Sq

Flat in Lincoln Park 2-Flat Central to Everything

CasaNova Modern City Living

Private Downtown Retreat with Rooftop Oasis
Private house rentals

Rooftop Access with Views and Gym - LCP Collection

Casa 22 | Luxury Modern House for 6 | 3 Bed,2 Bath

3 bd/ 2ba with Free Parking Spot by McCormick

Vibrant, Spacious Chinatown Home

Luxury-Near Downtown & United Center-Sleeps 14

Beverly House

Spectacular Gilded Age Gold Coast Mansion w/Deck

Humboldt Home for Families & Friends
Destinations to explore
- Milwaukee Holiday rentals
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- Rentals with a hot tub Downtown Chicago
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Garfield Park Conservatory
- Washington Park Zoo
- Wicker Park
- Illinois Beach State Park
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
- Things to do Downtown Chicago
- Art and culture Downtown Chicago
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