
Vacation rentals in Downtown Chicago
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Top-rated vacation rentals in Downtown Chicago
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Downtown Chicago vacation rentals
Other great vacation rentals in Downtown Chicago
Superhost

Home in Chicago
4.93 out of 5 average rating, 42 reviewsFamily Friendly Duplex/9 min from MDW/Free Parking
Guest favourite

Apartment in Chicago
4.86 out of 5 average rating, 42 reviewsElegant 4Bedroom with Free Parking in Albany Park
Superhost

Apartment in Chicago
4.64 out of 5 average rating, 28 reviewsCity Gem: Stylish 3BR for Urban Explorers
Superhost

Home in Chicago
4.83 out of 5 average rating, 101 reviewsCalifornia Cottage/4br prime location Logan Square
Superhost

Condo in Chicago
4.81 out of 5 average rating, 31 reviewsSpacious condo with open floor plan and fireplace
Top guest favourite

Home in Lombard
5 out of 5 average rating, 26 reviewsSpacious Home in Chicago Suburbs
Top guest favourite

Home in Wood Dale
5 out of 5 average rating, 5 reviewsHome in the Woods!
Top guest favourite

Home in Chicago
5 out of 5 average rating, 21 reviewsComfy Home Away From Home
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- Rentals with a sauna Downtown Chicago
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- Rentals with a fireplace Downtown Chicago
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- Luxury rentals Downtown Chicago
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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
- Things to do Downtown Chicago
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