
Hotel holiday rentals in Downtown Chicago
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Top-rated hotel rentals in Downtown Chicago
Guests agree: these hotel rentals 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 hotel rentals in Downtown Chicago
Family-friendly hotel rentals

1BD/1BA steps away from local shops, entertainment

Spacious 2BR near concert venues, Wrigley Field

Vibrant Andersonville 2BR w/ in-unit laundry

2BD/2BA w/ gourmet kitchen, private balcony & more

Bright 1BR w/ shared Roof Deck, close to beach
Hotel rentals with a pool

120-yr-old landmark with floor-to-ceiling views

Comfort and Relaxation! Parking, Near Navy Pier

A quick drive to Navy Pier! Pool, Parking Onsite!

Ideal Downtown Chicago Location | Rooftop Pool

modern design with VU Skyward rooftop bar

Easy Access to Downtown| Free parking. Indoor Pool

King Bed with breakfast included

Mediterranean vibes at the rooftop pool
Destinations to explore
- Milwaukee Holiday rentals
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- West Side Holiday rentals
- North Side Holiday rentals
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- Holland Holiday rentals
- Saugatuck Holiday rentals
- South Side Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
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- House rentals Downtown Chicago
- Rentals with a hot tub Downtown Chicago
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- Fitness-friendly rentals Downtown Chicago
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- Waterfront rentals Downtown Chicago
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- Pet-friendly rentals 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
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