
Hotel holiday rentals in Downtown Chicago
Find and book unique hotel rentals on Airbnb
Top-rated hotel rentals in Downtown Chicago
Guests agree: these hotel rentals are highly rated for location, cleanliness and more.
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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

Hotel room in Chicago
4.52 out of 5 average rating, 23 reviewsHotel Perks - Private Bedroom | Private Bathroom
Superhost

Hotel room in Chicago
4.67 out of 5 average rating, 6 reviews1BD/1BA steps away from local shops, entertainment
Superhost

Hotel room in Chicago
4.91 out of 5 average rating, 35 reviewsSpacious 2BR near concert venues, Wrigley Field
Superhost

Hotel room in Chicago
4.85 out of 5 average rating, 20 reviewsVibrant Andersonville 2BR w/ in-unit laundry
Superhost

Hotel room in Chicago
4.98 out of 5 average rating, 44 reviewsBright 1BR w/ shared Roof Deck, close to beach
Hotel rentals with a pool

Hotel room in Rosemont
4.75 out of 5 average rating, 12 reviewsClose To Chicago O'Hare Airport | Free Breakfast

Hotel room in Schaumburg
4 out of 5 average rating, 5 reviewsRadisson Hotel

Hotel room in Chicago
4.5 out of 5 average rating, 4 reviews120-yr-old landmark with floor-to-ceiling views
Guest favourite

Hotel room in Chicago
4.91 out of 5 average rating, 11 reviewsGuest 2 Queen Room at Aloft Chicago Mag Mile

Hotel room in Chicago
4.71 out of 5 average rating, 14 reviewsmodern design with VU Skyward rooftop bar

Hotel room in Schaumburg
4.23 out of 5 average rating, 13 reviewsQuiet, clean, comfortable hotel

Hotel room in Schaumburg
4.64 out of 5 average rating, 11 reviewsSparkling clean and quiet hotel!

Hotel room in Westmont
4.45 out of 5 average rating, 33 reviewsKing Bed with breakfast included
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