Hotel vacation 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.
Vacation rentals for every style
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Popular amenities for Downtown Chicago hotel rentals
Family-friendly hotel rentals
Boutique hotel in Chicago
4.78 out of 5 average rating, 91 reviewsLuxury 2BR Suite next to Loyola University
Aparthotel in Chicago
4.85 out of 5 average rating, 20 reviews2BD Suite @The Guesthouse Hotel (2)
Boutique hotel in Chicago
4.97 out of 5 average rating, 38 reviews1BD Suite @ The Guesthouse Hotel
Hotel room in Uptown
4.98 out of 5 average rating, 44 reviews1 BD Luxury Boutique Apartment
Boutique hotel in Andersonville
4.67 out of 5 average rating, 6 reviews1BD Suite @ The Guesthouse Hotel(2)
Hotel room in Chicago
4.91 out of 5 average rating, 34 reviews2BD/2BA Luxury Apartment - Roof Deck Access
Shared hotel room in Near North Side
4.58 out of 5 average rating, 81 reviewsHotel Perks - Private Bedroom | Private Bathroom
Hotel room in Near North Side
4.48 out of 5 average rating, 3624 reviewsHotel Perks - Private Bedroom | Private Bathroom
Hotel rentals with a pool
Hotel in Westmont
4.53 out of 5 average rating, 43 reviewsKing Bed with a private tub (breakfast included)
Hotel in Chicago
4.5 out of 5 average rating, 4 reviewsLarge Unit Close to the Millennium Park! Parking!
Hotel in Near North Side
5.0 out of 5 average rating, 3 reviewsHaven of Serenity! Pets Allowed, Onsite Pool
Hotel in Chicago
5.0 out of 5 average rating, 3 reviewsComfort and Relaxation! Parking, Near Navy Pier
Hotel in Chicago
5.0 out of 5 average rating, 6 reviewsLight-flooded rooms and city views
Hotel in Gold Coast
120-yr-old landmark with floor-to-ceiling views
Hotel in Schaumburg
3.67 out of 5 average rating, 3 reviews"Radisson Hotel Schaumburg"
Hotel in River North
4.5 out of 5 average rating, 4 reviewsA short drive to Willis Tower! 2 Comfortable Units
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