Hotel vacation rentals in North Side
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Top-rated hotel rentals in North Side
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 North Side 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
Aug 4 – 11
Hotel room in Uptown
4.98 out of 5 average rating, 44 reviews1 BD Luxury Boutique Apartment
Jun 18 – 25
Boutique hotel in Chicago
4.97 out of 5 average rating, 38 reviews1BD Suite @ The Guesthouse Hotel
Jun 20 – 27
Aparthotel in Chicago
4.85 out of 5 average rating, 20 reviews2BD Suite @The Guesthouse Hotel (2)
Jun 10 – 17
Boutique hotel in Chicago
4.67 out of 5 average rating, 6 reviews1BD Suite @ The Guesthouse Hotel(2)
Jul 24 – 31
Hotel room in Chicago
4.91 out of 5 average rating, 34 reviews2BD/2BA Luxury Apartment - Roof Deck Access
Jun 24 – Jul 1
Shared hotel room in Chicago
4.58 out of 5 average rating, 81 reviewsHotel Perks - Private Bedroom | Private Bathroom
Feb 14 – 21
Hotel room in Chicago
4.48 out of 5 average rating, 3632 reviewsHotel Perks - Private Bedroom | Private Bathroom
Jun 13 – 20
Hotel rentals with a pool
Hotel in Westmont
4.53 out of 5 average rating, 43 reviewsKing Bed with a private tub (breakfast included)
Jan 10 – 17
Hotel in Chicago
5.0 out of 5 average rating, 7 reviewsLight-flooded rooms and city views
Jul 10 – 17
Hotel in Chicago
5.0 out of 5 average rating, 4 reviewsComfort and Relaxation! Parking, Near Navy Pier
Jan 20 – 27
Hotel in Chicago
4.71 out of 5 average rating, 7 reviewsRelax and Unwind! Close to Water Tower Chicago!
Mar 3 – 10
Hotel in Chicago
4.5 out of 5 average rating, 4 reviewsA short drive to Willis Tower! 2 Comfortable Units
Sep 11 – 18
Hotel in Schaumburg
3.67 out of 5 average rating, 3 reviews"Radisson Hotel Schaumburg"
Apr 24 – May 1
Hotel in Chicago
120-yr-old landmark with floor-to-ceiling views
Jul 15 – 22
Hotel in Chicago
5.0 out of 5 average rating, 3 reviewsCozy Stay in River North! with Indoor Pool
Apr 10 – 17
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