Hotel vacation rentals in West Side
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Top-rated hotel rentals in West Side
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Vacation rentals for every style
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Popular amenities for West 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
Feb 19 – 26
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
Boutique hotel in Chicago
4.67 out of 5 average rating, 6 reviews1BD Suite @ The Guesthouse Hotel(2)
Jul 24 – 31
Aparthotel in Chicago
4.85 out of 5 average rating, 20 reviews2BD Suite @The Guesthouse Hotel (2)
Oct 1 – 8
Hotel room in Chicago
4.91 out of 5 average rating, 34 reviews2BD/2BA Luxury Apartment - Roof Deck Access
Jul 29 – Aug 5
Shared hotel room in Chicago
4.58 out of 5 average rating, 81 reviewsHotel Perks - Private Bedroom | Private Bathroom
Jan 20 – 27
Hotel room in Chicago
4.47 out of 5 average rating, 15 reviewsHotel Perks - Private Bedroom | Private Bathroom
Mar 19 – 26
Hotel rentals with a pool
Hotel in Westmont
4.53 out of 5 average rating, 43 reviewsKing Bed with a private tub (breakfast included)
Sep 26 – Oct 3
Hotel in Chicago
4.63 out of 5 average rating, 35 reviewsJust a short walk from Magnificent Mile! Pool!
Dec 9 – 16
Hotel in Chicago
5.0 out of 5 average rating, 7 reviewsLight-flooded rooms and city views
Jul 10 – 17
Hotel in Near North Side
5.0 out of 5 average rating, 6 reviewsHaven of Serenity! Pets Allowed, Onsite Pool
Mar 20 – 27
Hotel in Chicago
5.0 out of 5 average rating, 4 reviewsComfort and Relaxation! Parking, Near Navy Pier
Jan 23 – 30
Hotel in Schaumburg
3.67 out of 5 average rating, 3 reviews"Radisson Hotel Schaumburg"
Jan 18 – 25
Hotel in Chicago
120-yr-old landmark with floor-to-ceiling views
Jun 18 – 25
Hotel in Chicago
5.0 out of 5 average rating, 3 reviewsCozy Stay in River North! with Indoor Pool
Mar 19 – 26
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