Hotel holiday rentals in West Side
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Top-rated hotels in West Side
Guests agree: These hotels are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for West Side hotels
Family-Friendly hotels
Boutique hotel in Chicago
4.67 out of 5 average rating, 6 reviews1BD Suite @ The Guesthouse Hotel(2)
Hotel room in Uptown
4.98 out of 5 average rating, 44 reviews1 BD Luxury Boutique Apartment
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 Chicago
4.91 out of 5 average rating, 34 reviews2BD/2BA Luxury Apartment - Roof Deck Access
Shared hotel room in Chicago
4.58 out of 5 average rating, 81 reviewsHotel Perks - Private Bedroom | Private Bathroom
Hotel room in Chicago
4.47 out of 5 average rating, 15 reviewsHotel Perks - Private Bedroom | Private Bathroom
Hotel room in Near North Side
4.4 out of 5 average rating, 30 reviewsHotel Perks - Private Bedroom | Private Bathroom
Hotels with a pool
Hotel in Westmont
4.51 out of 5 average rating, 45 reviewsKing Bed with a private tub (breakfast included)
Hotel in Chicago
4.63 out of 5 average rating, 35 reviewsJust a short walk from Magnificent Mile! Pool!
Hotel in Near North Side
5.0 out of 5 average rating, 8 reviewsHaven of Serenity! Pets Allowed, Onsite Pool
Hotel in Chicago
5.0 out of 5 average rating, 7 reviewsLight-flooded rooms and city views
Hotel in Chicago
5.0 out of 5 average rating, 4 reviewsComfort and Relaxation! Parking, Near Navy Pier
Hotel in Schaumburg
4.0 out of 5 average rating, 4 reviews"Radisson Hotel Schaumburg"
Hotel in Chicago
120-yr-old landmark with floor-to-ceiling views
Hotel in Chicago
5.0 out of 5 average rating, 3 reviewsCozy Stay in River North! with Indoor Pool
Destinations to explore
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