West Side Holiday Rentals
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Holiday Rentals in West Side
The Neighborhood Hotel-Little Italy
Near West Side
9.6 out of 10, Exceptional, (221)
"Staff was courteous. Great location."
Pamela
Stylish 1BR in West Loop
Downtown Chicago
10.0 out of 10, Exceptional, (10)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
Jacob D.
The price is HK$490
HK$1,312 total
includes taxes & fees
1 Jan - 2 Jan 2026
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Near West Side
10.0 out of 10, Exceptional, (269)
"Beautiful property fully loaded with amenities."
Allie P.
Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
NEW LUXURY PENTHOUSE CONDO
West Town
10.0 out of 10, Exceptional, (200)
"Great house with a great rooftop. "
Francisco
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Near West Side
10.0 out of 10, Exceptional, (319)
"Great location, easy check in and out. Wonderful property!"
Lowell M.
NEW to the market! Relax with family in a super Lux Custom SFH. West town.
West Town
Experience Chicago living near United Center
Austin
9.2 out of 10, Wonderful, (28)
"We were in town with our rowing team for a regatta, and this was a perfect spot to stay! Amenities were perfect for our needs, the living room is super spacious for some morning yoga, and the owners were responsive to any questions we had. Will definitely be saving this location for our trip here next year?"
McKenzie J.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top West Side Hotel Reviews
Hampton Inn & Suites Chicago Medical District UIC
10/10 Excellent
Find out more about West Side
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