
Chicago Holiday Rentals
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Our top choices for Chicago holiday rentals

9.2 out of 10, Wonderful, (1,147 reviews)
The price is HK$1,192
HK$1,629 total
includes taxes & fees
25 May - 26 May

9.0 out of 10, Wonderful, (471 reviews)
The price is HK$1,752
HK$2,249 total
includes taxes & fees
26 May - 27 May

9.6 out of 10, Exceptional, (191 reviews)
The price is HK$1,297
HK$2,259 total
includes taxes & fees
10 May - 11 May

Modern West Loop Gem-City Views & Prime Location 6
Modern West Loop Gem-City Views & Prime Location 6Downtown Chicago
10.0 out of 10, Exceptional, (21 reviews)
The price is HK$3,244
HK$7,242 total
includes taxes & fees
5 May - 6 May

Modern Comfort: 1BR Unit w/ Laundry
Modern Comfort: 1BR Unit w/ LaundryDowntown Chicago
8.8 out of 10, Excellent, (18 reviews)
The price is HK$1,152
HK$2,188 total
includes taxes & fees
26 May - 27 May

Chic Studio in the Heart of the Gold Coast
Chic Studio in the Heart of the Gold CoastDowntown Chicago
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$1,152
HK$2,080 total
includes taxes & fees
2 Jun - 3 Jun

Spacious 4BR Central Apartment w/ Skyline Views
Spacious 4BR Central Apartment w/ Skyline ViewsNear North Side
10.0 out of 10, Exceptional, (16 reviews)
The price is HK$1,332
HK$3,858 total
includes taxes & fees
20 May - 21 May

West Loop Living – Bright 1BR
West Loop Living – Bright 1BRDowntown Chicago
9.8 out of 10, Exceptional, (10 reviews)
The price is HK$1,379
HK$2,463 total
includes taxes & fees
10 May - 11 May
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 Chicago Hotel Reviews

Hotel Felix River North/Magnificent Mile
10/10 Excellent
Find out more about Chicago
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