Holiday Rentals in Illinois
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Top Cities in Illinois
Chicago
Our top choices for Illinois holiday rentals
Aparthotel in Downtown Chicago
Sentral Michigan Avenue9.2 out of 10, Wonderful, (1020)
"This place made a great landing spot for a holiday weekend w family. Clean, great location, loved the holiday decorations and indoor pool / outside hot tub. Will stay again! "
Deidre
The price is €142
includes taxes & fees
7 Jan - 8 Jan 2026
Aparthotel in Downtown Chicago
Level Chicago – Old Town9.0 out of 10, Wonderful, (404)
"Great location, clean room and friendly staff!"
Scott
Aparthotel in Downtown Chicago
Chicago luxury home suites8.0 out of 10, Very good, (4)
"This listing is not clear. I thought it was a suite but it is a common area and 3 rooms off that with others staying in the place as well. I tried to get a refund 10 minutes after booking when I realized and they would not honor it. "
Kyle
The price is €134
includes taxes & fees
7 Jan - 8 Jan 2026
Aparthotel in Downtown Chicago
Kasa River North Chicago9.6 out of 10, Exceptional, (182)
"Awesome stay "
Sally
Apartment in Downtown Chicago
Gold Coast Living: Modern Studio Unit10.0 out of 10, Exceptional, (5)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
Seynabou
The price is €145
includes taxes & fees
4 Jan - 5 Jan 2026
Apartment in Downtown Chicago
West Loop Living – Bright 1BR10.0 out of 10, Exceptional, (4)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
Jeffrey
The price is €147
includes taxes & fees
4 Jan - 5 Jan 2026
Apartment in Downtown Chicago
Twice as Nice: Chic 2BR Stay with Style & Space9.6 out of 10, Exceptional, (15)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
Shederia P.
The price is €176
includes taxes & fees
6 Jan - 7 Jan 2026
Apartment in Downtown Chicago
Sun-Drenched 1BR Apartment10.0 out of 10, Exceptional, (2)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
Tyler B.
The price is €147
includes taxes & fees
6 Jan - 7 Jan 2026
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 Illinois Hotel Reviews
Palmer House a Hilton Hotel
10/10 Excellent
Find out more about Illinois
Holiday Homes in Illinois
Search for holiday homes in Illinois on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Illinois using one of the methods below:
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Look no further and take a look at our great range of rental properties in Illinois!