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Central Chicago Vacation Rentals
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Our top choices for Central Chicago vacation rentals
9.2 out of 10, Wonderful, (1028)
"My favorite place to stay hands-down"
Michele
The price is ￥17,149
￥24,721 total
includes taxes & fees
Jan 5 - Jan 6, 2026
10.0 out of 10, Exceptional, (4)
"Amazing stay! The location is very central and close to everything. The room was spotless, and the mattress was very comfortable. I really appreciated that the property is pet friendly. I was able to bring my dog along, which made the trip even better. The view was absolutely stunning. The hosts were very responsive and helpful throughout our stay. Highly recommend!"
Alex
The price is ￥20,531
￥24,101 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Gold Coast Living: Modern Studio Unit
Gold Coast Living: Modern Studio UnitDowntown Chicago
10.0 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 ￥10,762
￥25,815 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sleek 1BR Apt w/ Laundry
Sleek 1BR Apt w/ LaundryDowntown Chicago
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
Anonymous traveler
The price is ￥9,852
￥26,347 total
includes taxes & fees
Jan 7 - Jan 8, 2026
9.6 out of 10, Exceptional, (182)
"Awesome stay "
Sally
The One: A 1BR Stay That Feels Like Home
The One: A 1BR Stay That Feels Like HomeDowntown Chicago
8.4 out of 10, Very Good, (5)
"Very nice condo in a quiet neighborhood"
Patrick
The price is ￥9,852
￥26,347 total
includes taxes & fees
Jan 7 - Jan 8, 2026
9.8 out of 10, Exceptional, (9)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
Javeria
The price is ￥140,179
￥197,416 total
includes taxes & fees
Jan 5 - Jan 6, 2026
River North Rooftop With In and Out Parking 3
River North Rooftop With In and Out Parking 3Downtown Chicago
9.6 out of 10, Exceptional, (4)
"Great stay. I'm from the area but had friends visiting from out of town. This was a great location only a quick walk to Michigan Avenue and 15 minutes from the loop. The apartment was spacious, and I appreciated having disney plus/netflix signed into the TV. The check-in and check-out was really easy with an accompanying video and easy lockbox location. Host/company was also very communicative, and let me grab something I forgot in my rental after checking out!Parking space was also clutch, just...
Amarah K.
The price is ￥15,638
￥49,125 total
includes taxes & fees
Jan 5 - Jan 6, 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.
Top Central Chicago Hotel Reviews
River Hotel
10/10 Excellent
Find out more about Central Chicago
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