A city skyline at dusk with illuminated buildings reflecting on the water.

Central Chicago Vacation Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Central Chicago holiday rentals

Lake

1. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (72 reviews)
"First time staying there and we absolutely loved our stay. We will definitely be going back."
United States
Iliana
The price is RM731
RM1,073 total
includes taxes & fees
1 Nov - 2 Nov
Kasa Lake Shore Chicago
A modern building with the name 'SENIORAL' prominently displayed on the facade.

2. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,377 reviews)
"Perfect location to stay at if attending the bears games !"
United States
Jacob
The price is RM584
RM686 total
includes taxes & fees
9 Nov - 10 Nov
Sentral Michigan Avenue
A modern kitchen with a large island, bar stools, and a city view.

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (543 reviews)
"Great location, very clean, loved the gym and cafe!"
United States
Kerry
The price is RM1,143
RM1,442 total
includes taxes & fees
3 Nov - 4 Nov
Level Chicago – Old Town
A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

4. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (289 reviews)
"Really helpful staff, really nice rooms."
United States
Archita
The price is RM816
RM934 total
includes taxes & fees
3 Nov - 4 Nov
The Gem Museum Suites
Terrace/patio

5. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (13 reviews)
"The apartment was clean and had everything we needed for a comfortable stay. Highly recommended!"
Italy
Marco
The price is RM869
RM1,448 total
includes taxes & fees
26 Oct - 27 Oct
At Home in Oak Park
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

6. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
7.6 out of 10, Good, (64 reviews)
"terrible experience i need my money back, I cant check in at all please give me back my money"
United States
Jainul
The price is RM610
RM716 total
includes taxes & fees
3 Nov - 4 Nov
Wrigleyville Suites
A spacious living room with a grand piano, a comfortable sofa, and a dining area with a chandelier.

7. Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
8.8 out of 10, Excellent, (6 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is RM731
RM1,290 total
includes taxes & fees
27 Oct - 28 Oct
Historic Oak Park Home
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

8. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is RM988
RM1,938 total
includes taxes & fees
27 Oct - 28 Oct
Classic Forest Park Foursquare < 1 Mi to Blue Line
A modern building with large glass windows, surrounded by a grassy area with trees and a pathway.

9. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.4 out of 10, Exceptional, (8 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is RM724
RM1,282 total
includes taxes & fees
27 Oct - 28 Oct
The Oak Park Loft
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 Central Chicago Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Staff was friendly and helpful! Gave my family and I great ideas for restaurants!"
Patrice 4-night trip
Posted 1 hour ago
L7 Chicago by LOTTE

Find out more about Central Chicago

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