A city skyline with skyscrapers, a river, and a bridge.

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Our top choices for Cook County holiday rentals

A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.

1. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (88 reviews)
"The bathroom was really clean. The beds were really comfortable"
United States
Jair
The price is £179
includes taxes & fees
22 Nov - 23 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, (1,410 reviews)
"Great for extended stays."
United States
Jeff
The price is £112
includes taxes & fees
7 Dec - 8 Dec
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, (560 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is £168
includes taxes & fees
23 Nov - 24 Nov
Level Chicago – Old Town
A spacious lobby with a high ceiling, a reception desk, comfortable seating, and a large stained glass window.

4. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (307 reviews)
"The rooms were clean, and the staff was courteous and the Breakfast was excellent."
United States
Ernest
The price is £143
includes taxes & fees
20 Nov - 21 Nov
The Gem Museum Suites
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

5. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.6 out of 10, Exceptional, (49 reviews)
"The area was nice! Many restaurants and stores are at walking distance Room was very nice and clean"
United States
Francisco
The price is £128
includes taxes & fees
11 Nov - 12 Nov
Wrigleyville Suites
A two-story house with a brick exterior, a sloped roof, and a front porch.

6. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (14 reviews)
"Great location with parking included"
United States
Melissa
The price is £258
includes taxes & fees
12 Nov - 13 Nov
At Home in Oak Park
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 £267
includes taxes & fees
16 Nov - 17 Nov
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 £353
includes taxes & fees
11 Nov - 12 Nov
Classic Forest Park Foursquare < 1 Mi to Blue Line
A large brick house with a central chimney, a covered porch, and a brick pathway leading to the entrance.

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 Oak Park Loft
A building with a white exterior and a tree with white blossoms in front.

10. Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"The house is in an amazing neighborhood, easy access to subway, extremely clean and great follow-up and follow through communication with owner!"
United States
Ann-Marie
Historic Oak Park Residence
A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

11. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is £352
includes taxes & fees
11 Nov - 12 Nov
King bed Crystal Lake Mchenry Cary Cozy
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 Cook County Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Location is great. Lobby and outdoors is beautiful. The rooms are just outdated."
Dafne 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Cook County

Holiday Apartments in Cook County

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