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

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Our top choices for Cook County holiday rentals

A modern building with the name 'SENIORAL' prominently displayed on the facade.

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,339 reviews)
"Great venue"
United States
Arthur Noel
The price is ฿5,086
฿6,951 total
includes taxes & fees
27 Sept - 28 Sept
Sentral Michigan Avenue
A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

2. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (269 reviews)
"Really helpful staff, really nice rooms."
United States
Archita
The price is ฿6,351
฿7,271 total
includes taxes & fees
6 Oct - 7 Oct
The Gem Museum Suites
A living room with a sofa, armchair, dining table, and a TV.

3. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is ฿7,446
฿12,237 total
includes taxes & fees
6 Oct - 7 Oct
At Home in Oak Park
A modern building with large glass windows, surrounded by a grassy area with trees and a pathway.

4. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.2 out of 10, Wonderful, (7 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is ฿5,936
฿10,507 total
includes taxes & fees
13 Oct - 14 Oct
The Oak Park Loft
A modern kitchen with a large island, bar stools, and a city view.

5. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (529 reviews)
"Location and facility was very nice"
United States
Brian
The price is ฿10,125
฿12,710 total
includes taxes & fees
4 Oct - 5 Oct
Level Chicago – Old Town
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Tina in cafe at breakfast was awesome! Made my day! See you-all next time!"
Thomas 2-night trip
Posted 2 hours ago
Congress Plaza Hotel

Find out more about Cook County

Vacation Apartments in Cook County

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