Search Holiday Rentals in Cook County

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Top Holiday Rentals in Cook County

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (793)
"Great stay!"
The price is ฿4,989
฿6,818 total
includes taxes & fees
29 Jun - 30 Jun
Sentral Michigan Avenue

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (542)
"Great stay"
The price is ฿4,961
฿5,823 total
includes taxes & fees
7 Jul - 8 Jul
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.6 out of 10, Excellent, (306)
"Super cool spot in a great part of the city."
The price is ฿4,153
฿4,875 total
includes taxes & fees
6 Jul - 7 Jul
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (320)
"Hotel was nice"
The price is ฿12,006
฿14,826 total
includes taxes & fees
17 Jul - 18 Jul
Level Chicago – Old Town

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (424)
"We had an amazing week staying here. Highly recommend!!"
Kasa Magnificent Mile Chicago

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
8.8 out of 10, Excellent, (185)
"Easy and great for extended stay."
The price is ฿6,661
฿7,819 total
includes taxes & fees
6 Jul - 7 Jul
Sonder by Marriott Bonvoy The Burnham Apartments Loop

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (69)
"Very clean, the room was very spacious and everyone was very friendly and the complementary breakfast was good. We also like the location. "
The price is ฿7,613
฿8,716 total
includes taxes & fees
23 Jun - 24 Jun
The Gem Museum Suites

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.2 out of 10, Very good, (107)
"We love staying at Sonder properties. The apartment has a full kitchen with everything you need, the shower is so refreshing, and the in-room washer/dryer is super handy when traveling."
The price is ฿4,230
฿4,965 total
includes taxes & fees
30 Jun - 1 Jul
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (169)
"Great room, well decorated and appointed. Great location!"
The Neighborhood Hotel-Little Italy

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very good, (163)
"Great location and much larger space than I expected. Great location in the Loop with access to public transit and walkable. "
The price is ฿4,153
฿4,875 total
includes taxes & fees
7 Jul - 8 Jul
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.6 out of 10, Excellent, (40)
"Our stay was amazing. "
The price is ฿6,354
฿7,459 total
includes taxes & fees
20 Jul - 21 Jul
Sonder by Marriott Bonvoy The Opal Apartments River North

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (307)
"Great stay"
Kasa South Loop Chicago

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 star property
3.6 out of 10, (36)
"Nice inside room but it’s not safe outside area"
The price is ฿3,082
฿3,482 total
includes taxes & fees
24 Jun - 25 Jun
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Wrigleyville Suites

2.0 star property
9.0 out of 10, Wonderful, (6)
"Very close to Wrigley Field, easy to get to and easy in and out. Very comfortable. It's a very nice neighborhood. It would be a good place to stay for a group. With that being said, even though we had no issues you still share a bathroom with other guests. That and parking were the only downsides as far as we are concerned."
The price is ฿3,335
฿5,554 total
includes taxes & fees
24 Jun - 25 Jun
Wrigleyville Suites

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (152)
"Great stay, clean room!"
Kasa River North Chicago

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
8.8 out of 10, Excellent, (53)
"Great location, easy stay!"
The price is ฿7,181
฿8,430 total
includes taxes & fees
29 Jun - 30 Jun
Sonder by Marriott Bonvoy Greektown Apartments
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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