Cook County Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Top Cities in Cook County

Featured Cook County Vacation Rentals

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (793)
"Great stay!"
The price is P8,698
P11,889 total
includes taxes & fees
Jun 29 - Jun 30
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 P8,650
P10,154 total
includes taxes & fees
Jul 7 - Jul 8
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 P7,241
P8,500 total
includes taxes & fees
Jul 6 - Jul 7
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 P20,935
P25,851 total
includes taxes & fees
Jul 17 - Jul 18
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, (187)
"Easy and great for extended stay."
The price is P10,233
P12,013 total
includes taxes & fees
Jun 29 - Jun 30
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 P13,275
P15,197 total
includes taxes & fees
Jun 23 - Jun 24
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 P7,375
P8,657 total
includes taxes & fees
Jun 30 - Jul 1
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (171)
"Great spot. "
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, (164)
"Great location and much larger space than I expected. Great location in the Loop with access to public transit and walkable. "
The price is P7,241
P8,500 total
includes taxes & fees
Jul 7 - Jul 8
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 P10,642
P12,493 total
includes taxes & fees
Jul 20 - Jul 21
Sonder by Marriott Bonvoy The Opal Apartments River North

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (308)
"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 P5,374
P6,072 total
includes taxes & fees
Jun 24 - Jun 25
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 P5,505
P9,321 total
includes taxes & fees
Jun 23 - Jun 24
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
9.0 out of 10, Wonderful, (54)
"Great location, easy stay!"
The price is P12,520
P14,698 total
includes taxes & fees
Jun 29 - Jun 30
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.
Save an average of 15% on thousands of hotels when you're signed in