Vacation Rentals in Cook County

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Top Cities in Cook County

Our top choices for Cook County vacation rentals

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,071 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
$135 nightly
The price is $158
Feb 10 - Feb 11
Total with taxes and fees
Sentral Michigan Avenue

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
$149 nightly
The price is $166
Feb 16 - Feb 17
Total with taxes and fees
Chic Studio in the Heart of the Gold Coast

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
$159 nightly
The price is $176
Feb 10 - Feb 11
Total with taxes and fees
West Loop Living – Bright 1BR

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (422 reviews)
"Clean, nice amenities and great staff."
United States
Sydnee
$214 nightly
The price is $252
Feb 10 - Feb 11
Total with taxes and fees
Level Chicago – Old Town

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (690 reviews)
"Perfect location and very clean! "
United States
Latoya
$194 nightly
The price is $228
Feb 10 - Feb 11
Total with taxes and fees
Kasa Magnificent Mile Chicago

Complete 1BR Home Sum

Complete 1BR Home Sum
Downtown Chicago
$159 nightly
The price is $176
Feb 10 - Feb 11
Total with taxes and fees
Complete 1BR Home Sum

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
$159 nightly
The price is $176
Feb 15 - Feb 16
Total with taxes and fees
1BR Modern Luxe Apt with In-Unit Laundry

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
$168 nightly
The price is $186
Feb 17 - Feb 18
Total with taxes and fees
Sun-Drenched 1BR Apartment

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
$159 nightly
The price is $176
Feb 10 - Feb 11
Total with taxes and fees
Modern Comfort: 1BR Unit w/ Laundry

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
$294 nightly
The price is $328
Feb 19 - Feb 20
Total with taxes and fees
River North Rooftop With In and Out Parking 3

Guild #2 | Gold Coast Mag Mile Best Location

Guild #2 | Gold Coast Mag Mile Best Location
Downtown Chicago
9.8 out of 10, Exceptional, (19 reviews)
"We loved our stay at this property. It’s in a fantastic location and is roomy and comfortable. We would definitely stay again!"
United States
laura s.
$284 nightly
The price is $348
Feb 23 - Feb 24
Total with taxes and fees
Guild #2 | Gold Coast Mag Mile Best Location

Sleek 1BR Apartment w/ In-unit Laundry

Sleek 1BR Apartment w/ In-unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
$168 nightly
The price is $186
Feb 17 - Feb 18
Total with taxes and fees
Sleek 1BR Apartment w/ In-unit Laundry

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (104 reviews)
"This is a fantastic hotel with super friendly staff"
United States
German
$182 nightly
The price is $208
Feb 16 - Feb 17
Total with taxes and fees
The Gem Museum Suites

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (183 reviews)
"Awesome stay "
United States
Sally
$229 nightly
The price is $269
Feb 27 - Feb 28
Total with taxes and fees
Kasa River North Chicago

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
Premium Urban 4BR - Perfect Mix of Comfort & Location

At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.4 out of 10, Exceptional, (9 reviews)
"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."
United States
Kathryn
$224 nightly
The price is $257
Feb 10 - Feb 11
Total with taxes and fees
At Home in Oak Park

NEW Private West Loop 1br with Backyard near Green Line and CTA

NEW Private West Loop 1br with Backyard near Green Line and CTA
East Garfield Park
9.6 out of 10, Exceptional, (4 reviews)
"Very cozy stay. Host was great with communication and the place has everything needed. Would definitely book here again!"
United States
Eric H.
$196 nightly
The price is $242
Feb 17 - Feb 18
Total with taxes and fees
NEW Private West Loop 1br with Backyard near Green Line and CTA

Flexhome Ukrainian Village 2BR D1

Flexhome Ukrainian Village 2BR D1
West Town
9.2 out of 10, Wonderful, (7 reviews)
"It was clean and ready for our arrival. A big plus is having a washer and dryer on the premises."
United States
Ray R.
$146 nightly
The price is $180
Feb 10 - Feb 11
Total with taxes and fees
Flexhome Ukrainian Village 2BR D1
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

Find out more about Cook County

Discover your perfect Cook County vacation rental with Expedia

How many vacation rentals are available in Cook County?


Expedia has plenty of vacation rentals to choose from in and around  Cook County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Cook County?


The selection of Cook County vacation rentals we have selected for you start as low as $106 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Cook County?


Vacation rentals in Cook County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Cook County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Cook County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Cook County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Cook County?


Find vacation rentals in Cook County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Cook County.  


What amenities are available in a vacation rental in Cook County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Cook County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Cook County?   


Everytime is a great time to head to Cook County! Staying in a Cook County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Cook County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Cook County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Cook County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Cook County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.