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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, (1,197 reviews)
"Great location"
United States
JAVIER
$186 nightly
The price is $218
Jul 5 - Jul 6
Total with taxes and fees
Sentral Michigan Avenue

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (496 reviews)
"Very clean and loved the location and amenities with the store on the first floor was fantastic"
United States
Kimberly
$276 nightly
The price is $324
Jun 30 - Jul 1
Total with taxes and fees
Level Chicago – Old Town

LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.2 out of 10, Wonderful, (9 reviews)
"The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. "
United States
Michelle R.
$206 nightly
The price is $243
Jun 28 - Jun 29
Total with taxes and fees
LIVN West Loop Chicago Queen Superior Studio

LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
$187 nightly
The price is $221
Jun 28 - Jun 29
Total with taxes and fees
LIVN Millennium Park Downtown Chicago Studio

Beautiful Unit CHI in Prime River North - 2

Beautiful Unit CHI in Prime River North - 2
Downtown Chicago
8.6 out of 10, Excellent, (25 reviews)
"Great place to stay for our girls weekend. Very convenient to everything in the city! We had the second unit and just to know this is a walk up with about 40-45 stairs to get to the unit. "
United States
Dawn P.
$361 nightly
The price is $445
Jul 3 - Jul 4
Total with taxes and fees
Beautiful Unit CHI in Prime River North - 2

River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1
Downtown Chicago
9.8 out of 10, Exceptional, (6 reviews)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
$423 nightly
The price is $487
Jul 15 - Jul 16
Total with taxes and fees
River North Rooftop With In and Out Parking 1

Downtown Chicago Stay with Free In & Out Parking 5

Downtown Chicago Stay with Free In & Out Parking 5
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"This VRBO was perfect for our family as we visited our college student in downtown Chicago. Plenty of space, sparkling clean, comfy beds. Only two things that I think could be improved/better communicated: only one key card is provided, and the beds are full size not queen (but they were SUPER comfortable!!!)"
United States
Gina C.
$456 nightly
The price is $516
Jul 7 - Jul 8
Total with taxes and fees
Downtown Chicago Stay with Free In & Out Parking 5

South Loop Rooftop With In and Out Parking 3

South Loop Rooftop With In and Out Parking 3
Downtown Chicago
8.8 out of 10, Excellent, (5 reviews)
"Clean place. Family friendly. Location was great. A lot of restaurants close by. Great communication from the host."
United States
jaspreet
$503 nightly
The price is $574
Jul 19 - Jul 20
Total with taxes and fees
South Loop Rooftop With In and Out Parking 3

Modern West Loop Gem-City Views & Prime Location 2

Modern West Loop Gem-City Views & Prime Location 2
Downtown Chicago
9.4 out of 10, Exceptional, (9 reviews)
"Excellent location, very clean & comfortable. West Loop is an awesome area to stay in Chicago. Seamless check in process."
United States
Dean R.
$741 nightly
The price is $844
Jun 28 - Jun 29
Total with taxes and fees
Modern West Loop Gem-City Views & Prime Location 2

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.
$711 nightly
The price is $877
Jul 9 - Jul 10
Total with taxes and fees
Premium Urban 4BR - Perfect Mix of Comfort & Location

River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
9.8 out of 10, Exceptional, (11 reviews)
"Excellent location, very clean, spacious."
United States
John David K.
$855 nightly
The price is $1,002
Jul 9 - Jul 10
Total with taxes and fees
River North Private Deck With In and Out Parking

870 1&2 - 2 Separate Suites in same building

870 1&2 - 2 Separate Suites in same building
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"Great spot in a great area"
United States
Jesse H.
$824 nightly
The price is $1,017
Jul 3 - Jul 4
Total with taxes and fees
870 1&2 - 2 Separate Suites in same building

Modern 3BR Apartment Near North Ave Shops

Modern 3BR Apartment Near North Ave Shops
Near North Side
10.0 out of 10, Exceptional, (1 review)
$1,034 nightly
The price is $1,276
Jul 18 - Jul 19
Total with taxes and fees
Modern 3BR Apartment Near North Ave Shops

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (145 reviews)
"Perfect place to stay!"
United States
Anton
$204 nightly
The price is $234
Jul 8 - Jul 9
Total with taxes and fees
The Gem Museum Suites

LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The check in and out process was very quick. Communication with the host was great. "
United States
Raquel W.
$189 nightly
The price is $223
Jun 29 - Jun 30
Total with taxes and fees
LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago 1 BR

LIVN Millennium Park Downtown Chicago 1 BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great location to sights, shops, and food."
United States
Adrianna W.
$187 nightly
The price is $221
Jun 28 - Jun 29
Total with taxes and fees
LIVN Millennium Park Downtown Chicago 1 BR

LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excelente, well located. Recommended."
United States
Sandra S.
$206 nightly
The price is $243
Jun 28 - Jun 29
Total with taxes and fees
LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
$177 nightly
The price is $209
Jul 1 - Jul 2
Total with taxes and fees
LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.0 out of 10, Wonderful, (8 reviews)
"The parking situation is pretty rough. You have to park a half a mile away from the property. The room looks very luxurious in the pictures. However, once you get there, it does show some age and you can hear the other guest from above and below at all night not to mention that the city sounds are in full effect horns and traffic all night long and it’s difficult to get the room dark"
United States
Robert
$220 nightly
The price is $260
Jul 1 - Jul 2
Total with taxes and fees
LIVN West Loop Chicago 2 BR City View

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
$225 nightly
The price is $266
Jun 28 - Jun 29
Total with taxes and fees
LIVN Millennium Park Downtown Chicago 2BR
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 $183 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.