Vacation Rentals in Cook County

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Top Cities in Cook County

Top Vacation Rentals in Cook County

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (406)
"The check in was flawless and got to an impecable room."
The price is $159
$216 total
includes taxes & fees
May 27 - May 28
Sentral Michigan Avenue
Interior
Sonder Market Hall
3.5 star property
8.2 out of 10, Very Good, (83)
"Extremely clean and very modern room, very impressed with the quality and how easy it is to check in and get into a room. Highly recommend and will definitely come back in the future."
The price is $95
$112 total
includes taxes & fees
May 27 - May 28
Sonder Market Hall
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (298)
"What a nice surprise. First time I have used Sonder. But will not be the last. Great value for the money. "
The price is $182
$214 total
includes taxes & fees
Jun 4 - Jun 5
Sonder South Wabash
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49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (231)
"The room was very clean and nice. A great option for downtown Chicago"
Kasa Magnificent Mile Chicago
Interior
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (129)
"I enjoyed the fact that everything was close. The hotel was cleaned but I never saw a personal member. The code to enter didn't work and people inside had to help fellow clients to enter."
The price is $210
$246 total
includes taxes & fees
Jun 18 - Jun 19
Found Chicago powered by Sonder
Front of property - evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (207)
"Nice"
The price is $203
$255 total
includes taxes & fees
May 27 - May 28
Level Chicago – Old Town
Exterior
Sonder The Burnham
3.5 star property
8.8 out of 10, Excellent, (58)
"Other than the stairs going up from the entrance door, everything is perfect. "
The price is $194
$228 total
includes taxes & fees
May 28 - May 29
Sonder The Burnham
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, (31)
"This is one of the best hotels I have ever stayed. Very clean, spacious, and everything is well-designed. Exceed my expectation in every aspect."
The Neighborhood Hotel-Little Italy
Exterior
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very Good, (101)
"The entire experience was fantastic. Clear instructions in how to get into the building and the apartment, fully stocked kitchen and extremely comfortable bed"
The price is $196
$230 total
includes taxes & fees
May 28 - May 29
Sonder Jewelers Row
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (65)
"Very clean and comfortable. Great location very close to an L stop. Walkable to shopping and the lake front and river walk"
Kasa River North Chicago
Family Apartment, 3 Bedrooms, Non Smoking, Balcony | Living area | Smart TV, streaming services
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (161)
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
City view from property
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very Good, (67)
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is $237
$278 total
includes taxes & fees
Jun 19 - Jun 20
Sonder The Plymouth
3 bedrooms, WiFi, bed sheets
Your Home Away From Home
2.0 out of 10, (1)
"No me agradó"
The price is $150
$173 total
includes taxes & fees
May 23 - May 24
Your Home Away From Home
Private kitchen | Fridge, microwave, oven, stovetop
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (106)
"The host communicated well. The area was busy but felt safe. I felt it was expensive for the location. Very clean."
Luxury Home Away From Your Home
Exterior
Walking distance to restaurants, shops and Lake Michigan,
9.8 out of 10, Exceptional, (157)
"Great property and Ross is a wonderful host. Even recommended dinner spots Hope to stay here again"
Walking distance to restaurants, shops and Lake Michigan,
Property grounds
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.2 out of 10, Wonderful, (9)
"Great location with two master suites with king beds. Breakfast buffet was good. Next time I will request first floor as there is no elevator."
The price is $149
$191 total
includes taxes & fees
May 27 - May 28
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Property grounds
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (38)
"The house was beautifully decorated, well-equipped with all necessary amenities, and perfectly located close to Wrigley Field and the local establishments. If available, I highly recommend upgrading to the garage option for parking, especially during Cubs home games. This worked out perfectly for us. Justin was very helpful and responsive to my questions. We would definitely stay here again."
Wrigley/Southport Corridor Garden Oasis +parking!
Outdoor pool
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
10.0 out of 10, Exceptional, (198)
"This was an amazing place, in a great location, the view was unbelievable, and there was lots of things to do in the area our host, we’re great to work with, they had great insight, and information to share with us to make our stay even more enjoyable. we would definitely use their property again"
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
Fridge, microwave, oven, stovetop
LakeHouse
10.0 out of 10, Exceptional, (6)
"I loved this house. It was clean, spacious, the piano made it that much better. I will definitely be back again."
LakeHouse
Full-size fridge, oven, stovetop, dishwasher
Sonder The Opal
3.5 star property
8.0 out of 10, Very Good, (12)
"Overall: A nice stay in a great part of town. Pros: Walking distance to almost everything downtown Chicago. Check-in is easy, but not the most intuitive instructions for the building codes. Spacious and clean room. Cons: The view. DO NOT let the pictures of the property deceive you… Unless you are on the top floor, the view is not very good. Also, says there’s rooftop access but no way to get to the roof (door locked). The walls are thin inside the apartment. Layout was a bit bizarre. Advert...
The price is $198
$233 total
includes taxes & fees
May 29 - May 30
Sonder The Opal
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See all available properties in Cook County
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.

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 $95 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.  


Cook County Vacation Rental Travel Info

Recent reviews in Cook County
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