Sign up
Log in
Vacation rentals in Cook County

Vacation rentals in Cook County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cook County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy and Stylish Studio with Free Parking in Irving Park
PLUSEntire apartment · 2 guests · 1 bed · 1 bath
Cozy and Stylish Studio with Free Parking in Irving Park

Whip up tasty home-cooked meals in this chic, modern condo. Though cozy in size, the open-plan layout maximizes on space. You’ll have everything you need for the duration of your stay including a patio and great local attractions.

What guests are saying:

“This was the perfect place for a weekend stay in Chicago! Just a quick Uber or L-train ride from downtown, this apartment was in an amazing location. Far enough away from the city to be quiet, but close enough to be convenient! It was clean and gorgeous, there was a roku tv, and the kitchen was stocked so well! Would absolutely recommend to anyone!”

Stylish, Cozy Apartment for the Perfect Get Away
SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bath
Stylish, Cozy Apartment for the Perfect Get Away

This amazing apartment is located in the Little Village community in Chicago. Little Village is the heart of the Mexican community because it's vivid representation of the Mexican culture. In addition, the apartment is close to two Chicago parks where you can enjoy a walk or a bike ride.

What guests are saying:

“Paul’s place was beautiful! My husband and I loved the neighborhood, and had a wonderful stay. Everything was exceptional. Can’t wait to stay again next time we return to Chicago! We miss our feline friend Abu already!”

Studio space w/ private bathroom near midway
SUPERHOSTPrivate room · 4 guests · 1 bed · 1 private bath
Studio space w/ private bathroom near midway

Fully renovated garden unit in West Lawn. Conveniently located near midway airport. 20-30 minutes away from down town. CVS 3 minute walk away. Near bars and restaurant. Enjoy a quite clean neighborhood with a quick drive to the city. Must love dogs. Please read house manual and description as throughly as possible to insure you are a good fit for the space. Park and fly now available please inquire for more details.

What guests are saying:

“Communication with Érica was easy. She responded quickly to messages and was accommodating for our later arrival. Check in was as described and the place was more spacious than expected. We slept great too!”

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Cook County vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Cook County

Hip Chicago Apartment - FREE Parking Spot Included
SUPERHOSTEntire apartment
Hip Chicago Apartment - FREE Parking Spot Included
Price:$64 / night
Private floor with living room and office space
SUPERHOSTPrivate room
Private floor with living room and office space
Price:$26 / night
Little Comfy Hidden GEM
SUPERHOSTEntire guest suite
Little Comfy Hidden GEM
Price:$50 / night
Best in Chicago, private, amazing garden space
SUPERHOSTEntire apartment
Best in Chicago, private, amazing garden space
Price:$144 / night
LUX 1BR/1BA Top-Floor Unobstructed Downtown Views
SUPERHOSTEntire apartment
LUX 1BR/1BA Top-Floor Unobstructed Downtown Views
Price:$116 / night
Walk to Lake Michigan From a Contemporary Uptown Haven
PLUSEntire apartment
Walk to Lake Michigan From a Contemporary Uptown Haven
Price:$56 / night
Fully Private, Modern Studio Apartment!
SUPERHOSTEntire guest suite
Fully Private, Modern Studio Apartment!
Price:$56 / night
Cosmopolitan nest in Oak Parks North Side
SUPERHOSTEntire apartment
Cosmopolitan nest in Oak Parks North Side
Price:$50 / night
Cozy, New Luxury 2 Bedroom 15 Mins to O'Hare
SUPERHOSTEntire apartment
Cozy, New Luxury 2 Bedroom 15 Mins to O'Hare
Price:$51 / night
Private, 2BR apt, 6 miles south of Downtwn Chgo
Entire apartment
Private, 2BR apt, 6 miles south of Downtwn Chgo
Price:$36 / night
Great location.
SUPERHOSTEntire apartment
Great location.
Price:$88 / night
Logan Square Lookout
SUPERHOSTEntire apartment
Logan Square Lookout
Price:$48 / night
Show all