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Vacation rentals in Chicago

See all Vacation Rentals in Chicago
$56
WoodSpring Suites Chicago Addison

WoodSpring Suites Chicago Addison

2.5 out of 5.0 991 E. Lake Street, Addison, IL
2.6/5
(7 Reviews)
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A fitness center and laundry facilities are also provided.
$218
LEVEL Chicago – Old Town

LEVEL Chicago – Old Town

4.0 out of 5.0 1140 North Wells Street, Chicago, IL
This aparthotel features a 24-hour health club and a seasonal outdoor pool. Families will appreciate the arcade/game room and picnic area. Enjoy the a rooftop terrace and perks like free WiFi.
$70
Staybridge Suites, Lincolnshire

Staybridge Suites, Lincolnshire

3.0 out of 5.0 100 Barclay Blvd, Lincolnshire, IL
4.7/5
(13 Reviews)
This aparthotel features an indoor pool and a 24-hour fitness center. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free perks include buffet breakfast, free self parking, and an area shuttle.
$73
Staybridge Suites Chicago - Glenview

Staybridge Suites Chicago - Glenview

3.0 out of 5.0 2600 Lehigh Ave, Glenview, IL
4/5
(21 Reviews)
This aparthotel features an indoor pool and a 24-hour fitness center. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Free perks include buffet breakfast, free self parking, and a shopping center shuttle.
$79
Staybridge Suites Chicago-Oakbrook Terrace

Staybridge Suites Chicago-Oakbrook Terrace

3.0 out of 5.0 200 Royce Blvd, Oakbrook Terrace, IL
4.4/5
(7 Reviews)
This aparthotel features a 24-hour fitness center and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free train station pick-up. Free perks include buffet breakfast, free self parking, and an area shuttle.
4 BDR Penthouse - Featured on Hgtv! Amazing Views!

4 BDR Penthouse - Featured on Hgtv! Amazing Views!

3.5 out of 5.0 885 West Lill Avenue, Chicago, IL
Free WiFi in public areas is available at this aparthotel. Take advantage of the free self parking.
Sonder at South Wabash

Sonder at South Wabash

3.5 out of 5.0 1419 South Wabash Avenue, Chicago, IL
5/5
(2 Reviews)
A fitness center is featured at this aparthotel, along with free WiFi in public areas and luggage storage. Locker space and concierge services are also provided.
Sonder - The Plymouth

Sonder - The Plymouth

3.5 out of 5.0 South Dearborn Street, Van Buren, Chicago, IL
This aparthotel features a fitness center and a rooftop terrace. Barbecue grills are provided for your convenience.
Bright Stylish 2Bd Oak Brook by Hostly

Bright Stylish 2Bd Oak Brook by Hostly

3.5 out of 5.0 18w070 Royce Blvd, Oakbrook Terrace, IL
A terrace is available at this aparthotel. Take advantage of the free self parking.
$135
Private 1 Bdrm Suite w/Spa 25 Min Train Dwtn Chicago

Private 1 Bdrm Suite w/Spa 25 Min Train Dwtn Chicago

Mount Prospect, IL
A spa tub is available at this condo.
Cimarron 1 Bedroom Cabin

Cimarron 1 Bedroom Cabin

3.0 out of 5.0 171 Hickory Hills, Hickory Hills, IL
Situated in Hickory Hills, this cabin is 2.8 mi (4.5 km) from Chicago Ridge Shopping Mall and within 6 mi (10 km) of SeatGeek Stadium and Water's Edge Golf Club. Childrens Museum of Oak Lawn and Lake Katherine Nature Center are also within 6 mi (10 km).
Sierra 1 Bedroom Cabin

Sierra 1 Bedroom Cabin

2.0 out of 5.0 171 Hickory Hills, Hickory Hills, IL
Situated in Hickory Hills, this cabin is 2.8 mi (4.5 km) from Chicago Ridge Shopping Mall and within 6 mi (10 km) of SeatGeek Stadium and Water's Edge Golf Club. Childrens Museum of Oak Lawn and Lake Katherine Nature Center are also within 6 mi (10 km).
Sonder at 943 Crosby

Sonder at 943 Crosby

3.5 out of 5.0 943 North Crosby Street, Chicago, IL
This aparthotel features free WiFi in public areas, laundry facilities, and concierge services.
InTown Suites Extended Stay Chicago IL - Elk Grove

InTown Suites Extended Stay Chicago IL - Elk Grove

3.0 out of 5.0 2411 Landmeier Road, Elk Grove Village, IL
This aparthotel includes WiFi in public areas and laundry facilities.
Map

Chicago is a city with many nicknames. The Windy City’s impressive skyline glitters across Lake Michigan, inspiring Carl Sandburg to dub it the City of Big Shoulders when it became the birthplace of the skyscraper. As the home of a rich Blues music tradition, Chicago has also been called Toddlin’ Town and Sweet Home Chicago by voices such as Frank Sinatra and Robert Johnson. Get to know the many names of faces of this great city like a local from our Chicago vacation rentals.

The Local Life

Locals know that exploring Chicago’s best kept secrets is about digging deeper. Sure, try the obligatory Chicago dog, but then head to that corner gourmet dog store for something completely unique, like a chicken, apple, and cranberry dog. Go ahead, wolf it down. We won’t judge.

Enjoy views of famous buildings such as the John Hancock Center, Tribune Tower, and Chicago Water Tower, or be part of the skyline at Embassy Suites Chicago Downtown Magnificent Mile. Locals love the area because it’s so close to the Chicago Riverwalk and the famous Millennium Park.

The Chicago Institute of Art draws admirers from around the world, but the Museum of Contemporary Photography and the Chicago Cultural Center provide inspiration for those who are willing to venture off the beaten path. Luckily, the Ginosi Basics Loop Apartel is close by and features a classy lobby that’s photogenic enough for your own photography exhibit on social media. You can call that shot Untitled #4, or simply #Chicagovacation.

See a side of Chicago most visitors miss, then relax in one of Travelocity’s vacation rentals, where it feels like Sweet Home Chicago.


*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.