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Vacation Rentals in Chicago

See all Vacation Rentals in Chicago
$269
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.
$67
Candlewood Suites Chicago/Naperville

Candlewood Suites Chicago/Naperville

3.0 out of 5.0 27 W 300 Warrenville Rd, Warrenville, IL
4.2/5
(6 Reviews)
This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free area shuttle. Traveling on business? Take advantage of the business center and free Internet in public areas. There's a fitness center on site, and laundry facilities and concierge services are also offered.
$69
WoodSpring Suites Chicago Addison

WoodSpring Suites Chicago Addison

3.0 out of 5.0 991 E. Lake Street, Addison, IL
2.8/5
(6 Reviews)
A fitness center, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.
$79
Residence Inn by Marriott Chicago Naperville/Warrenville

Residence Inn by Marriott Chicago Naperville/Warrenville

3.0 out of 5.0 28500 Bella Vista Parkway, Warrenville, IL
4.6/5
(5 Reviews)
This aparthotel features an indoor pool and a 24-hour fitness center. Traveling on business? Take advantage of the 2 conference rooms, as well as the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.
$127
Residence Inn Marriott Chicago Midway

Residence Inn Marriott Chicago Midway

4.5 out of 5.0 6638 S Cicero Ave, Chicago, IL
4.8/5
(8 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 free airport shuttle. Free perks include continental breakfast, free self parking, and an area shuttle.
$49
Cozy Rooms in Lincolnwood Chicago Home

Cozy Rooms in Lincolnwood Chicago Home

3.0 out of 5.0 6736 N Karlov Ave, Lincolnwood, IL
This residence doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out, luggage storage, and laundry facilities are also on offer.
Sonder - Coeval

Sonder - Coeval

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 laundry facilities. Concierge services are provided for your convenience.
$100
Pittsfield Apartments + Suites

Pittsfield Apartments + Suites

2.5 out of 5.0 55 E Washington St., Chicago, IL
2.8/5
(15 Reviews)
A restaurant, valet parking, and a coffee shop are among this aparthotel's amenities. WiFi in public areas is free. Luggage storage and laundry facilities are also provided.
$146
Ginosi 747 Apartel

Ginosi 747 Apartel

2.5 out of 5.0 747 N May St., Chicago, IL
This aparthotel features free WiFi in public areas, laundry facilities, and self parking. Luggage storage is 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.
55" 4ktv Fast Wifi Queen BED Walkscore 96 Office Desk Outdoor Sports

55" 4ktv Fast Wifi Queen BED Walkscore 96 Office Desk Outdoor Sports

3.0 out of 5.0 16 E Benton Ave, E, Naperville, IL
This apartment features a garden, laundry facilities, and free self parking. Business travelers can take advantage of the express check-in. A library, express check-out, and a computer station are also on offer.
State and Grand by BridgeStreet

State and Grand by BridgeStreet

4.0 out of 5.0 505 N State Street, Chicago, IL
5/5
(1 Reviews)
This aparthotel features an indoor pool and a 24-hour fitness center. Self parking is offered and the front desk is staffed around-the-clock.
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.