Vacation rentals in Chicago
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Top vacation rentals in Chicago
![Sentral Michigan Avenue](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ccaab668_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sentral Michigan Avenue
![Sonder Market Hall](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/598780a4_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sonder Market Hall
![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/cb208a99_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Level Chicago – Old Town
![Sonder South Wabash](https://images.trvl-media.com/lodging/45000000/44780000/44773000/44772938/13a8969b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sonder South Wabash
![Found Chicago powered by Sonder](https://images.trvl-media.com/lodging/94000000/93180000/93179500/93179413/36a0e049_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Found Chicago powered by Sonder
![Kasa Magnificent Mile Chicago](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/a150e313_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Kasa Magnificent Mile Chicago
![The Neighborhood Hotel-Little Italy](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/fd8cd18c_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Neighborhood Hotel-Little Italy
![Sonder The Burnham](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/0bc07cb2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sonder The Burnham
![WoodSpring Suites Chicago Addison](https://images.trvl-media.com/lodging/38000000/37170000/37167400/37167319/cb6ddefe_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
WoodSpring Suites Chicago Addison
![Sonder Jewelers Row](https://images.trvl-media.com/lodging/65000000/64880000/64871100/64871080/d0a51174_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sonder Jewelers Row
![Kasa River North Chicago](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/ab47280e_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Kasa River North Chicago
![Kasa South Loop Chicago](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/3565d2e9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Kasa South Loop Chicago
![Sonder The Plymouth](https://images.trvl-media.com/lodging/31000000/30260000/30259000/30258981/0a6e8ece_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sonder The Plymouth
![Walking distance to restaurants, shops and Lake Michigan,](https://images.trvl-media.com/lodging/23000000/22870000/22864700/22864683/7fe93577_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Walking distance to restaurants, shops and Lake Michigan,
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.
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