Where to stay in Chicago
Vacation rentals in Chicago
There are 7,968 vacation rentals near Chicago for all manner or mood of travel, availability of time off, and size of budget.
So, if you are hoping for an affordable Chicago vacation, you can find 10% rentals under $45/night.
Or if you are willing to splurge on a luxury vacation in Chicago, there are 797 between $321 and $22,174/night.
Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 130 there are short term home and apartment rentals in Chicago to fit your vacation needs.
The most popular types of short-term rental homes in Chicago are condos, private rooms and houses. Chicago has been a frequently searched travel destination this year and continues to grow in popularity.
VacationRenter offers a wide selection of vacation rental availability from leading travel sites like Vrbo (Vacation Rentals By Owner), Booking.com, and many more.
Search your travel dates to find available Chicago vacation homes for your trip.
Where is Chicago
The Windy City of Chicago seems to have it all. With beautiful shoreline set along Lake Michigan and sprawling streets filled with everything you'd expect of a major U.S. city, Chicago's distinctive neighborhoods are the perfect spot for a visit.
Quick Guide to Chicago
Chicago boasts nine districts, with 77 neighborhoods offering an eclectic living and touring experience. Whether you thrive on the action of downtown Chicago or prefer something a little less busy, you'll have your fill of galleries, museums, shops, parks, restaurants and more.
- Downtown Loop: Don't hit Chicago without exploring the Loop. Put the iconic Bean in Millennium Park on your list, and swing through the Theater District as well.
- Lakeview: As the name suggests, Lakeview is a thriving lakefront community with a wide array of attractions. Street festivals are popular during the summer, and acres of green space offers breathtaking beauty.
- Humboldt Park: The Spanish Colonial architecture in Humboldt Park helps create a distinctively Latin aura. This is even more evident in the specialty shopping and cuisine.
Home-types in Chicago
Chicago has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Chicago:
- Condo: 4,634 vacation rentals
- Private Room: 1,898 vacation rentals
- House: 1,013 vacation rentals
- Hotel: 334 vacation rentals
- Bed and Breakfast: 20 vacation rentals
- Hostel: 13 vacation rentals
Points of interests in Chicago
Chicago has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Chicago:
- Cloud Gate: 17,383 vacation rentals
- Skydeck Chicago: 17,383 vacation rentals
- Buckingham Fountain: 17,383 vacation rentals
- Wrigley Field: 8,730 vacation rentals
- Grant Park: 8,730 vacation rentals
- Museum of Science and Industry, Chicago: 8,730 vacation rentals
- Shedd Aquarium: 8,730 vacation rentals
- Navy Pier: 8,730 vacation rentals
- The Art Institute of Chicago: 8,730 vacation rentals
- Millennium Park: 8,730 vacation rentals
Popular rental amenities
Price trends in Chicago
Nearby destinations
Chicago Cicero Lincoln Park Lower West Side Lincolnwood South Loop Bucktown Burbank Englewood Rogers Park Wicker Park Oak Park Streeterville Berwyn Jefferson Park River North West Loop Grant Park Wrigleyville Magnificent Mile Dearborn Park Forest Park Maywood Sauganash Edgebrook Crestwood Lyons Brookfield Riverside Chicago Ridge Elmwood Park River Grove La Grange Broadview Calumet Park Worth Burnham Evanston Glenview Bedford Park
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