Chicago, IL, USA

Chicago, IL, USA

We found 906 vacation rentals — enter your dates for availability


Find the best place to stay — Chicago

Where to stay around Chicago, IL?

Our 2018 property listings offer a large selection of 906 vacation rentals near Chicago. From 518 apartments to 178 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chicago for a holiday or a weekend are on VRBO.

What are the popular point of interests near where I can stay when traveling to Chicago?

VRBO offers a large selection of vacation rentals near lovely places in Chicago. From VRBO travelers, the top 5 most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Chicago History Museum: 886 vacation rentals
  • University of Illinois Chicago: 890 vacation rentals
  • Grant Park: 886 vacation rentals
  • McCormick Place: 884 vacation rentals
  • Chicago 107th Street Station (Beverly Hills): 827 vacation rentals

But there are many other points of interest around Chicago listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent apartments in Chicago?

Yes, of course. VRBO has 518 apartments in Chicago. Our other popular types of vacation rentals in Chicago include:

  • Condos: 178 rentals available
  • Houses: 151 rentals available
  • Townhomes: 20 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including studios and more.

Can I rent golf rental rentals in Chicago?

Absolutely, VRBO has 162 golf rental rentals in Chicago. You have also many other possibilities in Chicago area, including:

  • Lake view rentals: 62 rentals
  • Lakefront rentals: 33 rentals
  • Beachfront rentals: 16 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with online bookable in Chicago?

Yes, you can select your prefered vacation rental with online bookable among our 905 vacation rentals with online bookable available in Chicago. Please use our search bar to access the selection of vacation rentals available.