Where to stay around Downtown Chicago, US?

Our 2018 property listings offer a large selection of 926 vacation rentals near Downtown Chicago. From 537 apartments to 182 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Downtown Chicago for a holiday or a weekend are on VRBO.

What are the most popular destinations to visit in Downtown Chicago?

There are many lovely places to stay for a holiday trip or just for a weekend in Downtown Chicago. From VRBO travelers, the top most popular destinations to visit are:

  • Indiana: 1,415 vacation rentals
  • Lake Michigan: 10,286 vacation rentals
  • Lincoln Park: 203 vacation rentals
  • Magnificent Mile: 95 vacation rentals
  • Evanston: 726 vacation rentals

And VRBO offers you the chance to discover many other popular destinations in Downtown Chicago! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Downtown Chicago?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Downtown Chicago:

  • Evanston: 726 rentals
  • Oak Park: 889 rentals
  • Glencoe: 64 rentals
  • Des Plaines: 137 rentals
  • Hinsdale: 66 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Downtown Chicago?

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

  • Chicago Water Tower: 974 rentals
  • Northwestern University: 962 rentals
  • McCormick Place: 969 rentals
  • Wrigley Field: 977 rentals
  • United Center: 979 rentals

But there are many other points of interest around Downtown Chicago listed on VRBO where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.