Find the best place to stay — Downtown Chicago

Where to stay around Downtown Chicago, US?

Our 2018 property listings offer a large selection of 829 vacation rentals near Downtown Chicago. From 499 apartments to 160 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:

  • Lawndale: 21 vacation rentals
  • Galewood: 808 vacation rentals
  • Chicago City Hall: 885 vacation rentals
  • Indiana: 1,342 vacation rentals
  • Skydeck Ledge: 888 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: 680 rentals
  • Oak Park: 822 rentals
  • Skokie: 712 rentals
  • Glenview: 254 rentals
  • Rosemont: 145 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 City Hall: 885 rentals
  • Skydeck Ledge: 888 rentals
  • Old Colony Building: 887 rentals
  • O'Hare: 891 rentals
  • Grant Park: 886 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.