Chicago, IL, USA

Chicago, IL, USA

We found 899 vacation rentals — enter your dates for availability

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Find the best place to stay — Chicago

Where to stay around Chicago, IL?

Our 2018 property listings offer a large selection of 899 vacation rentals near Chicago. From 504 apartments to 167 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 is the best area to stay when traveling to Chicago?

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

  • Chicago Loop: 193 vacation rentals
  • Gold Coast: 145 vacation rentals
  • Old Town: 132 vacation rentals
  • South Loop: 106 vacation rentals
  • Lakeview: 180 vacation rentals

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

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:

  • Grant Park: 875 vacation rentals
  • Millennium Park: 877 vacation rentals
  • Navy Pier: 873 vacation rentals
  • Chicago 115th Street Station (Morgan Park): 786 vacation rentals
  • Soldier Field: 875 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 504 apartments in Chicago. Our other popular types of vacation rentals in Chicago include:

  • Condos: 167 rentals available
  • Houses: 144 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 161 golf rental rentals in Chicago. You have also many other possibilities in Chicago area, including:

  • Lake view rentals: 60 rentals
  • Lakefront rentals: 32 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 898 vacation rentals with online bookable available in Chicago. Please use our search bar to access the selection of vacation rentals available.