Where to stay around Chicago, US?

Our 2018 property listings offer a large selection of 73 vacation rentals near Chicago. From 47 Houses to 17 Hotels, 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:

  • The Old Market: 21 vacation rentals
  • West Omaha: 24 vacation rentals
  • South Central Omaha: 39 vacation rentals
  • North Omaha: 17 vacation rentals
  • South Omaha: 18 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 most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Papio Fun Park: 156 vacation rentals
  • Strategic Air and Space Museum: 34 vacation rentals
  • Joslyn Art Museum: 156 vacation rentals
  • Omaha Station: 156 vacation rentals
  • Nebraska Crossing Outlets: 112 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 Houses in Chicago?

Yes, of course. VRBO has 47 Houses in Chicago. Our other popular types of vacation rentals in Chicago include:

  • Hotels: 17 rentals available
  • Townhouses: 3 rentals available
  • Condos/Apartments: 3 rentals available

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

Can I find a vacation rental with pool in Chicago?

Yes, you can select your prefered vacation rental with pool among our 23 vacation rentals with pool available in Chicago. Please use our search bar to access the selection of vacation rentals available.