Where to stay around Chicago, US?

Our 2019 property listings offer a large selection of 76 vacation rentals near Chicago. From 51 Houses to 15 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:

  • West Omaha: 24 vacation rentals
  • Southeast Omaha: 56 vacation rentals
  • Morton Meadows: 16 vacation rentals
  • South Central Omaha: 42 vacation rentals
  • Downtown: 33 vacation rentals

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

Can I rent Houses in Chicago?

Yes, of course. VRBO has 51 Houses in Chicago. Our other popular types of vacation rentals in Chicago include:

  • Hotels: 15 rentals available
  • Studios: 4 rentals available
  • Condos/Apartments: 4 rentals available

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

Can I find a vacation rental with pool in Chicago?

Yes, you can select your prefered vacation rental with pool among our 25 vacation rentals with pool available in Chicago. Please use our search bar to access the selection of vacation rentals available.