Where to stay around Chicago?

Our 2019 accommodation listings offer a large selection of 59 holiday lettings near Chicago. From 51 Houses to 2 Studios, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Chicago for a long holiday or a weekend break is on HomeAway.

Can I rent Houses in Chicago?

Yes, of course. HomeAway offers 51 Houses in Chicago. Our other popular types of Chicago holiday rentals include:

  • Studios: 2 self catering accommodations
  • Condos/Apartments: 2 self catering accommodations
  • Townhouses: 3 self catering accommodations

Can I find a holiday accommodation with pool in Chicago?

Yes, you can select your preferred holiday accommodation with pool among our 9 holiday homes with pool available in Chicago. Please use our search bar to access the selection of holiday rentals available.