Chicago, Illinois, United States of America
Still exploring? Discover similar destinations

Holiday homes in Chicago

Guests

Why book with Hotels.com?

Holiday homes in Chicago

See more properties

Top neighbourhoods in Chicago

Top landmarks in Chicago

Transport in Chicago

Looking to stay near the airport, train station or other popular transport hubs? Find properties near

Find out more about Chicago

What's Chicago like for holiday homes and condos?

Looking for a cosy place to stay where you can feel more at home in Chicago? A holiday home or condo could be the thing for you. Opt for one of the holiday rentals or condos on Hotels.com and you'll get the comfort of homelike amenities that are ideal for either short or long stays. After cooking yourself a bite to eat, start exploring this town with a stroll around the neighbourhood. Visitors to Chicago highly recommend the art galleries and river views. Consider adding Haskell Building, Monadnock Building and Johnson Publishing to your bucket list during your travels.

We do more than just hotels...

Similar destinations

Not sure where to go? Here are some popular destinations you may like

Keep exploring

Not found the right property yet? Explore other destinations or refine your current search further.

See more Chicago hotels