Photo by Betina Winsig Hansen

Theatre District holiday homes

We found 667 holiday rentals — enter your dates for availability
Discover a selection of 80 apartments and other holiday rentals in Theatre District that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, such as Wi-Fi and cable TV. At the end of the day, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Theatre District?
A number of things influence how much you pay for a holiday home in Theatre District, like the type of property, season and length of stay. However, all our holiday homes have something in common — unbeatable value. Just add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Theatre District?
When you travel and the size and style of the property will influence how much you'll pay for your beachside holiday home. Put in your Theatre District travel dates to view your available options on Bookabach. Can't live without a hot tub? Use the filters to pick the features and amenities you want.
What are the top attractions for families in Theatre District?
Keep the kids occupied at these top family-friendly attractions in Theatre District:
  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium
How old do you have to be to rent a holiday home in Theatre District?
Age restrictions can differ between properties on Bookabach, so be sure to look at the rules of the holiday home in Theatre District you're interested in. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Theatre District for?
It's up to theatre District property. To see a list of options offering extended stays, just type your travel dates and number of people into the Bookabach search page. You can enjoy having the place to yourself, along with amenities such as a kitchen, air conditioning and outdoor spaces where the kids can play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

More holiday ideas