Chicago Vacation Rentals
Save an average of 15% on thousands of properties with Expedia Rewards
Most properties are fully refundable. Because flexibility matters.
Search over 2.9 million properties and 550 airlines worldwide.
Check Chicago vacation rental availability
Vacation Rentals in Chicago
Other types of properties in Chicago you may be interested in
Search for holiday rentals in Chicago on Expedia! You can easily find your home rentals, villas, holiday apartments in Chicago using one of the methods below:
- View our selection of featured holiday rentals in Chicago
- Use the map to find apartments and other holiday homes in the Chicago neighbourhood you prefer
- Enter your travel dates to view the best deals on holiday rentals in Chicago while they last
Look no further and take a look at our great range of rental properties in Chicago!
Frequently asked questions
Recent reviews of Chicago propertiesExpedia verified reviews
5/5 Excellent
"It was great"
A verified traveler stayed at LondonHouse Chicago, Curio Collection by Hilton
Posted 20 hours ago
Hotels
Cars
Packages