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Illinois

Chicago, Illinois

11,539 rentals165 hotels89 things to doRegulated owner rules
Painted city portrait of Chicago, IL — Chicago River, informed by Utagawa Hiroshige.
Chicago River

Own one of these properties? Claim it →

Chicago is an incorporated city in Illinois. ASTRO catalogs short-term rentals throughout the city, offering a range of options for visitors.

STAY

Independent vacation rentals in Chicago

11,539 independent vacation rentals on file

Names shown as they appear on each operator's own listing

Browse places in Chicago →

HOTELS

Hotels & motels in Chicago

165 hotels & motels on file

Browse places in Chicago →

THINGS TO DO

Things to do in Chicago

See all things to do in Chicago →

City Watch · for owners

How Chicago controls vacation rentals

Regulated · moderate intensityRegistrationCappedZonedas of Sep 22, 2026
See the rules for Chicago

Own one of these properties in Chicago?

These are public registry records in the ASTRO Network — identity and discovery, not a booking checkout. Owners claim and verify their place to add photos, links, and details and to earn the green Verified mark.

Be the first verified owner in Chicago.

NEARBY

Nearby destinations

Cicero — 6 miOak Park — 6 miRiverside — 9 miBedford Park — 9 miLyons — 10 miBrookfield — 11 miEvanston — 11 miBurbank — 11 miChicago
Chicago and nearby cities. Tap a star to explore that destination.

PROS

Professionals for STR owners

Property managers, photographers, lenders and other services for short-term rental owners. Browse the ASTRO pros directory →

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