Airbnb Properties for Sale in Chicago, IL

Looking for a vacation rental investment in Chicago, IL with high ROI ?

Explore a range of newly added short-term rental homes in Chicago, IL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

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Airbnb For Sale in Chicago, IL

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Vacation Rentals in Chicago

There are 5 vacation rental properties available for sale in the city of Chicago . The median list price of Airbnb properties available for sale in Chicago is $389,000 and the average price per square foot is $229. The cash on cash return on vacation rentals in Chicago is -1.00%. The average monthly short term rental income in Chicago is $1,098.

Chicago, IL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 5 Airbnb properties available for sale in Chicago.

In 2026, the best neighborhood to buy short term rental property is Hanson Park.

In March 2026, the average Airbnb occupancy rate in Chicago is 19%.

In 2026, the highest Airbnb occupancy rate in Chicago are in Hanson Park (21%), South Shore (20%) and South Shore (23%).

Airbnb data on vacation rentals in Chicago, IL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Chicago, IL market insights, guest information and booking details, seasonality trends and historical Chicago, IL Airbnb performance data.