Chicago Vacation Rentals

Explore 59 rental homes and villas in Chicago for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $122 per night with homes containing as many as 9 bedrooms and 7 bathrooms. However, you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

Types of vacation rentals in Chicago

Where to stay in Chicago

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Chicago vacation home amenities and features

Booking a vacation rental in Chicago?

How to get the best deals on vacation rentals in Chicago?​

Get the best deals on vacation home rentals in Chicago when you sign up as a Marriott Bonvoy guest. Book and save today.

How much does it cost to rent a home in Chicago?

There are vacation rentals available in Chicago for as low as $122 per night.

How many vacation rentals are available to book in Chicago?

Marriott Homes and Villas have as many as 59 properties in Chicago.

More space, more privacy, more points with every home rental.

What makes Homes & Villas by Marriott Bonvoy a unique home rental experience? Unlike other home rental sites like AirBNB, when you book a vacation rental with Homes & Villas by Marriott Bonvoy you always have the whole place to yourself. Plus, as a member of Marriott Bonvoy, you can earn points towards free nights with every stay.


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