Downtown Chicago houses

Get the whole crew together or escape with a couple of friends to one of our 264 vacation home rentals in Downtown Chicago. No matter how big or small your party, we can help you find the perfect property for your getaway.

Prices vary according to season, length of stay and exact property location, so key in your vacation details to see what’s available. Whatever your budget or style, Vrbo has vacation home rentals in Downtown Chicago for every type of guest.

The busiest month to book a vacation home rental in Downtown Chicago is March. Do some research to find a time that suits you. As well as the weather, consider the high, shoulder and low seasons of your destination, as this will affect crowds, availability and prices.

When searching for your vacation home rental in Downtown Chicago, make use of our “Location” filter. This lets you narrow down the types of areas you prefer to stay in, whether that’s away from the hustle and bustle or somewhere more central.

You’ll discover some quality houses that are available for weekend rental. Simply key in your preferred dates of travel and get set for an impromptu few days of fun. If you can’t find the ideal vacation home rental in Downtown Chicago right away, just change your dates and search again.

With our convenient filter tool, finding a pet-friendly vacation home rental in Downtown Chicago is easy. Simply click on “Pets allowed” to browse houses that come with perks to make your furry friend feel comfortable, such as pet toys and fenced yards.

There are lots of incredible experiences to be had when you book a vacation home rental in Downtown Chicago. The type of things you’re interested in and the people you travel with will help you decide what activities to do, so do a little research before you set off.

No sharing your space, no uncomfortable encounters with strangers. When you pick a Vrbo vacation home rental, you get the entire place for your use only. Need to alter or cancel your travel plans? Our flexible cancellation policies mean you can book your rental house with complete peace of mind.