Discover the best deals from millions of vacation homes

Here at VacationHomeRents, you can easily find and compare the best vacation apartments, cabins, house boats, beach houses, and RV deals. By a simple click, we help you search among millions of listings across the top sites like Airbnb, Vrbo, Booking.com and more.
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ACCOMMODATION TYPES

Are you looking for a weekend getaway in Chicago, IL?

Weekend Getaway Ideas for Chicago, IL

Chicago, IL has plenty of activities and attractions to explore. Whether you’re interested in outdoor adventures or cultural experiences, you can find something to do. Start your weekend off with a trip to Navy Pier and then check out the Shedd Aquarium afterwards. On Sunday morning, take a stroll along the Magnificent Mile and visit the Art Institute of Chicago. Finish the day by exploring the city's unique neighborhoods such as Andersonville and Wicker Park.
  • DATE
    Sat
    Saturday Summary
    Start your Saturday off with a boat tour of Lake Michigan followed by a trip to Navy Pier. Afterwards, head over to the Shedd Aquarium to learn about aquatic life. End your day at one of Chicago’s many rooftop bars and restaurants.
  • DATE
    Sun
    Sunday Summary
    Spend the morning walking along the Magnificent Mile and visiting the Art Institute of Chicago. Explore some of the city's unique neighborhoods like Andersonville and Wicker Park in the afternoon. End your night with dinner at The Berghoff Restaurant.

Which Price Range Is Considered As A Good Deal in Chicago, IL Area?

Vacation Apartment & House Rental Price Information in Chicago, IL

The graph shows the percentages of vacation homes in each price bucket. Chicago has the largest percentage (27.59%) of homes in $100 - $150 price range.
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How Many Accommodations Are Pets Allowed in Chicago, IL?
Pets Allowed vs Not Allowed in Chicago, IL
17.57% of vacation homes in Chicago are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Which Airports Should I Choose To Get To Chicago, IL?
Suggested Airports in Chicago, IL

Similar Inspirational Vacation Rental Destinations

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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