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.
Airbnb Chicago, ILVrbo Chicago, ILBooking.com Chicago, ILOutdoorsy Chicago, ILRvshare.com Chicago, IL
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ACCOMMODATION TYPES

Willis Tower, Chicago, IL Rental Deals

Park Hyatt Chicago
4.5 (155 reviews)
Park Hyatt Chicago
Hotel
$335 /night
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Ace Hotel Chicago
4.5 (142 reviews)
Ace Hotel Chicago
Hotel
$152 /night
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Stylish Comfy Lincoln Sq. 2BR Near Wrigley
4.2 (4 reviews)
Stylish Comfy Lincoln Sq. 2BR Near Wrigley
Hotel
$85 /night
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Hampton Inn Chicago-O'Hare International Airport
4.3 (485 reviews)
Hampton Inn Chicago-O'Hare International Airport
Hotel
$79 /night
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Marriott Chicago O’Hare
4.0 (170 reviews)
Marriott Chicago O’Hare
Hotel
$119 /night
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Aloft Chicago O'Hare
4.1 (397 reviews)
Aloft Chicago O'Hare
Hotel
$79 /night
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Hilton Chicago/Magnificent Mile Suites
4.3 (395 reviews)
Hilton Chicago/Magnificent Mile Suites
Hotel
$129 /night
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The Chicago Hotel Collection Wrigleyville
4.5 (116 reviews)
The Chicago Hotel Collection Wrigleyville
Hotel
$95 /night
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Crowne Plaza Chicago O'Hare Hotel & Conference Center
4.2 (1226 reviews)
Crowne Plaza Chicago O'Hare Hotel & Conference Center
Hotel
$85 /night
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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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$500 +
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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.
What Are The Must-Visit Places in Chicago, IL?
Recommended Places to Visit in Chicago, IL
Which Airports Should I Choose To Get To Chicago, IL?
Suggested Airports in Chicago, IL
* 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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