Chicago Vacation Rentals
Find the best deals on 1,344 vacation rentals in Chicago
Top rentals in Chicago
Find the perfect Chicago vacation rental for your needs
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When to book a vacation apartment in Chicago
Check out the tips below to find the best deal on a Chicago vacation rental property
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Low Season
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January |
|
High Season
|
October |
cheapest month to stay
56%
expected price decrease
most expensive time to stay
33%
expected price increase
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Price
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$104 - $343
|
|
Highest day of week
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Thursday |
|
Cheapest day of week
|
Friday |
av. price over the last two weeks
Average price (weeknight)
$171
av. price over the last two weeks
av. price over the last two weeks
Average price (weekend night)
av. price over the last two weeks
Cheapest vacation rentals in Chicago
Our lowest priced vacation apartments and property rentals for a cheaper way to stay in Chicago
Chicago vacation apartments & rental properties FAQ
How long do people typically book vacation apartments for in Chicago?
About 2 nights is the most common choice for those booking vacation apartment rentals in Chicago.
How much does a vacation rental apartment in Chicago cost?
The price of a vacation apartment in Chicago depends on the number of guests, locations and required amenities - for a standard apartment in Chicago you can expect to pay around $136 per night.
When is the best time to book a vacation rental in Chicago?
Chicago vacation rentals are at their cheapest in January. Rental prices can be around 56% lower per night than in the high season.
What’s the best area of Chicago to book a vacation rental in?
When looking for vacation apartments in Chicago, recent bookings have shown Hyde Park and Lincoln Park to be the most popular places to stay, with Logan Square also being increasingly considered.
momondo's favorite rental properties
Learn more about these user-preferred vacation homes in Chicago, United States
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