Chicago Holiday Rentals
Find the best deals on 1,932 holiday rentals in Chicago
Top rentals in Chicago
Find the perfect Chicago holiday rental for your needs
When to book a holiday apartment in Chicago
Check out the tips below to find the best deal on a Chicago holiday rental property
|
Low season
|
December |
|
High season
|
October |
cheapest month to stay
57%
expected price decrease
most expensive time to stay
45%
expected price increase
|
Price
|
$76 - $315
|
|
Highest day of week
|
Friday |
|
Cheapest day of week
|
Sunday |
avg. price over the last two weeks
Average price (weeknight)
$600
avg. price over the last two weeks
avg. price over the last two weeks
Average price (weekend night)
$443
avg. price over the last two weeks
Cheapest holiday rentals in Chicago
Our lowest-priced holiday apartments and property rentals for a cheaper way to stay in Chicago
Chicago holiday apartments & rental properties FAQ
How long do people typically book holiday apartments for in Chicago?
About 4 nights is the most common choice for those booking holiday apartment rentals in Chicago.
When is the best time to book a holiday rental in Chicago?
December is typically when Chicago holiday apartment and rental property prices are at their lowest, with prices around 57% lower than the Chicago peak season.
What’s the best area of Chicago to book a holiday rental in?
The most popular areas to book Chicago holiday rentals in are Grand Boulevard, Lincoln Park, and Lake View.
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