Chicago Vacation Rentals
Find the best deals on 2,613 vacation rentals in Chicago
Top rentals in Chicago
Find the perfect Chicago vacation rental for your needs
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
|
April |
|
High Season
|
July |
cheapest month to stay
36%
expected price decrease
most expensive time to stay
50%
expected price increase
|
Price
|
C$ 226 - C$ 690
|
|
Highest day of week
|
Friday |
|
Cheapest day of week
|
Tuesday |
avg. price over the last two weeks
Average price (weeknight)
C$ 294
avg. price over the last two weeks
avg. price over the last two weeks
Average price (weekend night)
C$ 325
avg. 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?
On average, people book vacation rentals in Chicago for stays of around 2 nights.
How much does a vacation rental apartment in Chicago cost?
Around C$ 250 per night is the typical cost of a vacation apartment in Chicago - note that if you are booking an apartment for a larger group or require more rooms and facilities in your rental, the price will likely be higher.
When is the best time to book a vacation rental in Chicago?
If you can be flexible on booking dates, vacation apartments and rental properties in Chicago can be as much as 36% cheaper in April.
What’s the best area of Chicago to book a vacation rental in?
The most popular areas to book Chicago vacation rentals in are Logan Square, Near North Side, and Grand Boulevard.
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