Vacation rentals in Chicago, IL
Find deals on 2,452 vacation rentals in Chicago, IL
Compare 3M+ hotel and accommodation options.
Top rentals in Chicago
Find the perfect vacation rental for your stay in Chicago
Best neighborhoods to book a vacation rental in Chicago
Below are the average prices for vacation rentals in the most popular neighborhoods in Chicago
Price | $165 - $248 |
|---|
| CHEAPEST NEIGHBORHOOD IN CHICAGO | Hyde Park | 24% cheaper | Vacation rentals in Hyde Park are the cheapest in Chicago at just $165 per night on average |
| MOST EXPENSIVE NEIGHBORHOOD IN CHICAGO | Lincoln Park | 12% more expensive | Lincoln Park has the highest priced vacation rentals in Chicago with properties averaging $248 per night |
| MOST POPULAR NEIGHBORHOOD IN CHICAGO | Near North Side | 77% more users visited | More momondo users search for vacation rentals in Near North Side than any other neighborhood in Chicago |
Vacation rentals in popular neighborhoods in Chicago
Below are the most popular neighborhoods in Chicago to stay in, as well as some of the best vacation rentals in each area
Lincoln Park
Search rentals in Lincoln ParkLogan Square
Search rentals in Logan SquareHyde Park
Search rentals in Hyde ParkRogers Park
Search rentals in Rogers ParkNear North Side
Search rentals in Near North SideWhen to book a vacation rental in Chicago
Check out the information below to find the best deal on a vacation rental in Chicago
| Low Season | April | cheapest month to stay |
| High Season | July | most expensive time to stay |
| 61% | expected price decrease | |
| 53% | expected price increase |
Price | $107 - $590 |
|---|
| Cheapest day of week | Saturday | is the cheapest day of the week to book |
| Highest day of week | Thursday | is the most expensive day of the week to book |
| $198 | ||
| $879 |
Hostels and cheap hotels in Chicago
These hotels and hostels usually make for a cheap way to stay in Chicago
Get the best value vacation rental in Chicago
These Chicago vacation rentals have the best prices for their ratings
Useful insights on Chicago vacation rentals
Get a quick overview on price and accommodation trends for your visit in Chicago
Lowest Vacation Rental Price | $31 |
|---|
Information about staying in Chicago
Read these important travel tips before booking a vacation rental in Chicago
How long do people typically book vacation apartments for in Chicago?
The average length of a vacation rental booking in Chicago is 7 nights.
How much does a vacation rental apartment in Chicago cost?
A vacation rental in Chicago will generally cost around $136 per night. This figure is taken from average apartment rental searches in Chicago and prices will vary according to the required size, facilities, and location of the rental.
When is the best time to book a vacation rental in Chicago?
The cheapest month to rent a vacation apartment in Chicago is usually April. The cost of your apartment or rental property can be around 62% cheaper in April vs. the high season.
What’s the best area of Chicago to book a vacation rental in?
Lincoln Park is the most popular area of Chicago to book a rental apartment in. Logan Square and Hyde Park are also sought-after places to stay.
How many operators does momondo search for hotels in Chicago?
The number of operators available for hotels in Chicago is 2,853 as of September 2023.
When did momondo last update prices for hotels in Chicago?
Prices for hotels in Chicago refresh daily.