Vacation Rentals in Chicago, IL
Search and compare Chicago, IL vacation rentals from hundreds of travel sites and save.
Chicago, IL, United States
dic. 7 — dic. 82
Chicago, IL, United States
jue. 12/7
vie. 12/8
...and more
Popular vacation rental in Chicago
Discover well-known properties in Chicago that are favored by visitors more than others. There are 2,944 hotels in Chicago and price data was last updated on diciembre 6, 2023. The average price for a hotel in Chicago is $334/night.
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All filters540 North State Street, Chicago, IL, United States
Conveniently located in the middle of the city, this 4-star property makes for an excellent base in Chicago. It also offers a sauna, an outdoor pool and free Wi-Fi.
Free Wi-Fi
9.1
Excellent
71 reviews
Location
1.1 mi from city centre
$276
Chicago, IL, United States
This comfortable property in Chicago offers complimentary wireless internet, as well as an outdoor pool and a swimming pool. It is conveniently located in the city centre.
Air Conditioning
Location
1.6 mi from city centre
$234
Chicago, IL, United States
Strategically located in the heart of the city, this 4.5-star property makes for an ideal base in Chicago. It also offers laundry facilities, a concierge and free Wi-Fi.
Air Conditioning
Location
0.8 mi from city centre
$185
Tips for booking vacation rentals in Chicago
Gain useful insights and advice for booking the perfect stay in Chicago. Price data is based on averages over the past 12 months and was last updated on diciembre 6, 2023.
| Cheapest month: | March |
|---|---|
| Most expensive month: | July |
| Average price in Chicago: | $334/night |
| Cheapest price found: | $77/night |
| Cheapest day: | Sunday |
| Most expensive day: | Friday |
$136 - $1,490
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.$151 - $1,028
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.Top-rated Chicago vacation rentals
Browse through properties in Chicago that have received the highest ratings from guests. There are currently 2,944 properties in Chicago and data was last updated on diciembre 6, 2023.
Show all 2,944 vacation rentals
55 East Washington Street, Chicago, IL, United States
0.5 mi from city centre
Free Wi-Fi
Airport shuttle
$397
Avg. per night
Cheapest vacation rentals in Chicago, Illinois
Discover affordable stays in Chicago that provide a quality experience without breaking the bank. Hotels in Chicago can be found for as low as $66 per night. There is currently one property in Chicago that can be booked for this price. Celeste Celebrity Suites is one of the hotels that can be booked for the lowest price in Chicago. Price data was last updated on diciembre 6, 2023
These are the lowest prices we've found on vacation rentals in Chicago at the moment. If you have the flexibility, change the dates selected to compare prices.
Show all 2,944 vacation rentals
68 E Cedar Street, Chicago, IL, United States
1.8 mi from city centre
Free Wi-Fi
Air Conditioning
$66
Avg. per night
$69
Avg. per night
Chicago, IL, United States
1.1 mi from city centre
Air Conditioning
Free Wi-Fi
$94
Avg. per night
$120
Avg. per night
$137
Avg. per night
Other accommodations in Chicago
Find the perfect vacation rental for your stay in Chicago. There are 2,944 hotels in Chicago and price data was last updated on diciembre 6, 2023. The average price for a hotel in Chicago is $334/night.
Show all 2,944 stays
24 East Ida B. Wells Drive, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$38
Avg. per night
616 West Arlington Place, Chicago, IL, United States
3.6 mi from city centre
Free Wi-Fi
$45
Avg. per night
3514 North Sheffield Avenue, Chicago, IL, United States
5.0 mi from city centre
Free Wi-Fi
Parking
$36
Avg. per night
701 North Michigan Avenue, Chicago, IL, United States
1.3 mi from city centre
Free Wi-Fi
$102
Avg. per night
720 South Michigan Avenue, Chicago, IL, United States
0.3 mi from city centre
Pool
Free Wi-Fi
$161
Avg. per night
644 West Diversey Parkway, Chicago, IL, United States
4.1 mi from city centre
Free Wi-Fi
Airport shuttle
$67
Avg. per night
Where to stay in Chicago
Explore different neighborhoods and areas within Chicago to find the perfect location for your stay. Map data was last updated on diciembre 6, 2023.
Use the map to find vacation rentals in Chicago that are close to the points of interest you'll be frequenting. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.
Facts about staying in Chicago
Find useful tips and insights about staying in Chicago to help you make the most of your experience. FAQs were last updated on diciembre 6, 2023.
How much does a vacation rental in Chicago cost?
$335 per night is how much a vacation rental in Chicago costs, on average. $77 per night was the cheapest price recently found by our users, though anything for $308 per night or less is a good deal. Keep in mind that Chicago vacation rental prices fluctuate throughout the year: the most expensive month to book is July, and the cheapest time to book is October.
What is the best Chicago vacation rental?
The Chicago Hotel Collection - Millennium Park has a 3.7 rating from 8 users, making it the best Chicago vacation rental based on our data.
What’s the closest vacation rental to Chicago O'Hare Intl Airport?
It’s only 12.0 mi from Chicago O'Hare Intl Airport to Sonder - The Western (the nearest Chicago vacation rental to the airport).
What part of Chicago is best to stay in?
The best neighborhood to stay in Chicago is Downtown, according to our user data. 0% of our users who looked for vacation rentals in Chicago searched for properties in the Downtown area. If you’re also interested in booking a vacation rental in Downtown, consider the 4 #1S - 4 Bedroom / 1.5 Bath Condo near McCormick Place, Wintrust Arena - the neighborhood’s most popular rental property.
What’s the most popular vacation rental in Chicago near Navy Pier?
If you’re looking for a vacation rental close to Navy Pier while in Chicago, then the most popular is The Chicago Hotel Collection - Millennium Park with a 3.7/10 review score from 8 users. The distance from Navy Pier to The Chicago Hotel Collection - Millennium Park is 1.3 mi.