Vacation Rentals in Chicago, IL

Search and compare Chicago, IL vacation rentals from hundreds of travel sites and save.

Chicago, IL, United States
feb. 29 — mar. 12
Chicago, IL, United States
jue. 2/29
vie. 3/1
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Popular vacation rental in Chicago

Discover well-known properties in Chicago that are favored by visitors more than others. There are 2,931 hotels in Chicago and price data was last updated on febrero 22, 2024. The average price for a hotel in Chicago is $399/night.
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55 East Washington Street, Chicago, IL, United States
Centrally situated, Pittsfield Apartments + Suites allows for easy access to Chicago's best hot spots. It offers complimentary Wi-Fi, an express check-in and check-out feature and a swimming pool.
Free Wi-Fi
Airport shuttle
3.4
Mediocre
10 reviews
Location
0.5 mi from city centre
540 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
9.2
Excellent
64 reviews
Location
1.1 mi from city centre
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
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
Chicago, IL, United States
The Avondale Guesthouse offers a comfortable setting while in Chicago. It also provides an airport shuttle.
Air Conditioning
9.4
Excellent
128 reviews
Location
5.3 mi from city centre
Chicago, IL, United States
Strategically located in the centre of the city, this 4-star property makes for an excellent base in Chicago. It offers an indoor pool and free Wi-Fi, and is a brief stroll from Michigan Avenue and Magnificent Mile.
Air Conditioning
Free Wi-Fi
Location
1.1 mi from city centre

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 febrero 22, 2024.
Cheapest month:September
Most expensive month:July
Average price in Chicago:$399/night
Cheapest price found:$89/night
Cheapest day:Saturday
Most expensive day:Friday
$113 - $1,502
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$119 - $1,025
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Other accommodations in Chicago

Find the perfect vacation rental for your stay in Chicago. There are 2,931 hotels in Chicago and price data was last updated on febrero 22, 2024. The average price for a hotel in Chicago is $399/night.
Show all 2,931 stays
701 North Michigan Avenue, Chicago, IL, United States
1.3 mi from city centre
Free Wi-Fi
$89
Avg. per night
720 South Michigan Avenue, Chicago, IL, United States
0.3 mi from city centre
Pool
Free Wi-Fi
$189
Avg. per night
644 West Diversey Parkway, Chicago, IL, United States
4.1 mi from city centre
Free Wi-Fi
Airport shuttle
$80
Avg. per night
24 East Ida B. Wells Drive, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$45
Avg. per night
616 West Arlington Place, Chicago, IL, United States
3.6 mi from city centre
Free Wi-Fi
$48
Avg. per night
3514 North Sheffield Avenue, Chicago, IL, United States
5.0 mi from city centre
Free Wi-Fi
Parking
$42
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 febrero 22, 2024.
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 febrero 22, 2024.
  • How much does a vacation rental in Chicago cost?

    $399 per night is how much a vacation rental in Chicago costs, on average. $90 per night was the cheapest price recently found by our users, though anything for $371 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 September.

  • What is the best Chicago vacation rental?

    The Chicago Hotel Collection - Millennium Park has a 3.4 rating from 10 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 3.4/10 review score from 10 users. The distance from Navy Pier to The Chicago Hotel Collection - Millennium Park is 1.3 mi.

  • Are there Chicago vacation rentals with “wifi” listed as an amenity?

    4 vacation rentals in Chicago currently mention “wifi” as a listed amenity. We recommend booking the The Chicago Hotel Collection - Millennium Park, which is the most popular Chicago vacation rental featuring this amenity.

  • Are there any Aparthotel vacation rentals in Chicago?

    At the moment, there are 49 properties listed as a Aparthotel vacation rental in Chicago. A popular Aparthotel in Chicago amongst our users is Sentral Michigan Avenue.

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