Holiday Rentals in Chicago, IL

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Chicago, IL, United States
4 Apr — 5 Apr2
Chicago, IL, United States
Thu 4/4
Fri 5/4
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Popular holiday rental in Chicago

Discover well-known properties in Chicago that are favoured by visitors more than others. There are 3,023 hotels in Chicago and price data was last updated on 28 March 2024. The average price for a hotel in Chicago is .
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747 North May Street, Chicago, IL, United States
Ginosi 747 Apartel is located in Chicago and features complimentary Wi-Fi. It is situated a brief walk from the Polish Museum of America.
Free Wi-Fi
Air conditioning
Location
3.2 km 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
63 reviews
Location
1.8 km 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
2.5 km from city centre

Cheapest holiday 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 $144 per night. There is currently one property in Chicago that can be booked for this price. Corporate Suites in the Heart of Magnificent Mile is one of the hotels that can be booked for the lowest price in Chicago. Price data was last updated on 28 March 2024
For those on a budget, these are the cheapest holiday rentals available in Chicago for the selected dates. If you have the flexibility, change the dates selected to compare prices.
Show all 3,023 holiday rentals
Chicago, IL, United States
1.8 km from city centre
Air conditioning
Free Wi-Fi
$144
Avg. per night
55 East Washington Street, Chicago, IL, United States
0.8 km from city centre
Free Wi-Fi
Airport shuttle
$260
Avg. per night
Chicago, IL, United States
1.2 km from city centre
Air conditioning
$283
Avg. per night
Chicago, IL, United States
8.6 km from city centre
Air conditioning
$318
Avg. per night

Holiday rental prices in Chicago

Get a sense of the average price and most popular properties to stay in Chicago to help you budget for your trip accordingly. Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” badge are the most popular hotels in Chicago at attractive prices. Price data was last updated on 28 March 2024.
An overview of the average price of holiday rentals by holiday rental class in the Chicago. You'll also find the most popular and best value properties within each holiday rental class.
2 stars
2 stars and under
4 stars
4 stars +
540 North State Street, Chicago, IL, United States

Best prices found by HotelsCombined users in the past 24 hours.

Other accommodations in Chicago

Find the perfect holiday rental for your stay in Chicago. There are 3,023 hotels in Chicago and price data was last updated on 28 March 2024. The average price for a hotel in Chicago is .
Show all 3,023 stays
110 West Huron Street, Chicago, IL, United States
2.2 km from city centre
Free Wi-Fi
$212
Avg. per night
800 North Michigan Avenue, Chicago, IL, United States
2.4 km from city centre
Pool
Free Wi-Fi
$634
Avg. per night
100 West Monroe Street, Chicago, IL, United States
0.6 km from city centre
Free Wi-Fi
$277
Avg. per night
310 South Halsted Street, Chicago, IL, United States
1.7 km from city centre
Free Wi-Fi
Air conditioning
$228
Avg. per night
3514 North Sheffield Avenue, Chicago, IL, United States
8.1 km from city centre
Free Wi-Fi
Parking
$64
Avg. per night
600 N La Salle Dr, Chicago, IL, United States
1.9 km from city centre
Free Wi-Fi
$164
Avg. per night

Where to stay in Chicago

Explore different neighbourhoods and areas within Chicago to find the perfect location for your stay. Map data was last updated on 28 March 2024.
Scroll to and zoom in on the areas in Chicago you plan on visiting to find nearby properties. Clicking on a holiday 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 28 March 2024.
  • How much does a holiday rental in Chicago cost?

    $314 per night is how much a holiday rental in Chicago costs, on average. $86 per night was the cheapest price recently found by our users, though anything for $312 per night or less is a good deal. Keep in mind that Chicago holiday rental prices fluctuate throughout the year: the most expensive month to book is July, and the cheapest time to book is December.

  • What is the best Chicago holiday rental?

    The best holiday rental in Chicago is The Chicago Hotel Collection - Millennium Park, according to our user data. 8 users from HotelsCombined gave the The Chicago Hotel Collection - Millennium Park a 3.7/10 rating.

  • What’s the closest holiday rental to Chicago O'Hare Intl Airport?

    If you’re looking to stay close to Chicago O'Hare Intl Airport for your trip to Chicago, then consider booking a Distinct Lincoln Park Suites by Sonder holiday rental. This holiday apartment is just 20.4 km away from the Chicago airport.

  • What part of Chicago is best to stay in?

    Downtown is the best part of the city to stay in if you’re looking for a holiday rental in Chicago. The 4 #1S - 4 Bedroom / 1.5 Bath Condo near McCormick Place, Wintrust Arena is our most popular holiday rental in this neighbourhood. While there are other neighbourhoods throughout Chicago, 7% of HotelsCombined users searched for rentals in Downtown in the past 12 months, making it a popular choice.

  • What’s the most popular holiday rental in Chicago near River North?

    The Chicago Hotel Collection - Millennium Park is the most popular Chicago holiday rental near River North (the city’s most popular landmark). It’s a 1.6 km trip from The Chicago Hotel Collection - Millennium Park to River North. While there may be other holiday rentals near River North, The Chicago Hotel Collection - Millennium Park received high marks (3.7/10) from 8 users.

  • Are there any Guest house holiday rentals in Chicago?

    If you’re looking to book a Guest house holiday rental in Chicago, then you have 16 to choose from. We recommend looking at Hollywood Rentals Llc as it’s currently the most popular Guest house rental among our users.

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