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 $318/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
3.7
Mediocre
8 reviews
Location
0.8 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
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
1.2 km 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
1.8 km from city centre

Tips for booking holiday 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 28 March 2024.
Cheapest month:February
Most expensive month:July
Average price in Chicago:$318/night
Cheapest price found:$92/night
Cheapest day:Wednesday
Most expensive day:Friday
$155 - $658
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$199 - $558
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

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 $208 per night. There is currently one property in Chicago that can be booked for this price. The Avondale Guesthouse is one of the hotels that can be booked for the lowest price in Chicago. Price data was last updated on 28 March 2024
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Chicago. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
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Chicago, IL, United States
8.6 km from city centre
Air conditioning
$208
Avg. per night

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 $318/night.
Show all 3,023 stays
701 North Michigan Avenue, Chicago, IL, United States
2.2 km from city centre
Free Wi-Fi
$106
Avg. per night
110 West Huron Street, Chicago, IL, United States
2.2 km from city centre
Free Wi-Fi
$139
Avg. per night
676 North Michigan Avenue, Chicago, IL, United States
2.1 km from city centre
Free Wi-Fi
$230
Avg. per night
24 East Ida B. Wells Drive, Chicago, IL, United States
0.1 km from city centre
Free Wi-Fi
$41
Avg. per night
616 West Arlington Place, Chicago, IL, United States
5.8 km from city centre
Free Wi-Fi
$48
Avg. per night
3514 North Sheffield Avenue, Chicago, IL, United States
8.1 km from city centre
Free Wi-Fi
Parking
$42
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.
Navigate to the areas in Chicago you plan to visit to find vacation rentals that are close by. You can find more information on a particular vacation rental within the map by clicking on its name.

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?

    The average cost for a holiday rental in Chicago is $319/night. A good holiday rental deal in Chicago would be for $291/night or less. The cheapest rental deal found recently by our users was $93/night. If you’re flexible with your travel dates, then try to avoid booking August, the most expensive month of the year. Booking April is the cheapest month to book a holiday rental in Chicago.

  • What is the best Chicago holiday rental?

    The Chicago Hotel Collection - Millennium Park has a 3.7 rating from 8 users, making it the best Chicago holiday rental based on our data.

  • 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 The Chicago Hotel Collection - Millennium Park holiday rental. This holiday apartment is just 25.4 km away from the Chicago airport.

  • What part of Chicago is best to stay in?

    Downtown is the best part of Chicago to stay in based on our user data. Out of all our users who looked at Chicago holiday rentals, 16% of them looked for stays in the Downtown neighbourhood in the last year. The 4 #1S - 4 Bedroom / 1.5 Bath Condo near McCormick Place, Wintrust Arena happens to be the most popular holiday rental in the Downtown neighbourhood of Chicago.

  • What’s the most popular holiday rental in Chicago near Art Institute of Chicago?

    While there may be several Chicago holiday rentals near Art Institute of Chicago, The Chicago Hotel Collection - Millennium Park happens to be the most popular among our users. The Chicago Hotel Collection - Millennium Park has a current rating of 3.7 from 8 HotelsCombined travellers. Art Institute of Chicago is also conveniently located just 0.4 km from this holiday rental.

  • Are there any Motel holiday rentals in Chicago?

    Yes, there are 34 Motel holiday rentals in Chicago. According to our data, Motel 6 Elk Grove Village - O'Hare is currently the most popular Motel rental in the city.

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