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Vacation Rentals in Chicago, IL

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Chicago, IL, United States
Aug 2 — Aug 32
Chicago, IL, United States
Fri 8/2
Sat 8/3
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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 3,033 hotels in Chicago and price data was last updated on July 26, 2024. The average price for a hotel in Chicago is $506/night.
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540 North State Street, Chicago, IL, United States
Located in the heart of downtown Chicago, just 3 blocks away from the Magnificent Mile, this self-catering apartment features a balcony with iconic views of the city. Free WiFi access is available. Floor-to-ceiling windows frame the fireplace in the 2-bedroom apartment at The Penthouse at Grand Plaza. Along with a fully-equipped kitchen and 3 full bathrooms, the apartment includes a dining area, laundry facilities and 3 separate balconies. A rooftop swimming pool and sun deck are provided at Grand Plaza Chicago Penthouse. Guests can make use of the fitness center and basketball court or shop for essentials at the on-site market. Navy Pier and scenic Millennium Park are both less than a mile away from the hotel.
Free Wi-Fi
9.3
Excellent
71 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. There are a range of amenities available to guests of Apartment in River North Downtown Chicago, including a sun deck, a sauna and meeting facilities. There are also laundry facilities that guests are welcome to use. Apartment in River North Downtown Chicago provides air conditioned apartments with a flat-screen TV, luxury toiletries and a rain shower. For those who would like to cook their own meals, there is a kitchen that is equipped with a dishwasher, a microwave and a refrigerator. Places of interest close to Apartment in River North Downtown Chicago include the Kinzie Street Railroad Bridge, Merchandise Mart and Kendall College. It is within a 20-minute stroll of Merchandise Mart Railway Station, which allows convenient access in and around Chicago.
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. There are a range of amenities available to those staying at Furnished Suites in South Loop Chicago, including a business centre, a lift and conference rooms. All apartments are air conditioned and equipped with a refrigerator, a rain shower and a coffee maker. For those who would like to cook their own meals, there is a kitchen that is equipped with a microwave, kitchenware and a dishwasher. Attractions close to Furnished Suites in South Loop Chicago include Soldier Field, Dearborn Station and the Field Museum of Natural History. Central Station is within a 10-minute walk and Chicago Midway International Airport is 20 minutes' drive away.
Air Conditioning
Location
0.8 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 July 26, 2024.
Cheapest month:April
Most expensive month:February
Average price in Chicago:$506/night
Cheapest price found:$73/night
Cheapest day:Monday
Most expensive day:Friday
$101 - $1,478
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$182 - $2,949
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

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 $94 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 July 26, 2024
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.
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Chicago, IL, United States
1.1 mi from city centre
Air Conditioning
Free Wi-Fi
$94
Avg. per night
55 East Washington Street, Chicago, IL, United States
0.5 mi from city centre
Free Wi-Fi
Parking
Airport shuttle
$170
Avg. per night

Other accommodations in Chicago

Find the perfect vacation rental for your stay in Chicago. There are 3,033 hotels in Chicago and price data was last updated on July 26, 2024. The average price for a hotel in Chicago is $506/night.
Show all 3,033 stays
701 North Michigan Avenue, Chicago, IL, United States
1.3 mi from city centre
Free Wi-Fi
$173
Avg. per night
720 South Michigan Avenue, Chicago, IL, United States
0.3 mi from city centre
Free Wi-Fi
$245
Avg. per night
644 West Diversey Parkway, Chicago, IL, United States
4.1 mi from city centre
Free Wi-Fi
Airport shuttle
$129
Avg. per night
24 East Ida B. Wells Drive, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$53
Avg. per night
616 West Arlington Place, Chicago, IL, United States
3.6 mi from city centre
Free Wi-Fi
$50
Avg. per night
3514 North Sheffield Avenue, Chicago, IL, United States
5.0 mi from city centre
Free Wi-Fi
Parking
$50
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 July 26, 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 July 26, 2024.
  • How much does a vacation rental in Chicago cost?

    $507 per night is how much a vacation rental in Chicago costs, on average. $74 per night was the cheapest price recently found by our users, though anything for $468 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 May.

  • What is the best Chicago vacation rental?

    The Chicago Hotel Collection Millennium Park has a 5.7 rating from 31 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 5.7/10 review score from 31 users. The distance from Navy Pier to The Chicago Hotel Collection Millennium Park is 1.3 mi.

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