Central Chicago holiday rentals

We found 2,991 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts - Central Chicago

Showing deals for:22 Aug - 29 Aug
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Book a holiday rental for your Central Chicago getaway

Learn about the unique charm of Central Chicago with a stay in a holiday home rental. This city has something for everyone. Michigan Avenue and Navy Pier are a couple of places to search for that perfect souvenir. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Central Chicago

Do you want to discover things to do during your stay? Venture out of your holiday home and experience everything that makes Central Chicago a fun spot to go on holiday. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Lincoln Park Zoo (2.7 mi / 4.4 km)
  • Galloping Ghost (12.6 mi / 20.2 km)
  • The Glen Club (17.7 mi / 28.5 km)
  • Amazing Chicago's Funhouse Maze (1.1 mi / 1.8 km)
  • Dave & Buster's (1.3 mi / 2.1 km)
  • Kiddie Kingdom (13 mi / 20.9 km)

Exploring the natural landscape of Central Chicago

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Central Chicago. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (0.3 mi / 0.4 km)
  • Grant Park (0.7 mi / 1.1 km)
  • Maggie Daley Park (0.5 mi / 0.7 km)
  • Ohio Street Beach (1.1 mi / 1.8 km)
  • Burnham Park (1.4 mi / 2.3 km)
  • Oak Street Beach (1.5 mi / 2.4 km)

Travelling to and around Central Chicago

If you prefer to travel by train, Millennium Station, Chicago Van Buren Street Station and Chicago Museum Campus-11th Street Station are the main stations in the city. You can get around Central Chicago by jumping on the metro at Madison-Wabash Station, Monroe Station (Red Line) or Monroe Station (Blue Line).

Frequently asked questions

How much does it cost to rent a holiday home in Central Chicago?
A number of things can determine the price of a holiday home in Central Chicago, including the type of property, season and length of stay. However, all of our holiday homes have one thing in common — exceptional value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Central Chicago?
When you travel and the size and style of the property will influence how much you’ll pay for your beachside holiday home. Put in your Central Chicago travel dates to see all your options on Stayz. Did someone just say “hot tub”? Use the filters to pick the amenities and features you want in your holiday home.
What are the top attractions for families in Central Chicago?
There are tons of awesome things to do and see with the family in Central Chicago, such as:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

How old do you have to be to rent a holiday home in Central Chicago?
The age limit can differ across properties on Stayz, so check the rules of the holiday home in Central Chicago you want. But usually, it’s 16, 18 or 21.
How long can I rent a holiday home in Central Chicago for?
The length of time you can book a holiday home in Central Chicago is up to the property. Simply enter your selected travel dates to view a list of options offering extended stays. With plenty of features like air conditioning and laundries, as well as some offering weekly or monthly discounted prices, you’re sure to find a terrific place to call your home away from home in Central Chicago.

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