Central Chicago holiday lettings

We found 3,254 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts - Central Chicago

Showing deals for:14 Nov - 21 Nov
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Central Chicago

Find out more about Central Chicago

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:

  • Dave & Buster's (1.3 mi / 2.1 km)
  • Lincoln Park Zoo (2.7 mi / 4.4 km)
  • The Glen Club (17.7 mi / 28.5 km)
  • Amazing Chicago's Funhouse Maze (1.1 mi / 1.8 km)
  • Galloping Ghost (12.6 mi / 20.2 km)
  • Harborside International Golf Center (13.1 mi / 21.1 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)
  • Oak Street Beach (1.5 mi / 2.4 km)
  • Union Park (2 mi / 3.2 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).

More Holiday Rentals ideas

People also search for