Where to stay around Old Town?

Our 2019 accommodation listings offer a large selection of 191 holiday lettings near Old Town. From 149 Condos/Apartments to 34 Houses, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Old Town is on HomeAway.

What is the best area to stay when travelling to Old Town?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Old Town:

  • Wicker Park: 528 holiday homes
  • Near West Side: 269 holiday homes
  • West Rogers Park: 45 holiday homes
  • Bronzeville: 50 holiday homes
  • South Loop: 99 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

Can I rent Condos/Apartments in Old Town?

Yes, of course. HomeAway offers 149 Condos/Apartments in Old Town. Our other popular types of Old Town holiday rentals include:

  • Houses: 34 self catering accommodations
  • Townhouses: 3 self catering accommodations
  • Studios: 88 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Guest houses and more.

Can I find a holiday accommodation with pool in Old Town?

Yes, you can select your preferred holiday accommodation with pool among our 45 holiday homes with pool available in Old Town. Please use our search bar to access the selection of holiday rentals available.

    Why people love visiting friendly Old Town

    Enjoy the museums and other features of Old Town. This welcoming and walkable city is known for its bars, zoo and restaurants. John Hancock Center and Millennium Park are just a couple of the must-sees in the area. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

    Sightseeing in and around Old Town

    Are you hoping to find attractions to see while you're in town? Venture out of your vacation home and experience everything that makes Old Town a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

    • Skydeck Ledge (2.3 mi / 3.7 km)
    • Lincoln Park Zoo (0.8 mi / 1.2 km)
    • Navy Pier (2.1 mi / 3.4 km)
    • John G. Shedd Aquarium (3.4 mi / 5.5 km)
    • Adler Planetarium and Astronomy Museum (3.6 mi / 5.7 km)
    • Brookfield Zoo (11.3 mi / 18.1 km)

    Exploring the natural landscape of Old Town

    Whether you're an adventurous traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Old Town. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

    • Millennium Park (2.2 mi / 3.5 km)
    • Lincoln Park (2.7 mi / 4.3 km)
    • Grant Park (2.8 mi / 4.6 km)
    • North Avenue Beach (0.8 mi / 1.3 km)
    • Oak Street Beach (1.1 mi / 1.8 km)
    • Chicago Riverwalk (1.8 mi / 2.9 km)