Where to stay around Old Town?

Our 2018 accommodation listings offer a large selection of 133 holiday lettings near Old Town. From 70 apartments to 29 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:

  • Chicago Loop: 159 holiday homes
  • Ukrainian Village: 71 holiday homes
  • Near West Side: 260 holiday homes
  • Roscoe Village: 99 holiday homes
  • East Village: 103 holiday homes

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

What are the most popular points of interest and landmarks to stay near when travelling to Old Town?

HomeAway offers a large selection of holiday accommodations near great places in Old Town. From HomeAway travellers, the most popular points of interest to stay near are:

  • Royal George Theater: 1,005 holiday lettings
  • Steppenwolf Theatre: 1,012 holiday lettings
  • Legacy Motors Automotive Art Gallery: 1,009 holiday lettings
  • Chicago 87th Street Station (Woodruff): 968 holiday lettings
  • Stage 773: 1,016 holiday lettings

But there are many other points of interest around Old Town listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent apartments in Old Town?

Yes, of course. HomeAway offers 70 apartments in Old Town. Our other popular types of Old Town holiday rentals include:

  • Houses: 29 self catering accommodations
  • Condos: 27 self catering accommodations

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

Yes, you can select your preferred holiday accommodation with pool among our 6 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 well known for its bars, zoo and restaurants. John Hancock Center and Millennium Park are just a couple of the must-see attractions in the area. If you're looking for accommodation options 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 holiday home and experience everything that makes Old Town a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

    • 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 traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Old Town. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

    • 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)