Where to stay around Old Town?

Our 2019 accommodation listings offer a large selection of 187 holiday lettings near Old Town. From 148 Flats to 85 Studios, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Old Town for a long holiday or a weekend break 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:

  • Lakeview: 296 holiday homes
  • Rush & Division: 150 holiday homes
  • Wicker Park: 481 holiday homes
  • West Bucktown: 82 holiday homes
  • Lake View East: 118 holiday homes

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

Can I rent Flats in Old Town?

Yes, of course. HomeAway offers 148 Flats in Old Town. Our other popular types of Old Town holiday rentals include:

  • Studios: 85 self catering accommodations
  • Houses: 30 self catering accommodations
  • Townhouses: 3 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 44 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)