Find the best place to stay — Old Town

Where to stay around Old Town?

Our 2018 accommodation listings offer a large selection of 132 holiday lettings near Old Town. From 71 apartments to 27 condos, 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: 152 holiday homes
  • Ukrainian Village: 65 holiday homes
  • Near West Side: 213 holiday homes
  • Roscoe Village: 94 holiday homes
  • East Village: 71 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: 921 holiday lettings
  • Steppenwolf Theatre: 910 holiday lettings
  • Legacy Motors Automotive Art Gallery: 910 holiday lettings
  • Chicago 87th Street Station (Woodruff): 895 holiday lettings
  • Stage 773: 923 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 71 apartments in Old Town. Our other popular types of Old Town holiday rentals include:

  • Condos: 27 self catering accommodations
  • Houses: 24 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 7 holiday homes with pool available in Old Town. Please use our search bar to access the selection of holiday rentals available.

    Old Town's lake setting is ready to explore

    The area's historical sites and museums are just some of the reasons to come on holiday to Old Town. This city is walkable and welcoming, recognised for its pubs, zoos and restaurants. Top attractions in the area include John Hancock Center, Millennium Park and Willis Tower. Why not consider a holiday rental for your family holiday, romantic stay or trip with friends? Many rentals offer more space along with kitchens and Internet access.

    Attractions in and around Old Town

    Looking for things to do while you're in Old Town? Some of the area's family-friendly attractions for travellers include Skydeck Ledge, Lincoln Park Zoo and Navy Pier. Don't miss cultural highlights such as Second City, Royal George Theater and Steppenwolf Theatre. To appreciate the outdoor scene, make time for green spaces such as Millennium Park, Lincoln Park and Grant Park. You could easily spend a day shopping at Armitage Avenue, Magnificent Mile and Downtown Chicago. Plan to attend a game or event? Get tickets for Wrigley Field or United Center. You might also want to add other must-see places in the region such as John Hancock Center, Willis Tower or McCormick Place to your agenda.