Old Town, Chicago, IL, USA

Old Town, Chicago, IL, USA

We found 139 holiday rentals — enter your dates for availability

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Find the best place to stay — Old Town

Where to stay around Old Town?

Our 2018 accommodation listings offer a large selection of 139 holiday lettings near Old Town. From 87 apartments to 24 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: 191 holiday homes
  • Ukrainian Village: 61 holiday homes
  • Near West Side: 243 holiday homes
  • Roscoe Village: 90 holiday homes
  • Ravenswood: 51 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 travelers, the most popular points of interest to stay near are:

  • Royal George Theater: 876 holiday lettings
  • Steppenwolf Theatre: 877 holiday lettings
  • Legacy Motors Automotive Art Gallery: 877 holiday lettings
  • Stage 773: 879 holiday lettings
  • Chicago 87th Street Station (Woodruff): 846 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 87 apartments in Old Town. Our other popular types of Old Town holiday rentals include:

  • Condos: 24 self catering accommodations
  • Houses: 18 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 9 holiday homes with pool available in Old Town. Please use our search bar to access the selection of holiday rentals available.