Where to stay near Old Town?

Our 2020 accommodation listings offer a large selection of 108 holiday rentals near Old Town. From 83 Condos/Apartments to 13 Houses, find unique holiday homes 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 rentals for a long holiday or just a weekend break in Old Town:

  • Chicago Loop: 280 holiday homes
  • West Loop: 525 holiday homes
  • Logan Square: 419 holiday homes
  • Printer's Row: 229 holiday homes
  • Near North Side: 280 holiday homes

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

What are the most popular points of interest and landmarks to stay near when travelling to Old Town? offers a large selection of holiday homes near great places in Old Town. From travellers, the most popular points of interest to stay near are:

  • Sedgwick Station: 1,767 holiday rentals
  • Swedish Covenant Hospital: 1,758 holiday rentals
  • Chicago McCormick Place Station: 1,732 holiday rentals
  • Chicago 103rd Street Station (Rosemoor): 1,599 holiday rentals
  • Chicago 79th Street Station (Cheltenham): 1,671 holiday rentals

But there are many other points of interest around Old Town listed on 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 Condos/Apartments in Old Town?

Yes, of course. offers 83 Condos/Apartments in Old Town. Our other popular types of Old Town holiday rentals include:

  • Houses: 13 holiday houses
  • Hotels: 2 holiday houses
  • Studios: 42 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Townhouses 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 36 holiday homes with pool available in Old Town. Please use our search bar to access the selection of holiday rentals available.

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