Find the best place to stay — Old Town

Where to stay around Old Town?

Our 2018 property listings offer a large selection of 131 vacation rentals near Old Town. From 76 apartments to 22 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Old Town for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Old Town?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Old Town:

  • Chicago Loop: 143 vacation rentals
  • Wrigleyville: 107 vacation rentals
  • Lakeview: 202 vacation rentals
  • Gold Coast: 149 vacation rentals
  • Wicker Park: 100 vacation rentals

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

Can I rent apartments in Old Town?

Yes, of course. HomeAway has 76 apartments in Old Town. Our other popular types of vacation rentals in Old Town include:

  • Condos: 22 rentals available
  • Houses: 22 rentals available
  • Studios: 4 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including townhomes and more.

Can I rent downtown rentals in Old Town?

Absolutely, HomeAway has 25 downtown rentals in Old Town. You have also many other possibilities in Old Town area, including:

  • Golf rentals: 23 rentals
  • Lake rentals: 8 rentals
  • Waterfront rentals: 5 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with pool in Old Town?

Yes, you can select your preferred vacation rental with pool among our 7 vacation rentals with pool available in Old Town. Please use our search bar to access the selection of vacation rentals available.

    The Lakeside Setting of Old Town is Ready to Explore

    The area's history and museums are just some of the reasons to vacation in Old Town. This city is walkable and welcoming, recognized for its pubs, zoo and restaurants. Top attractions in the area include John Hancock Center, Millennium Park and Willis Tower. Why not consider a vacation rental for your family holiday, romantic stay or friends trip? 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 draws for travelers include Skydeck Ledge, Lincoln Park Zoo and Navy Pier. Don't miss cultural highlights like 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 like John Hancock Center, Willis Tower or McCormick Place to your agenda.