Where to stay around Old Town, Chicago?

Our 2018 property listings offer a large selection of 132 vacation rentals near Old Town. From 71 apartments to 27 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 VRBO.

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: 152 vacation rentals
  • Wrigleyville: 106 vacation rentals
  • Lakeview: 201 vacation rentals
  • Boystown: 87 vacation rentals
  • South Loop: 72 vacation rentals

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

What are the popular point of interests near where I can stay when traveling to Old Town?

VRBO offers a large selection of vacation rentals near lovely places in Old Town. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Royal George Theater: 925 vacation rentals
  • Steppenwolf Theatre: 923 vacation rentals
  • Legacy Motors Automotive Art Gallery: 923 vacation rentals
  • Chicago Water Tower: 918 vacation rentals
  • Grant Park: 916 vacation rentals

But there are many other points of interest around Old Town listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent apartments in Old Town?

Yes, of course. VRBO has 71 apartments in Old Town. Our other popular types of vacation rentals in Old Town include:

  • Condos: 27 rentals available
  • Houses: 25 rentals available
  • Studios: 3 rentals available

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

Can I rent golf rental rentals in Old Town?

Absolutely, VRBO has 24 golf rental rentals in Old Town. You have also many other possibilities in Old Town area, including:

  • Lakefront rentals: 5 rentals
  • Lake view rentals: 5 rentals
  • Beachfront rentals: 3 rentals

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

Can I find a vacation rental with online bookable in Old Town?

Yes, you can select your prefered vacation rental with online bookable among our 126 vacation rentals with online bookable available in Old Town. Please use our search bar to access the selection of vacation rentals available.