Where to stay around Oak Street, Chicago?

Our 2018 property listings offer a large selection of 1,835 vacation rentals near Oak Street. From 857 Condos/Apartments to 740 Hotels, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Oak Street for a holiday or a weekend are on VRBO.

What is the best area to stay near Oak Street?

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 near Oak Street:

  • Lakeview: 286 vacation rentals
  • Chicago Loop: 723 vacation rentals
  • Streeterville: 203 vacation rentals
  • Old Town: 235 vacation rentals
  • Wrigleyville: 314 vacation rentals

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

Can I rent Condos/Apartments near Oak Street?

Yes, of course. VRBO has 857 Condos/Apartments near Oak Street. Our other popular types of vacation rentals near Oak Street include:

  • Hotels: 740 rentals available
  • Studios: 669 rentals available
  • Houses: 186 rentals available

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

Can I find a vacation rental with pool near Oak Street?

Yes, you can select your prefered vacation rental with pool among our 556 vacation rentals with pool available near Oak Street. Please use our search bar to access the selection of vacation rentals available.

    Can I book a vacation rental directly online or instantly near Oak Street?

    Yes, VRBO offers a selection of 1,835 vacation rentals to book directly online and 1,418 with instant booking available near Oak Street. Don't wait, have a look at our vacation rentals via our search bar and be ready for your next trip near Oak Street!