Find the best place to stay — Oak Street

Where to stay around Oak Street, Chicago?

Our 2018 property listings offer a large selection of 870 vacation rentals near Oak Street. From 507 apartments to 163 condos, 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:

  • Chicago Loop: 146 vacation rentals
  • Wrigleyville: 96 vacation rentals
  • Lakeview: 192 vacation rentals
  • River West: 66 vacation rentals
  • Streeterville: 131 vacation rentals

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

Can I rent apartments near Oak Street?

Yes, of course. VRBO has 507 apartments near Oak Street. Our other popular types of vacation rentals near Oak Street include:

  • Condos: 163 rentals available
  • Houses: 154 rentals available
  • Studios: 16 rentals available

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

Can I find a vacation rental with online bookable near Oak Street?

Yes, you can select your prefered vacation rental with online bookable among our 870 vacation rentals with online bookable available near Oak Street. Please use our search bar to access the selection of vacation rentals available.