Find the best place to stay — Oakland

Where to stay around Oakland, Chicago?

Our 2018 property listings offer a large selection of 17 vacation rentals near Oakland. From 10 houses to 4 apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Oakland for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Oakland?

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 Oakland:

  • Chicago Loop: 143 vacation rentals
  • Wrigleyville: 107 vacation rentals
  • Wicker Park: 100 vacation rentals
  • Heart of Chicago: 21 vacation rentals
  • Old Town: 136 vacation rentals

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

Can I rent houses in Oakland?

Yes, of course. VRBO has 10 houses in Oakland. Our other popular types of vacation rentals in Oakland include:

  • Apartments: 4 rentals available
  • Townhomes: 2 rentals available

Can I rent golf rental rentals in Oakland?

Absolutely, VRBO has 4 golf rental rentals in Oakland. You have also many other possibilities in Oakland area, including:

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

    Can I find a vacation rental with online bookable in Oakland?

    Yes, you can select your prefered vacation rental with online bookable among our 17 vacation rentals with online bookable available in Oakland. Please use our search bar to access the selection of vacation rentals available.