Where to stay around Oakland?

Our 2018 accommodation listings offer a large selection of 21 holiday lettings near Oakland. From 12 houses to 4 apartments, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Oakland for a long holiday or a weekend break is on HomeAway.

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

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Oakland:

  • Chicago Loop: 150 holiday homes
  • Ukrainian Village: 72 holiday homes
  • Near West Side: 212 holiday homes
  • Roscoe Village: 98 holiday homes
  • Old Town: 132 holiday homes

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

What are the most popular points of interest and landmarks to stay near when travelling to Oakland?

HomeAway offers a large selection of holiday accommodations near great places in Oakland. From HomeAway travellers, the most popular points of interest to stay near are:

  • Chicago 87th Street Station (Woodruff): 903 holiday lettings
  • Stage 773: 934 holiday lettings
  • Wrigley Field: 933 holiday lettings
  • Chicago Water Tower: 931 holiday lettings
  • Auditorium Building and Theatre: 938 holiday lettings

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

Can I rent houses in Oakland?

Yes, of course. HomeAway offers 12 houses in Oakland. Our other popular types of Oakland holiday rentals include:

  • Apartments: 4 self catering accommodations

Can I find a holiday accommodation with free wifi in Oakland?

Yes, you can select your preferred holiday accommodation with free wifi among our 1 holiday homes with free wifi available in Oakland. Please use our search bar to access the selection of holiday rentals available.

    The cosmopolitan area of Oakland awaits your stay

    The beaches and lakes provide a pleasant backdrop to your holiday home in Oakland. This city's restaurants, skyscrapers and shopping attract many visitors, as does its scenic and urban location. The area has so much to see with top attractions such as McCormick Place, Willis Tower and Skydeck Ledge. Why not consider a holiday rental for your family holiday, romantic stay or trip with friends? Many rentals offer more space along with kitchens and Internet access.

    Attractions in and around Oakland

    Have time to spare and looking for things to do around Oakland? Some of the area's family-friendly attractions for travellers include Skydeck Ledge, Adler Planetarium and Astronomy Museum and John G. Shedd Aquarium. Visitors searching for nearby cultural experiences can take a trip to Willis Tower and John Hancock Center, or spend an enlightening afternoon at Chicago Museum of Science and Industry or Field Museum of Natural History. If some outdoor time is on the agenda, experience the natural beauty of Burnham Park and Lakefront Trail. You can take a shopping trip to State Street, Maxwell Street Market and Downtown Chicago. Plan to attend a game or event? Get tickets for Wrigley Field or Guaranteed Rate Field. You might also want to add other must-see places in the region such as McCormick Place, Millennium Park or Soldier Field to your agenda.