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: 159 holiday homes
  • Ukrainian Village: 71 holiday homes
  • Near West Side: 260 holiday homes
  • Roscoe Village: 99 holiday homes
  • Old Town: 133 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): 968 holiday lettings
  • Stage 773: 1,016 holiday lettings
  • Chicago 107th Street Station (Beverly Hills): 951 holiday lettings
  • Wrigley Field: 1,011 holiday lettings
  • Chicago Water Tower: 1,010 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 11 Houses in Oakland. Our other popular types of Oakland holiday rentals include:

    Can I rent downtown rentals in Oakland?

    Absolutely, HomeAway has 3 downtown rentals in Oakland. You have also many other possibilities in Oakland area, including:

    • Waterfront rentals: 2 holiday rentals

    Please use our search bar to access the selection of holiday lettings.

    Can I find a holiday accommodation with outdoor grill/bbq in Oakland?

    Yes, you can select your preferred holiday accommodation with outdoor grill/bbq among our 10 holiday homes with outdoor grill/bbq available in Oakland. Please use our search bar to access the selection of holiday rentals available.

      Explore the beachside setting in Oakland

      The beaches and lake provide a pleasant backdrop to your holiday home in Oakland. Revered for its restaurants, skyscrapers and shopping, this city is both cosmopolitan and scenic. McCormick Place and Willis Tower are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

      Sightseeing in and around Oakland

      Are you searching for top things to see and do while you're in town? Venture out of your holiday home and experience everything that makes Oakland a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

      • Skydeck Ledge (4.1 mi / 6.7 km)
      • Adler Planetarium and Astronomy Museum (2.9 mi / 4.7 km)
      • John G. Shedd Aquarium (3 mi / 4.8 km)
      • Navy Pier (4.7 mi / 7.6 km)
      • Lincoln Park Zoo (6.8 mi / 11 km)
      • Brookfield Zoo (11.9 mi / 19.2 km)

      Exploring the natural landscape of Oakland

      Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Oakland. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

      • Millennium Park (4.2 mi / 6.7 km)
      • Grant Park (3.5 mi / 5.7 km)
      • Lincoln Park (8.9 mi / 14.4 km)
      • Burnham Park (0.4 mi / 0.6 km)
      • Lake Meadows Park (1 mi / 1.6 km)
      • Lakefront Trail (1.2 mi / 2 km)