Where to stay around Oakland?

Our 2019 accommodation listings offer a large selection of 25 holiday lettings near Oakland. From 10 Houses to 10 Flats, 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:

  • Lakeview: 290 holiday homes
  • Rush & Division: 146 holiday homes
  • Wicker Park: 474 holiday homes
  • Lake View East: 116 holiday homes
  • West Bucktown: 82 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): 1,088 holiday lettings
  • University of Chicago: 1,099 holiday lettings
  • Chicago 115th Street Station (Morgan Park): 969 holiday lettings
  • Unity Temple: 1,139 holiday lettings
  • Buffington Harbor: 209 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 10 Houses in Oakland. Our other popular types of Oakland holiday rentals include:

  • Flats: 10 self catering accommodations
  • Studios: 8 self catering accommodations
  • Townhouses: 3 self catering accommodations

Can I find a holiday accommodation with internet/wifi in Oakland?

Yes, you can select your preferred holiday accommodation with internet/wifi among our 24 holiday homes with internet/wifi 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)

    Explore destinations around Oakland

    817 holiday rentals
    Oak Park
    972 holiday rentals
    53 holiday rentals
    510 holiday rentals
    379 holiday rentals
    31 holiday rentals
    878 holiday rentals
    Forest Park
    890 holiday rentals
    Tinley Park
    18 holiday rentals
    Morton Grove
    547 holiday rentals
    63 holiday rentals
    895 holiday rentals
    Chicago Ridge
    30 holiday rentals
    Elmwood Park
    893 holiday rentals
    798 holiday rentals
    South Englewood
    243 holiday rentals
    Orland Park
    25 holiday rentals
    61 holiday rentals
    139 holiday rentals
    543 holiday rentals