Oakland, CA, USA

Oakland, CA, USA

We found 1,611 vacation rentals — enter your dates for availability

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Find the best place to stay — Oakland

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:

  • Rockridge: 59 vacation rentals
  • Lake Merritt: 36 vacation rentals
  • Claremont Hills: 38 vacation rentals
  • Montclair: 32 vacation rentals
  • Elmwood: 58 vacation rentals

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

What are the popular points of interest near where I can stay when traveling to Oakland?

HomeAway offers a large selection of vacation rentals near lovely places in Oakland. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • East Bay Regional Park District: 1,587 vacation rentals
  • Jack London Square: 1,877 vacation rentals
  • Lake Merritt: 1,855 vacation rentals
  • Crown Memorial State Beach: 1,839 vacation rentals
  • Oracle Arena: 1,728 vacation rentals

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 vacation rentals available near the point of interest of your choice.

Can I find a vacation rental with suitable for kids in Oakland?

Yes, you can select your preferred vacation rental with suitable for kids among our 963 vacation rentals with suitable for kids available in Oakland. Please use our search bar to access the selection of vacation rentals available.

    It’s all happening in old Oakland

    A magnet for bohemians, beatniks, and young entrepreneurs, Oakland is the happy little brother of San Francisco. Travelers often miss out on its charms thanks to the famous draws of the West Bay Area, but that's a huge shame. You can wallow here between Pacific brew pubs and independent coffee roasters, explore an ethnically diverse Chinatown, or unravel fascinating stories in the African American museum. Science centers, quirky art galleries, and access to the famous Napa Valley all add to the draws, while Oakland vacation rentals are affordable and stylish to boot.

    Oakland offers laid-back Bay Area life

    Without the stresses of big San Francisco, Oakland manages to create a more chilled and accessible vibe. Regular walking tours of districts like Old Oakland and the 1920s grandeur of Uptown take place most days of the week, and they are neatly balanced out by beer tasting sessions or opportunities to craft your own ales in the town's wealth of cool breweries. Cycling and hiking in the surrounding Oakland Hills is also a great way to survey the beautiful Californian backcountry, while regular farmers' markets and local craft fares are on the calendar all throughout the summer.

    Local history and local wine in Oakland

    Whether you bag a rustic cabin in the Oakland Hills for all that hiking and wine tasting in the world-famous Napa Valley, or opt for Oakland vacation rentals in the heart of the town where there are attractions like the classic Fox Theatre and the Children's Fairyland theme park, you can rest assured there's something for everyone in this corner of the Bay Area. And that's not even mentioning the acclaimed elephant enclosures at Oakland Zoo, the immersive Oakland Museum of California, and the intrepid trails of the Redwood Regional Park.

    Dodge the Pacific rains and winter in Oakland

    The months between May and August are virtually without rain in this part of the Bay Area, which makes the summer the perfect time to search for Oakland vacation rentals, especially if you're planning on hiking the Oakland Hills and enjoying the town's top al fresco bars. There's also usually an Indian Summer in these parts, with September and October not only having high temperatures but also some cheaper places to stay. And coming then will mean you dodge the regular downpours of the winter between December and March.

    Surrounded by the Oakland Hills

    Oakland sits sandwiched between the scrub-dressed hills and the coastal flats of the San Francisco Bay Area. The swaying trees of the Redwood Regional Park ensconce the city to the east, offering a glimpse at northern Cali's ancient forestry. That soon gives way to the secluded Siesta Valley, which has undulating hills of meadow and scrub, and the De Laveaga Trail that weaves past curious rock formations. Topping off the lot is the lofty Wildcat Canyon Regional Park, where the foxglove fields peak and trough over scrubland that's peppered with snakes and horned owls.