Discover a selection of 1,500 vacation rentals in Oakland, CA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $78 per night, and houses and condos are popular options for a stay in Oakland. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Oakland
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Destination guide

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.

Things to do

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.

Activities

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.

Weather

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.

Natural features

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.

How to get there

Transportation to and around Oakland

Fly into Oakland, CA (OAK-Oakland Intl.), the closest airport, located 7.1 mi (11.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Hayward, CA (HWD-Hayward Executive), which is 13 mi (20.9 km) away.

If you're traveling by train, make your way to Oakland-Jack London Square Station or Coliseum Station to see more of the city. You can get around Oakland by catching a ride on the metro at 12th St - Oakland City Center Station, 19th St Station or Lake Merritt Station.

How many vacation rentals are available around Oakland, CA?

Our 2021 property listings offer a large selection of 1,622 vacation rentals around Oakland. From 579 house rentals to 855 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Oakland?

Yes, of course. Vrbo has 579 Houses in Oakland. Our other popular types of vacation rentals in Oakland include:

  • Condos/Apartments: 855 rentals available
  • Cottages: 43 rentals available
  • Studios: 674 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cabins and more.

Can I find a vacation rental with pool in Oakland?

Yes, you can select your preferred vacation rental with pool among our 209 vacation rentals with pool available in Oakland. Please use our search bar to access the selection of vacation rentals available.