Discover a selection of 1,500 vacation rentals in Oakland 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 kitchens. Prices start at $97 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.
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.


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.


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?

Our 2020 property listings offer a large selection of 1,690 vacation rentals around Oakland. From 514 house rentals to 815 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 a city-center property in Oakland?

Cookie-cutter chain hotel rooms are easy to forget. Living like a local in the bustling center of a thrilling new city is most definitely not. Vrbo has 185 city center rental properties available. Alternatively, you might prefer trying something a bit different. Vrbo has a whole lot of properties to pick from, including:

  • 149 water-view vacation rentals.
  • 104 mountain-view vacation rentals.
  • 97 seaside vacation rentals.

Can I rent an apartment in Oakland?

Forget about sterile hotel rooms. Take in this destination from the comfort and convenience of your own apartment. Vrbo has 634 for you to select from here. How does $55 a night sound? That's what you're looking at paying if you don't dilly dally! If that doesn't match your group's taste, we've got a number of different property types available, such as:

  • House: 538 vacation homes. Prices start from $49 per night.
  • Condo: 179 vacation homes. Prices start from $60 per night.
  • Hotel: 171 vacation homes. Prices start from $56 per night.

Can I stay in Oakland in a large group?

Nothing comes close to catching up with your old friends or spending time with your family in an exciting new area. And what's best, Vrbo has options big enough for the whole squad. Why not have a peek at the 129 house vacation homes featured here? They're the top option for large groups of travelers. Properties for rent around the area that are perfect for large groups include:

  • Are you on the hunt for vacation homes that can sleep 6 people? We have 239 that will be suitable. Prices start from $55 per night.
  • Need a vacation rental for 5 guests? We have 122 that will serve you well. You can book one for as little as $97 a night.
  • Traveling with a group of 8? We've got 96 vacation homes that match your requirements. Prices begin at just $172 per night.

So never fear! When you book with us you can bring your dad, your cousin and all your besties to Oakland.

Where are the cheapest rentals in Oakland?

Say goodbye to sterile, drab hotel chains! Cherish the charm of living like one of the locals in a value-for-money rental instead. Have a look at the great options available to book on Vrbo. When it comes to looking for a great deal, your first stop should be Temescal. Here, Vrbo has 26 rentals at an average price of $116 per night. Another 31 Vrbo rentals are available in or around Montclair. With an average price of $225 per night, you're sure to grab a deal worth boasting about.

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