Search
Best rentals
Tips
FAQs
Map

Oakland holiday rentals

KAYAK searches hundreds of travel sites at once for holiday home deals in Oakland

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Oakland vacation rentals

Most recommended vacation rentals in Oakland

Show all
Epic Mansion - Oakland - Lounge
Epic Mansion
Oakland, CA, United States
$212+
View availability
Remodeled Cottage in Berkeley/Oakland Rockridge - Oakland - Bedroom
Remodeled Cottage in Berkeley/Oakland Rockridge
North Oakland
9.0Wonderful(50)
Free Wi-Fi
Pet-friendly
$325+
View availability
Peaceful Oakland Oasis with Private Yard! - Oakland - Living room
Peaceful Oakland Oasis with Private Yard!
Sequoyah
8.8Very Good(15)
Free Wi-Fi
$436+
View availability
Spacious, Sunny House in Berkeley/Oakland Rockridge - Oakland - Living room
Spacious, Sunny House in Berkeley/Oakland Rockridge
North Oakland
9.2Wonderful(47)
Free Wi-Fi
Pet-friendly
$464+
View availability
Delightful Charming Cottage nestled in the heart of Rockridge/Claremont - Oakland - Restaurant
Delightful Charming Cottage nestled in the heart of Rockridge/Claremont
North Oakland
8.6Very Good(10)
$281+
View availability
West Oakland Charm 3br3ba Cottage Ac Wd - Oakland - Living room
West Oakland Charm 3br3ba Cottage Ac Wd
West Oakland
10Wonderful(1)
Free Wi-Fi
$543+
View availability
Studio Suite Close to Downtown - Oakland - Dining room
Studio Suite Close to Downtown
West Oakland
$101+
View availability
Comfy Oakland Apartment 15 min from San Francisco - Oakland - Kitchen
Comfy Oakland Apartment 15 min from San Francisco
West Oakland
$222+
View availability
Epic Mansion, gardens, art 2 - Oakland - Dining room
Epic Mansion, gardens, art 2
Oakland, CA, United States
Free Wi-Fi
$95+
View availability
Divine's Inn - Oakland - Living room
Divine's Inn
Oakland, CA, United States
Pet-friendly
$328+
View availability
Modern Cottage near many conveniences - Oakland - Bedroom
Modern Cottage near many conveniences
Oakland, CA, United States
8.0Very Good(1)
Parking
Free Wi-Fi
Pet-friendly
$399+
View availability
Ginosi East Bay Apartel - Oakland
Ginosi East Bay Apartel
Oakland, CA, United States
6.7Okay(53)
Free Wi-Fi
$201+
View availability
Homestay - Room in a Quaint Neighborhood - Oakland
Homestay - Room in a Quaint Neighborhood
Oakland, CA, United States
$91+
View availability
Oakland Guesthouse - - Oakland
Oakland Guesthouse -
Central East Oakland
$125+
View availability
Diamond Suites- Spacious Private Bedroom In Downtown Oakland - Oakland
Diamond Suites- Spacious Private Bedroom In Downtown Oakland
West Oakland
Free Wi-Fi
$168+
View availability
Studio @ top of the Oakland hills with amazing view. - Oakland
Studio @ top of the Oakland hills with amazing view.
North Oakland
$442+
View availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$0 - $370$370 - $739$739 - $1,109$1,109 - $1,477$1,477+ per night

Property type

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

KAYAK's top tips for finding Oakland holiday rental deals

  • Holiday rentals in Oakland are around 63% more expensive than hotels on average. Search here to compare prices for all accommodation types in Oakland.
  • The best holiday rental properties in Oakland are Modern, Art-Inspired Home With Parking And Patio (10.0, 25 reviews), Quiet, Elegant Apartment With Beautiful Views & Terraced Gardens (9.8, 29), and Dimond Abode #1 New Modern Luxe Spacious, Oakland, Ca (9.8, 24), based on ratings and reviews from real travellers.
  • Elmhurst is the neighbourhood in Oakland with the most affordable holiday rental properties (26 properties with an average price of $199 per night). Cozy Oakland 2 Bedroom w/ Backyard, Blissful Cottage and Relax in garden paradise with free views -special 15% weekly discount - BOOK NOW are the most popular rental properties in Elmhurst.

FAQs when booking a holiday home in Oakland

  • What types of holiday rentals are available in Oakland?

    There are loads of different property types that you can make your holiday home in Oakland. You’ll find apartments, boats, condos, cottages, houses, homestays, lodges, luxury tents and villas.

  • Are there any pet-friendly holiday rentals in Oakland?

    There are a number of dog and pet-friendly Oakland holiday rentals, with around 12% allowing you to bring your pet along with you.

  • How much is a holiday rental in Oakland for tonight?

    In the last 72 hours, users have found Oakland holiday rentals for tonight for as low as $265. Search here for similar prices

  • How much is a holiday rental in Oakland for this weekend?

    In the last 72 hours, users have found Oakland holiday rentals for this weekend for as low as $170 per night. Search here for similar prices

  • Which are the most popular neighbourhoods to stay in Oakland?

    Holiday rentals in West Oakland, Elmhurst and San Antonio have the most searches on KAYAK. For more information about Oakland's different neighbourhoods, check out our Oakland's City Guide.

  • How can I find holiday rentals near me in Oakland?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

See more FAQs

Where to stay in Oakland?

Our map will help you find the perfect place to stay in Oakland by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Oakland

Oakland holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Oakland. Find cheap holiday homes to rent in Oakland. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Oakland that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.