Holiday Rentals in Oakland

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Holiday Rentals in Oakland

Apartment in San Antonio

2.0 star property
10.0 out of 10, Exceptional, (12)
"The location is great for the price. Close access to Lake Merritt and Temescula if you have a car! The host was super communicative and friendly. "
United States
Alissa R.
The price is €195
includes taxes & fees
10 Dec - 11 Dec
Cozy 1-Bedroom in a Modern Victorian Oakland Home

Holiday Home in West Oakland

9.8 out of 10, Exceptional, (12)
"We chose this over hotels for our work trip"
United States
Kihep P.
The price is €300
includes taxes & fees
24 Dec - 25 Dec
Relax at a Charming West Oakland Victorian

Holiday Home in West Oakland

10.0 out of 10, Exceptional, (1)
"This is a lovely home. Freshly remodeled and tastefully decorated. The property manager was very responsive to any questions we had. I would stay here again."
United States
Laura R.
The price is €425
includes taxes & fees
7 Jan - 8 Jan 2026
West Oakland charmer: 2br/2bath - AC & W/D

Cottage in Oakland

8.8 out of 10, Excellent, (18)
"My niece and I stayed here and had a lovely night. Hosts were gracious and helpful with recommendations. Beautiful view and gardens. "
United States
Jacob S.
The price is €183
includes taxes & fees
10 Dec - 11 Dec
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

Holiday Home in San Antonio

2.0 star property
9.6 out of 10, Exceptional, (4)
"Comfortable home with plenty of room for 4 adults. Our fur baby also enjoyed his stay."
United States
Miki I.
The price is €795
includes taxes & fees
27 Dec - 28 Dec
Spacious 4BR Retreat w/ Large Living Rm & Kitchen

Apartment in Oakland Ave - Harrison St

10.0 out of 10, Exceptional, (1)
"I really enjoyed our stay in this apartment. Great neighborhood for central planning and the hosts where v"
United States
Elvira V.
The price is €362
includes taxes & fees
8 Jan - 9 Jan 2026
Affordable & Furnished Comfy Oakland Apt

Apartment in Oakland Ave - Harrison St

8.6 out of 10, Excellent, (19)
"Property was clean and manager very responsive. Location ideal for getting around Bay Area. "
United States
Teresa P.
The price is €354
includes taxes & fees
14 Dec - 15 Dec
Oak Manor | Stylish 2BR Apartment – Walk to Shops & Dining | Free Parking

Apartment in Allendale

10.0 out of 10, Exceptional, (2)
"This place was very clean and very welcoming! easy access to the home and very spacious!!"
United States
Gray H.
The price is €309
includes taxes & fees
10 Dec - 11 Dec
Moonlit Serenity Oakland Ca

Holiday Home in Oakland

9.4 out of 10, Exceptional, (74)
"Solid apartment with a fantastic location.The apartment was spacious and had everything we needed. Host was responsive and kind.I’m hoping this can be our go to Vrbo whenever we visit Oakland."
United States
amy p.
Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge

Holiday Home in Upper Rockridge

10.0 out of 10, Exceptional, (5)
"Perfect place - will stay again!"
United States
Hani S.
Upper Rockridge Luxury Mid-Century Escape

Condo in West Oakland

10.0 out of 10, Exceptional, (1)
"Great house for our needs. "
United States
Tosha B.
The price is €724
includes taxes & fees
5 Jan - 6 Jan 2026
West Oakland 3br/2ba top floor flat ideal for business or family travel

Apartment in San Antonio

7.0 out of 10, Good, (2)
"We loved this cute place. Very roomy. Lots of pots, pans, comfortable beds...all around great. Hosts were very communicative, helpful and courteous. We will definately stay here again. "
United States
Elvira V.
The price is €231
includes taxes & fees
12 Dec - 13 Dec
Victorian Retreat 2Bed/1Bath, Parking, Game Room

Holiday Home in West Oakland

The price is €502
includes taxes & fees
15 Dec - 16 Dec
Charming Victorian Retreat 4BD-2BT-1 off street parking.

Holiday Home in Oakland

The price is €256
includes taxes & fees
10 Dec - 11 Dec
Forget your worries and enjoy this unique and peacefull place

Holiday Home in San Antonio

10.0 out of 10, Exceptional, (11)
"What a fun stay for all ages! Highly recommend"
United States
Bryan H.
The price is €695
includes taxes & fees
10 Dec - 11 Dec
The Moonlight Manor - a themed hideaway!

Holiday Home in Oakland

The price is €327
includes taxes & fees
10 Dec - 11 Dec
perfect getaway. sf view. free parking on site

Holiday Home in Oakland

9.0 out of 10, Wonderful, (2)
"The house, views , amenities and hospitality were above and beyond expectations. Highly recommended"
United States
Ellie B.
The price is €1,353
includes taxes & fees
10 Dec - 11 Dec
Luxurious & Modern 3 Bed/2.5 Bathroom Home with AC & gorgeous views of the SF Bay.

Holiday Home in West Oakland

7.0 out of 10, Good, (2)
"Bright, clean apartments. Only complaint is the lack of lamps, and strong odor from cleaning products. Everything else was perfect for us."
United States
Molly F. W.
West Oakland Charmer: 5br/4bath House (2 br/2ba upper level, 2br/1ba lower unit with rear Cottage) * AC & W/D total 5br/4ba

Apartment in Oakland Ave - Harrison St

2.0 out of 10, (1)
The price is €415
includes taxes & fees
10 Dec - 11 Dec
DIVINE'S INN

Holiday Home in North Stonehurst

2.0 out of 10, (1)
"I’ve been to 3rd world countries that are safer and cleaner than Oakland. With that being said, this property is located in the epicenter of Oakland’s homeless, drug, and violence problem. During our stay, we experienced the worst of it; vagrants and homeless encampments just steps away from the subdivision, and to top it all off, an active shooting. It also didn’t help that the property wasn’t properly sanitized and had leftover/open bottles of alcohol left in the fridge. When we complained,...
United States
Nehali P.
The price is €468
includes taxes & fees
10 Dec - 11 Dec
Diamond In The Rough
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oakland Hotel Reviews

Find out more about Oakland

Everything you need to know about Oakland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oakland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland holiday rentals we have selected for you start as low as €86 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oakland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Oakland?

Yes, there are holiday rentals in Oakland close to Oakland Museum of California, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts give Oakland high marks for its renowned opera and great live music. While you're here, grab a bite or have a drink at the charming cafes.

What are some of the best holiday rentals that Oakland has to offer?

Tranquil house with beautiful garden in Emeryville: This highly rated holiday home rental in Oakland offers a fireplace, a patio and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Some other top choices in Oakland are Modern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️ and Charming baseball themed 2-story building with cable TV, wi-fi & stereo system..

How many holiday rentals are there in Oakland?

With 328 Expedia holiday rentals, you're guaranteed to find just the right place for your Oakland stay.

What’s there to see and do in Oakland?

Enjoy the outdoors at Lake Merritt and University of California Botanical Garden at Berkeley, or simply take in cultural attractions like Fox Theater and Paramount Theatre. You’ll find favourite places to visit such as Oracle Park and Chase Center in the wider area.

What’s a holiday rental in Oakland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakland. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.