Holiday Rentals in Oakland

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Our top choices for Oakland holiday rentals

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
9 Jan - 10 Jan
Cozy 1-Bedroom in a Modern Victorian Oakland Home

Apartment in Piedmont Avenue

Tiny Living; Big Style
10.0 out of 10, Exceptional, (4)
"Lovely spot and great hosts. Couldn't have asked for anything more for a few days in Oakland. The unit is super cute and in a great neighborhood with some seriously good eats nearby. "
United States
Patrick M.
The price is €211
includes taxes & fees
9 Jan - 10 Jan
Tiny Living; Big Style
2.0 star property
The price is €195
includes taxes & fees
10 Jan - 11 Jan
Cozy 2-bedroom house in welcoming Oakland with AC
8.8 out of 10, Excellent, (18)
"It was so lovely I extended my stay and extra night which is probably why this is asking me for 2 reviews."
United States
Lorraine N.
The price is €239
includes taxes & fees
12 Jan - 13 Jan
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
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 €366
includes taxes & fees
11 Jan - 12 Jan
Oak Manor | Stylish 2BR Apartment – Walk to Shops & Dining | Free Parking

Holiday Home in West Oakland

Relax at a Charming West Oakland Victorian
9.8 out of 10, Exceptional, (13)
"We chose this over hotels for our work trip"
United States
Kihep P.
The price is €281
includes taxes & fees
19 Jan - 20 Jan
Relax at a Charming West Oakland Victorian
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 €230
includes taxes & fees
9 Jan - 10 Jan
Victorian Retreat 2Bed/1Bath, Parking, Game Room

Holiday Home in West Oakland

West Oakland charmer: 2br/2bath - AC & W/D
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 €434
includes taxes & fees
20 Jan - 21 Jan
West Oakland charmer: 2br/2bath - AC & W/D
2.0 star property
The price is €379
includes taxes & fees
9 Jan - 10 Jan
Luxury Apt Private Bedroom & Bath in Oakland High-Rise
The price is €254
includes taxes & fees
9 Jan - 10 Jan
Forget your worries and enjoy this unique and peacefull place

Apartment in Allendale

Moonlit Serenity Oakland Ca
7.4 out of 10, Good, (3)
"This place was very clean and very welcoming! easy access to the home and very spacious!!"
United States
Gray H.
The price is €356
includes taxes & fees
5 Feb - 6 Feb
Moonlit Serenity Oakland Ca
9.0 out of 10, Wonderful, (2)
"This is a beautiful place to stay!! The decor is stunning, everything was comfortable, and the property was very clean! It is an easy 10 minute walk to a BART stop and only one stop from San Francisco. If you are looking for a place to stay right outside SF, this is the place!!"
United States
Alex C.
The price is €549
includes taxes & fees
15 Jan - 16 Jan
Newly Renovated Victorian House 1 train stop to SF and Parking
The price is €497
includes taxes & fees
15 Jan - 16 Jan
Charming Victorian Retreat 4BD-2BT-1 off street parking.
9.0 out of 10, Wonderful, (4)
"Great house and great location. My family was in town for a wedding and had a great stay. Would definitely recommend staying here!"
United States
Tadashi N.
The price is €596
includes taxes & fees
16 Jan - 17 Jan
Luxury Glenview Retreat with Stunning Amenities

Holiday Home in San Antonio

The Moonlight Manor - a themed hideaway!
10.0 out of 10, Exceptional, (11)
"What a fun stay for all ages! Highly recommend"
United States
Bryan H.
The price is €684
includes taxes & fees
9 Jan - 10 Jan
The Moonlight Manor - a themed hideaway!
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 €1,304
includes taxes & fees
15 Jan - 16 Jan
Luxurious & Modern 3 Bed/2.5 Bathroom Home with AC & gorgeous views of the SF Bay.
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.
The price is €879
includes taxes & fees
27 Jan - 28 Jan
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

DIVINE'S INN
2.0 out of 10, (1)
The price is €414
includes taxes & fees
9 Jan - 10 Jan
DIVINE'S INN
2.0 out of 10, (1)
"I wasn't super impressed with the This was not a single unit, but rather two. The main one had two bedrooms and one bath in one. This one, had no heat and ultimately, we vacated that unit entirely with half our party seeking other accommodations. This decision was only after two hours of waiting for heater to turn on or host to return our messages. We even failed to get heat from the very dirty oven.Both units were incredibly dusty/dirty, but more importantly were very poorly appointed. The...
United States
Josh M.
The price is €321
includes taxes & fees
12 Jan - 13 Jan
perfect getaway. sf view. free parking on site

Holiday Home in North Stonehurst

Diamond In The Rough
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 €467
includes taxes & fees
9 Jan - 10 Jan
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?

Modern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️: This highly rated holiday home rental in Oakland offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Oakland are 3BR Craftsman House w/ Patio, Workspace & WD and West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen.

How many holiday rentals are there in Oakland?

With 336 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 San Francisco Bay and Lake Merritt, or simply take in cultural attractions like Fox Theater and Paramount Theatre. You’ll find favourite places to visit such as Oracle Park and Pier 39 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.