Holiday Rentals in Oakland

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Holiday Rentals in Oakland

Serene Montclair Getaway

Merriewood
9.8 out of 10, Exceptional, (135)
"Peaceful, cozy guest house in charming neighborhood. Conveniently close to trails / parks. Host was kind and thoughtful. "
United States
Anonymous traveller
Serene Montclair Getaway

Cozy 1-Bedroom in a Modern Victorian Oakland Home

2.0 star property
Rancho San Antonio
10.0 out of 10, Exceptional, (11)
"Very nice stay Karen was so helpful and so sweet about all questions I had ! Would definitely stay again "
United States
Jai G.
The price is €174
includes taxes & fees
1 Dec - 2 Dec
Cozy 1-Bedroom in a Modern Victorian Oakland Home

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

Oakland
8.8 out of 10, Excellent, (17)
"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 €167
includes taxes & fees
7 Dec - 8 Dec
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

Test Property - E2E Vrbo

Downtown Oakland
Test Property - E2E Vrbo

Comfy Oakland Apartment 15 min from San Francisco

West Oakland
10.0 out of 10, Exceptional, (5)
"It was a joy to stay here. It had everything I needed for my almost week long stay in town for work. It was perfectly located in walking distance to the BART. Thank you for hosting me!"
United States
Katherin C.
Comfy Oakland Apartment 15 min from San Francisco

West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen

West Oakland
9.6 out of 10, Exceptional, (94)
"Great stay, easy check in and great service with host"
United States
Nikki T.
West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen

Dimond Abode Vacation Rental

5.0 star property
Dimond
10.0 out of 10, Exceptional, (1)
"The unit was extremely clean and having access to a garage was definitely a plus for our stay! Nice touches, especially coffee / tea , snacks, and a well equipped kitchen made us feel welcomed the minute we stepped through the door. A+"
United States
Camille
Dimond Abode Vacation Rental

Relax at a Charming West Oakland Victorian

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 €265
includes taxes & fees
1 Dec - 2 Dec
Relax at a Charming West Oakland Victorian

Dimond Abode Vacation Rental 3428

5.0 star property
Dimond
9.4 out of 10, Exceptional, (6)
"Great place, great customer service!"
United States
Anonymous traveller
Dimond Abode Vacation Rental 3428

Beat the HEAT - North Oakland Home ready for your family’s SUMMER FUN!

Upper Telegraph
10.0 out of 10, Exceptional, (39)
"Everything with the house was great. Very comfortable and well stocked, with a great location. Would recommend! "
United States
Erum N.
Beat the HEAT - North Oakland Home ready for your family’s SUMMER FUN!

Brand New Designer Row Home 3BR

Grand Lake
9.6 out of 10, Exceptional, (39)
"Nice location. "
United States
diabata
Brand New Designer Row Home 3BR

Moonlit Serenity Oakland Ca

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 €282
includes taxes & fees
2 Dec - 3 Dec
Moonlit Serenity Oakland Ca

Spacious 4BR Retreat w/ Large Living Rm & Kitchen

2.0 star property
San Antonio
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 €788
includes taxes & fees
27 Dec - 28 Dec
Spacious 4BR Retreat w/ Large Living Rm & Kitchen

The Moonlight Manor - a themed hideaway!

Clinton
10.0 out of 10, Exceptional, (11)
"What a fun stay for all ages! Highly recommend"
United States
Bryan H.
The price is €624
includes taxes & fees
1 Dec - 2 Dec
The Moonlight Manor - a themed hideaway!

Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge

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

Luxury condo 1 block to BART, one stop to SF, 1 mile to Jack London Square

West Oakland
9.2 out of 10, Wonderful, (5)
"We are super thankful!You can feel the home vibes, I can't describe with enough words how comfortable we're been there.My whole family wants to come back.Thank you Philip, you are awesome Host."
United States
Monica G.
Luxury condo 1 block to BART, one stop to SF, 1 mile to Jack London Square

Charming Cottage Retreat

Mosswood
9.2 out of 10, Wonderful, (7)
"We brought the entire family (8 people, ages 3-57) for a long weekend in Berkeley for our son’s graduation. The house was lovely and in a great location. "
United States
Lisa A.
Charming Cottage Retreat

STAY 5 MINUTES AWAY

Piedmont Avenue
9.0 out of 10, Wonderful, (2)
"This is a clean, fresh and light filled space.A lot of big windows and charming architecture.I was very comfortable there! I would definitely recommend or stay there again!"
United States
Alisa F.
STAY 5 MINUTES AWAY

NEW! Charming 1933 Ridge-Top Home with Stunning Views

Shepherd Canyon
9.6 out of 10, Exceptional, (4)
"This house was great! The view at night and during the day of the Bay was beautiful! Would stay again! Just needed more towels for 10 guest, but overall 5star!"
United States
Jenifer J.
NEW! Charming 1933 Ridge-Top Home with Stunning Views

LAKE MERRITT 4 BED 4 BATH

Grand Lake
8.0 out of 10, Very good, (1)
"The host is very friendly and accessible. The location is great. Nice neighborhood. Conveniently close to grocery stores, coffee shops, restaurants, bars, a theater and nice weekend farmers market. To access the unit you have to go up a tiny steep street that most Ubers won’t drive up. The unit itself is one level but there are a lot of stairs to get to the entrance. It’s doable but we had some older family members with us. Bedrooms are spacious. Two of the 4 bathrooms are tight with small...
United States
Jessica B.
LAKE MERRITT 4 BED 4 BATH
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 €82 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.