Holiday Rentals in Oakland

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Our top choices for Oakland holiday rentals

9.8 out of 10, Exceptional, (96)
"The home was great!!"
United States
Varun
West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen

Holiday Home in Downtown Oakland

Test Property - E2E Vrbo
Test Property - E2E Vrbo
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 €181
includes taxes & fees
12 Jan - 13 Jan 2026
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

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 €301
includes taxes & fees
17 Dec - 18 Dec
Moonlit Serenity Oakland Ca

Holiday Home in Dimond

Dimond Abode Vacation Rental
5.0 star property
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

Cottage in Merriewood

Serene Montclair Getaway
9.8 out of 10, Exceptional, (135)
"Ted and Stephanie were very communicative and their space was perfect for the 6 days my partner and I stayed there. Parking was convenient and all amenities were clean and ready."
United States
Caroline H.
Serene Montclair Getaway

Holiday Home in Dimond

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

Holiday Home in West Oakland

Relax at a Charming West Oakland Victorian
9.8 out of 10, Exceptional, (12)
"We chose this over hotels for our work trip"
United States
Kihep P.
The price is €275
includes taxes & fees
24 Dec - 25 Dec
Relax at a Charming West Oakland Victorian
8.4 out of 10, Very good, (7)
"Great stay, great location "
United States
Cathy J.
Charming 1-bedroom cottage with AC near Piedmont and Lake Merritt. Pet friendly!
9.8 out of 10, Exceptional, (6)
"Great communication with host, central location, accurate listing photos and description. Stayed here for concerts in San Fran and easy access to the city. "
United States
Betsy B.
425A- Upper 2B1B Unit Gated Parking near Bart & FW, shops and restaurants

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 €680
includes taxes & fees
18 Dec - 19 Dec
The Moonlight Manor - a themed hideaway!

Apartment in Piedmont Avenue

STAY 5 MINUTES AWAY
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
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 €193
includes taxes & fees
18 Dec - 19 Dec
Cozy 1-Bedroom in a Modern Victorian Oakland Home

Holiday Home in Piedmont Avenue

Hidden Gem - Luxury Living - Walk Everywhere
2.0 star property
10.0 out of 10, Exceptional, (7)
"Booking this was a great option as it was a very short commute to downtown Oakland, San Francisco. "
United States
Kamari D.
Hidden Gem - Luxury Living - Walk Everywhere
8.8 out of 10, Excellent, (5)
"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

Apartment in Grand Lake

LAKE MERRITT 4 BED 4 BATH
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
8.8 out of 10, Excellent, (3)
"Over all it’s good experience! Appreciate the gesture of giving some fruits for the guest. Even though building is old, maintained well. "
United States
Dhaya S.
2402 - 4B3B Gated House near Zoo Coliseum FWY BART
9.6 out of 10, Exceptional, (43)
"A time was hadvin oakland lovely home "
United States
Shanetta E.
Bon Voyage Home. Great For Getting Around Town!
8.6 out of 10, Excellent, (8)
"This is our favorite place to stay in West Oakland. Easy access to downtown and highways."
United States
cathie s.
"We had a Fabulous Stay" Charming townhome in superb Oakland with WiFi, AC
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 West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen.

How many holiday rentals are there in Oakland?

With 327 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.