Oakland Holiday Rentals

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Holiday Rentals in Oakland

Cozy 1-Bedroom in a Modern Victorian Oakland Home

2.0 star property
Rancho San Antonio
9.8 out of 10, Exceptional, (9)
"I had a very nice and relaxing stay with my partner at Karen's home in Oakland. The interior of the house was very welcoming and had really nice amenities including snack bar, coffee bar, full kitchen and dining room. The bed was super comfy and loved the entire layout of the house. The bathroom was very nice clean and organized. Will definitely be back for another stay!"
United States
ZP
Cozy 1-Bedroom in a Modern Victorian Oakland Home

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

West Oakland
9.6 out of 10, Exceptional, (94)
"Home was very convenience and close to all of the main tourist spots where we wanted to visit. It was nice to go and see everything, but then come back to a home that was warm and welcoming"
United States
Santana S.
West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen

Test Property - E2E Vrbo

Downtown Oakland
The price is NZ$143
includes taxes & fees
17 Nov - 18 Nov
Test Property - E2E Vrbo

Relax at a Charming West Oakland Victorian

West Oakland
9.8 out of 10, Exceptional, (12)
"Very clean and well equipped No walkable Coffe shop or store"
United States
Mike and Doris
The price is NZ$523
includes taxes & fees
17 Nov - 18 Nov
Relax at a Charming West Oakland Victorian

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 NZ$331
includes taxes & fees
5 Dec - 6 Dec
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

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.
Spacious 4BR Retreat w/ Large Living Rm & Kitchen

Serene Montclair Getaway

Merriewood
9.8 out of 10, Exceptional, (135)
"We had such a lovely stay here! Beautiful property, great area with so many gorgeous trees. The owners were so kind and welcoming. Highly recommend "
United States
Rachel C.
Serene Montclair Getaway

Beautiful Canyon View Suite, 1100 sq. ft., private deck, full kitchen

Piedmont Pines
10.0 out of 10, Exceptional, (14)
"Very peaceful stay at a lovely bottom half of home with private deck overlooking canyon."
United States
Amy H.
Beautiful Canyon View Suite, 1100 sq. ft., private deck, full kitchen

Comfy Oakland Apartment 15 min from San Francisco

West Oakland
10.0 out of 10, Exceptional, (4)
"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

Moonlit Serenity Oakland Ca

Allendale
10.0 out of 10, Exceptional, (2)
"Clean room, very responsive host"
United States
Vishwam A.
The price is NZ$619
includes taxes & fees
1 Dec - 2 Dec
Moonlit Serenity Oakland Ca

Dimond Abode Vacation Rental 3428

5.0 star property
Dimond
9.4 out of 10, Exceptional, (6)
"My son and I stayed here because it was close to Northeastern University. I didn’t know what to expect. I will stay here anytime I plan a visit back. They were so kind to get us in an hour early when I called very last minute. The place is beautiful, spotless and roomy. I felt safe also. Even walked to dinner just a couple blocks away. My son had forgotten his toothbrush, but no worries, they had a tooth pack in the bathroom for him to use. They also provided soaps, mouthwash, lotion and plenty...
United States
Davia
Dimond Abode Vacation Rental 3428

Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge

Oakland
9.4 out of 10, Exceptional, (74)
"Sunny spacious rooms on a busy street that felt like an oasis of peace. We had a great stay using kitchen some and eating out some as Rockridge is a foodie’s dream neighborhood."
United States
Julie G.
Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge

Charming 1-bedroom cottage with AC near Piedmont and Lake Merritt. Pet friendly!

Grand Lake
10.0 out of 10, Exceptional, (4)
"This place was perfect for my dog and I. It had all the amenities needed for a little getaway. Neighborhood was clean with lots of cool restaurants and shops. Cottage was a standalone unit with a lovely back patio which I pretty much had all to myself. Spoke with the owner and he's upgrading the TV to something bigger. I also experienced an issue with the dryer not working and was assured it would be fixed. The couch was a little uncomfy and not good for lying down. Would definitely stay here...
United States
Justin C.
Charming 1-bedroom cottage with AC near Piedmont and Lake Merritt. Pet friendly!

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

West Oakland
9.6 out of 10, Exceptional, (4)
"Our host was amazing and the amenities were great."
United States
Diane D.
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)
"Easy location to get everywhere. In town to visit family for the holiday. The house was everything we needed for our visit. Hosts were super quick to respond to any issue we had."
United States
Nicole Larsen R.
Charming Cottage Retreat

"We had a Fabulous Stay" Charming townhome in superb Oakland with WiFi, AC

West Oakland
8.6 out of 10, Excellent, (8)
"Good facilities, good bed, shower, kitchen etc. "
United Kingdom
Robert G.
"We had a Fabulous Stay" Charming townhome in superb Oakland with WiFi, AC

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

perfect getaway. sf view. free parking on site

Oakland
The price is NZ$654
includes taxes & fees
17 Nov - 18 Nov
perfect getaway. sf view. free parking on site

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

Modern, art-inspired home with parking and patio

Dimond
10.0 out of 10, Exceptional, (52)
"Nice neighborhood with many nearby restaurants in walking distance Also good bus routes The property was roomy and comfortable Would highly recommend it "
United States
Ross F.
Modern, art-inspired home with parking and patio
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, 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 NZ$215 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 whole 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 Charming baseball themed 2-story building with cable TV, wi-fi & stereo system. and Modern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️.

How many holiday rentals are there in Oakland?

With 547 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 Pier 39 and Oracle Park 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.