Holiday Rentals in Oakland

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Holiday Rentals in Oakland

Aparthotel in East End

2.5 star property
6.8 out of 10, (2868)
"Good "
United States
Khellaf
The price is €63
includes taxes & fees
6 Dec - 7 Dec
Coral Reef Inn & Suites

Holiday Home in Richmond Annex

2.0 star property
8.4 out of 10, Very good, (5)
"This was a great stay over all. Great communication and very fast response. Place was exactly how the online photos looked. Only minor thing was the couch had miscellaneous food and trash debris in the cracks. Will definitely recommend."
United States
Miguel
New 2BR Home w Parking Laundry in 580-80

Apartment in Richmond Annex

3.0 star property
7.6 out of 10, Good, (4)
"Everything good thank you "
United States
guillermo
Comfy 2BR 1Bath Apartment near HWY580-80

Holiday Home in East San Mateo

2.0 star property
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
The price is €298
includes taxes & fees
3 Dec - 4 Dec
Mid Century Garden View Home Parking

Apartment in St. Francis

2.0 star property
6.2 out of 10, (27)
"Location for work was great but the room was cold"
United States
Paul
The price is €113
includes taxes & fees
3 Dec - 4 Dec
Cozy and Affordable Homes in Santa Ana

Apartment in Westview

2.0 star property
9.6 out of 10, Exceptional, (4)
"Loved this quaint apartment with amazing views of the ocean! I would definitely stay here again."
United States
Daniel
The price is €255
includes taxes & fees
28 Dec - 29 Dec
Charming 2BR Coastal Getaway in Pacifica

Apartment in Sharp Park

2.0 star property
The price is €158
includes taxes & fees
7 Dec - 8 Dec
Peaceful 1BR Stay - Golf & Beach

Holiday Home in Daly City

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is €260
includes taxes & fees
4 Dec - 5 Dec
Stunning 2 Bedroom 1 Bath Home near BART

Apartment in Sharp Park

3.0 star property
9.0 out of 10, Wonderful, (6)
"Clean,great location,super comfortable bed."
United States
michael
The price is €333
includes taxes & fees
2 Jan - 3 Jan 2026
Coastal Palm Tree 2BR Retreat Ocean View

Holiday Home in Bayshore Heights

2.5 star property
The price is €284
includes taxes & fees
28 Dec - 29 Dec
Large and Cozy Home 2BD 2BA Near SF

Apartment in Westview

3.0 star property
8.0 out of 10, Very good, (1)
"place is very good. Also area is really great. Very close to the ocean."
United States
Ajit
The price is €396
includes taxes & fees
16 Dec - 17 Dec
Oceanview Sunset View 3BR Luxe Home Yard

Apartment in Sharp Park

2.5 star property
The price is €292
includes taxes & fees
3 Dec - 4 Dec
Coast PalmTree Yard 2BR Block from Beach

Apartment in Broadmoor

2.5 star property
5.6 out of 10, (4)
"The place was a little dusty and not fully clean. Also, the drain in the shower was backed up but wasn’t terrible. "
United States
Jaime
The price is €263
includes taxes & fees
10 Dec - 11 Dec
Maddux Homes near Westlake

Holiday Home in Central San Mateo

2.0 star property
The price is €439
includes taxes & fees
14 Dec - 15 Dec
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Apartment in Westview

2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful place quiet and peaceful the view is amazing in the morning. "
United States
Astrid
Stunning 2BR Ocean Mountain Sunset View

Apartment in Westview

2.0 star property
9.0 out of 10, Wonderful, (4)
"it was clean and quiet. "
United States
Nader
The price is €266
includes taxes & fees
9 Dec - 10 Dec
Charming 2BR Ocean Getaway in Pacifica

Apartment in Westview

2.0 star property
Delightful 2BR Mountain OceanSunset View

Apartment in Sharp Park

2.0 star property
6.0 out of 10, (1)
"We booked the "Beachy" unit in this home, but were given the smaller "Peaceful" unit on arrival. That left us with a single bed for four people. Two of us had to sleep on the floor (Pacifica was booked up for an archery event). We contacted the host, and they were willing to cancel the second night, but we were left with the full first night for a more expensive unit and a host fee that was higher than the cost of the room. The host blamed Expedia/Hotels.com for the mistake, but neither is...
United States
Anonymous traveller
The price is €184
includes taxes & fees
16 Dec - 17 Dec
Beachy 1BR Escape with SofaBed Golf

Apartment in Westview

2.0 star property
8.4 out of 10, Very good, (5)
"This place is very clean and tastefully decorated, the view is spectacular! It’s very quiet & felt very safe ! It has everything you need for cooking and coffee in the mornings We would definitely go back and definitely recommend! "
United States
Dacia
The price is €266
includes taxes & fees
16 Dec - 17 Dec
2BR Mountain Retreat with Private Deck

Apartment in Westview

3.0 star property
6.8 out of 10, (3)
"Staff was only responsive while I was in the unit. As soon as I had questions about being "
United States
Sharifa
The price is €271
includes taxes & fees
3 Dec - 4 Dec
Cozy 2-Bedroom Retreat in Pacifica
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 €63 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.