Oakland Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Oakland holiday rentals

Desk, laptop workspace, free WiFi

GORGEOUS 3 BEDROOM IN DOWNTOWN

GORGEOUS 3 BEDROOM IN DOWNTOWN
3.0 star property
Downtown Oakland
The price is HK$2,742
HK$4,692 total
includes taxes & fees
24 May - 25 May
GORGEOUS 3 BEDROOM IN DOWNTOWN
Exterior

Elegant Rockridge Designer Home Near UC Berkeley

Elegant Rockridge Designer Home Near UC Berkeley
Rockridge
10.0 out of 10, Exceptional, (51 reviews)
"Once again, a wonderful stay at this home. The house is very comfortable, the location is fantastic, and the owners are very responsive. Would return again."
United States
Sarah A.
Elegant Rockridge Designer Home Near UC Berkeley
Interior

Charming 3-bedroom apartment near Piedmnot and Oakland with AC for your stay

Charming 3-bedroom apartment near Piedmnot and Oakland with AC for your stay
Grand Lake
The price is HK$1,755
HK$3,764 total
includes taxes & fees
27 May - 28 May
Charming 3-bedroom apartment near Piedmnot and Oakland with AC for your stay
Interior

Inspire. SF City View. Free parking inside the compound. Near downtown

Inspire. SF City View. Free parking inside the compound. Near downtown
Oakland
The price is HK$6,259
HK$8,944 total
includes taxes & fees
31 May - 1 Jun
Inspire. SF City View. Free parking inside the compound. Near downtown
Terrace/patio

2BD/2BA Luxurious Retreat near UC Berkeley with Fire Pit & Outdoor Dining

2BD/2BA Luxurious Retreat near UC Berkeley with Fire Pit & Outdoor Dining
Upper Telegraph
10.0 out of 10, Exceptional, (2 reviews)
"My elderly father, brother and I stayed here while visiting family in the area. This location was perfect for housing 3 people that needed their own space. The home was bright, clean, and welcoming, and host Allison was very communicative. We found lots of great places to eat nearby, and parking was easy. I highly recommend this location for an stress-free stay. "
United States
Eve L.
The price is HK$3,133
HK$4,018 total
includes taxes & fees
8 Jun - 9 Jun
2BD/2BA Luxurious Retreat near UC Berkeley with Fire Pit & Outdoor Dining
Exterior

OAK -14th-West - cozy 2BR wd

OAK -14th-West - cozy 2BR wd
West Oakland
The price is HK$1,010
HK$3,856 total
includes taxes & fees
4 Jun - 5 Jun
OAK -14th-West - cozy 2BR wd
TV

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

Charming 1-bedroom cottage with AC near Piedmont and Lake Merritt. Pet friendly!
Grand Lake
7.6 out of 10, Good, (10 reviews)
"Great stay, great location "
United States
Cathy J.
The price is HK$1,245
HK$2,595 total
includes taxes & fees
25 May - 26 May
Charming 1-bedroom cottage with AC near Piedmont and Lake Merritt. Pet friendly!
Premium bedding, iron/ironing board, free WiFi, bed sheets

Cozy West oakland cottage with Air Conditioning

Cozy West oakland cottage with Air Conditioning
West Oakland
The price is HK$776
HK$3,184 total
includes taxes & fees
16 Jun - 17 Jun
Cozy West oakland cottage with Air Conditioning
Desk, iron/ironing board, free WiFi, bed sheets

Tiny Living; Big Style

Tiny Living; Big Style
Piedmont Avenue
10.0 out of 10, Exceptional, (4 reviews)
"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 HK$878
HK$2,187 total
includes taxes & fees
22 May - 23 May
Tiny Living; Big Style
Dining

Charming Victorian Retreat 4BD-2BT-1 off street parking.

Charming Victorian Retreat 4BD-2BT-1 off street parking.
West Oakland
10.0 out of 10, Exceptional, (2 reviews)
"The house was perfect. Very welcoming and had all the necessities that made our stay comfortable"
United States
Allen S.
The price is HK$2,232
HK$4,294 total
includes taxes & fees
28 May - 29 May
Charming Victorian Retreat 4BD-2BT-1 off street parking.
2 bedrooms, iron/ironing board, travel cot, WiFi

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

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Oakland
9.0 out of 10, Wonderful, (19 reviews)
"I really enjoyed my stay in this lovely and quiet cottage!"
United States
Tovah A.
The price is HK$1,183
HK$1,767 total
includes taxes & fees
25 May - 26 May
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Smart TV, offices

Relax at a Charming West Oakland Victorian

Relax at a Charming West Oakland Victorian
West Oakland
9.8 out of 10, Exceptional, (13 reviews)
"We chose this over hotels for our work trip"
United States
Kihep P.
The price is HK$1,269
HK$2,582 total
includes taxes & fees
27 May - 28 May
Relax at a Charming West Oakland Victorian
Dining

Spacious Victorian Home | Minutes to SF

Spacious Victorian Home | Minutes to SF
San Antonio
10.0 out of 10, Exceptional, (2 reviews)
"House was beautiful. Yard was trashed with 10 outdoor trash cans that were overflowing with trash and flys. Neighborhood was questionable. "
United States
Sally B.
The price is HK$1,645
HK$6,442 total
includes taxes & fees
25 May - 26 May
Spacious Victorian Home | Minutes to SF
Terrace/patio

Moonlit Serenity Oakland Ca

Moonlit Serenity Oakland Ca
Allendale
7.8 out of 10, Good, (6 reviews)
"Clean room, very responsive host"
United States
Vishwam A.
The price is HK$1,332
HK$2,856 total
includes taxes & fees
24 May - 25 May
Moonlit Serenity Oakland Ca
3 bedrooms, WiFi, bed sheets

Spacious 1-bedroom in Oakland with AC

Spacious 1-bedroom in Oakland with AC
Grand Lake
10.0 out of 10, Exceptional, (2 reviews)
"Convenient location. Spacious. Clean "
United States
ellen m.
The price is HK$1,396
HK$2,774 total
includes taxes & fees
24 May - 25 May
Spacious 1-bedroom in Oakland with AC
Living area

The Victorian Haven-Minutes to San Francisco

The Victorian Haven-Minutes to San Francisco
West Oakland
10.0 out of 10, Exceptional, (1 review)
"Staying at The victorian haven was an absolute delight! . The check-in process was seamless, and the host provided clear instructions that made everything easy.The space itself was impeccably clean and beautifully decorated, combining comfort with style. We particularly loved the cozy living area and the well-equipped kitchen, which made it feel like a home away from home. The bed was incredibly comfortable, ensuring we had restful nights after our adventures. Would definitely book again."
United States
Kang R.
The price is HK$1,755
HK$3,734 total
includes taxes & fees
26 May - 27 May
The Victorian Haven-Minutes to San Francisco
Fridge, microwave, oven, stovetop

Uptown Oakland Stylish 2BR | Parking + Near Shops & Dining

Uptown Oakland Stylish 2BR | Parking + Near Shops & Dining
Oakland Ave - Harrison St
8.8 out of 10, Excellent, (22 reviews)
"Property was clean and manager very responsive. Location ideal for getting around Bay Area. "
United States
Teresa P.
The price is HK$1,050
HK$3,557 total
includes taxes & fees
3 Jun - 4 Jun
Uptown Oakland Stylish 2BR | Parking + Near Shops & Dining
Outdoor dining

Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining

Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining
Oakland Ave - Harrison St
10.0 out of 10, Exceptional, (4 reviews)
"It was perfect for what we were doing and easy to get to"
United States
Julie R.
The price is HK$768
HK$3,180 total
includes taxes & fees
2 Jun - 3 Jun
Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining
Exterior

Gem Studio near SF! 5min to BART and UCSF Benioff

Gem Studio near SF! 5min to BART and UCSF Benioff
Longfellow
The price is HK$589
HK$2,057 total
includes taxes & fees
2 Jun - 3 Jun
Gem Studio near SF! 5min to BART and UCSF Benioff
Smart TV

Fabulous and Easy commute! nice 3bedroom2bath house washer dryer

Fabulous and Easy commute! nice 3bedroom2bath house washer dryer
Dimond
6.0 out of 10, (1 review)
"The place was not fully stocked. No glasses. No coffee supplies. No ice. Mish mashed towels that we were given one towel per bed. There were 5 of us. Upstairs is the living area/kitchen with insufficient seating. One bedroom downstairs."
United States
Susan H.
The price is HK$1,762
HK$4,241 total
includes taxes & fees
25 May - 26 May
Fabulous and Easy commute! nice 3bedroom2bath house washer dryer
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

The Marina Inn on San Francisco Bay

The Marina Inn on San Francisco Bay

10/10 Excellent
"It was a nice stay. Pretty clean and comfy."
Mariah 1-night trip
Posted 5 hours ago
The Marina Inn on San Francisco Bay

Find out more about Oakland

Search for holiday rentals in Oakland on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakland using one of the methods below:

  • View our selection of featured holiday rentals in Oakland
  • Use the map to find apartments and other holiday homes in the Oakland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakland while they last

Look no further and take a look at our great range of rental properties in Oakland!

Frequently asked questions

Can I find a holiday rental in Oakland?

Yes, there are holiday rentals in Oakland close to Embarcadero Bay Bicycle Trail, 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 great live music and entertainment choices. 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 West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen and Modern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️.

How many holiday rentals are there in Oakland?

With 409 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.