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

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$1,096
HK$1,637 total
includes taxes & fees
24 May - 25 May
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
1 bedroom, WiFi, bed sheets

CozyOaks Studio - Charming cottage in woodsy Oakland with WiFi access

CozyOaks Studio - Charming cottage in woodsy Oakland with WiFi access
Redwood Heights
10.0 out of 10, Exceptional, (1 review)
"This was a cozy efficiency cottage with a little deck on the side. It was very comfortable and quiet. The host was friendly and responsive. We enjoyed being a three block walk away from our son’s home. We will definitely be back."
United States
Mary G.
The price is HK$814
HK$1,852 total
includes taxes & fees
26 May - 27 May
CozyOaks Studio - Charming cottage in woodsy Oakland with WiFi access
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$2,571 total
includes taxes & fees
19 May - 20 May
Charming 1-bedroom cottage with AC near Piedmont and Lake Merritt. Pet friendly!
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$4,433 total
includes taxes & fees
25 May - 26 May
Charming Victorian Retreat 4BD-2BT-1 off street parking.
Towels, soap

Charming 2-Bedroom Oakland Home Near BART – Flexible Lease

Charming 2-Bedroom Oakland Home Near BART – Flexible Lease
Oakland
10.0 out of 10, Exceptional, (1 review)
"The rooms are are not as described bed down stairs only is a matters and box spring. Also the downstairs bathroom had dirty laundry in it "
United States
Maaiiah B.
The price is HK$775
HK$1,899 total
includes taxes & fees
20 May - 21 May
Charming 2-Bedroom Oakland Home Near BART – Flexible Lease
Exterior

OAK -14th-West - cozy 2BR wd

OAK -14th-West - cozy 2BR wd
West Oakland
The price is HK$1,159
HK$4,040 total
includes taxes & fees
21 May - 22 May
OAK -14th-West - cozy 2BR wd
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$846
HK$3,271 total
includes taxes & fees
9 Jun - 10 Jun
Cozy West oakland cottage with Air Conditioning
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$2,566 total
includes taxes & fees
26 May - 27 May
Relax at a Charming West Oakland Victorian
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$1,331
HK$2,879 total
includes taxes & fees
19 May - 20 May
Moonlit Serenity Oakland Ca
Desk, iron/ironing board, free WiFi, bed sheets

Free driveway parking, fast wifi, peaceful, and private

Free driveway parking, fast wifi, peaceful, and private
Merriewood
10.0 out of 10, Exceptional, (1 review)
"Everything as described. The apartment is beautiful, clean, comfortable, and well equipped. Check in was easy. Brooks is a most accommodating host and quick to respond. Highly recommended. I will definitely return. "
United States
Linda M.
Free driveway parking, fast wifi, peaceful, and private
Terrace/patio

2Bed-2Bath Temescal Retreat near UC-Berkeley with firepit patio & outdoor dining

2Bed-2Bath Temescal Retreat near UC-Berkeley with firepit patio & outdoor dining
Upper Telegraph
9.8 out of 10, Exceptional, (9 reviews)
"Spent two nights and it was a great spot. Enjoyed the decor and the backyard was a great, relaxing place to hang out."
United States
Leah P.
The price is HK$3,132
HK$3,962 total
includes taxes & fees
19 May - 20 May
2Bed-2Bath Temescal Retreat near UC-Berkeley with firepit patio & outdoor dining
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$1,388
HK$2,757 total
includes taxes & fees
26 May - 27 May
Spacious 1-bedroom in Oakland with AC
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$3,762 total
includes taxes & fees
19 May - 20 May
Charming 3-bedroom apartment near Piedmnot and Oakland with AC for your stay
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$767
HK$3,148 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
Gem Studio near SF! 5min to BART and UCSF Benioff
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$3,733 total
includes taxes & fees
31 May - 1 Jun
The Victorian Haven-Minutes to San Francisco
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$2,741
HK$4,691 total
includes taxes & fees
23 May - 24 May
GORGEOUS 3 BEDROOM IN DOWNTOWN
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$1,049
HK$3,556 total
includes taxes & fees
3 Jun - 4 Jun
Uptown Oakland Stylish 2BR | Parking + Near Shops & Dining
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$6,257
HK$8,942 total
includes taxes & fees
31 May - 1 Jun
Inspire. SF City View. Free parking inside the compound. Near downtown
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.
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

Motel 6 Oakland, CA - Embarcadero

Motel 6 Oakland, CA - Embarcadero

4/10 Poor
"1 small bars of soap for amenities. The price was too high for motel 6! Homeless were next to our end room.in fact the only good thing was the tv worked.no light in the bathroom. I do not recommend unless you were desperate like we were."
Virginia 2-night trip
Posted 1 hour ago
Motel 6 Oakland, CA - Embarcadero

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.