Oakland Holiday Rentals

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Holiday Rentals in Oakland

West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen
9.6 out of 10, Exceptional, (93)
"Great stay, easy check in and great service with host"
United States
Nikki T.
West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen
Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge
9.4 out of 10, Exceptional, (72)
"My son and I loved staying at the Rockridge home, and really felt part of the neighborhood. The home is spacious, we loved being able to spread out. It has nice wood floors and multiple living spaces, comfortable beds, and a full size kitchen with everything we needed. I liked being able to look out west to the hillsides from the kitchen and my bedroom. The shower was strong and warm. Sunshine filled every room. While Claremont is busier during the day, it was quiet after 9 pm at night when the...
United States
Emilie K.
Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge
Test Property - E2E Vrbo
The price is HK$466
HK$629 total
includes taxes & fees
24 Oct - 25 Oct
Test Property - E2E Vrbo
Walk to BART- SF in minutes & Off Street parking
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay in Pill Hill. Easy access to the MacArthur BART station and walking distance to several restaurants. Riza was responsive and access was easy."
United States
Brian C.
Walk to BART- SF in minutes & Off Street parking
425A- Upper 2B1B Unit Gated Parking near Bart & FW, shops and restaurants
9.6 out of 10, Exceptional, (5)
"Overall, the property was nice. Would stay again. Communication with the manager was a little rough; but we worked through it."
United States
Benjamin R.
425A- Upper 2B1B Unit Gated Parking near Bart & FW, shops and restaurants
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
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 HK$1,088
HK$1,453 total
includes taxes & fees
2 Nov - 3 Nov
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Charming 1-bedroom cottage with WiFi and AC in tranquil Oakland
10.0 out of 10, Exceptional, (4)
"Great stay, great location "
United States
Cathy J.
Charming 1-bedroom cottage with WiFi and AC in tranquil Oakland
Luxury condo 1 block to BART, one stop to SF, 1 mile to Jack London Square
9.4 out of 10, Exceptional, (3)
"The house was nice. "
United States
Kelly L.
Luxury condo 1 block to BART, one stop to SF, 1 mile to Jack London Square
Elegant & Luxe 5BR Escape w/ Tiki Barn - Close to SF & Minutes to Piedmont/Grand
10.0 out of 10, Exceptional, (26)
"My family and I enjoyed our weekend visit in this home. Plenty of space for everyone to spread out! "
United States
Amber B.
Elegant & Luxe 5BR Escape w/ Tiki Barn - Close to SF & Minutes to Piedmont/Grand
Walk to trendy Temescal & College Ave - 2+ BR
9.8 out of 10, Exceptional, (114)
"Calm oasis close to the best of Rockridge. "
United States
James J.
Walk to trendy Temescal & College Ave - 2+ BR
Moonlit Serenity Oakland Ca
10.0 out of 10, Exceptional, (1)
"This place was very clean and very welcoming! easy access to the home and very spacious!!"
United States
Gray H.
Moonlit Serenity Oakland Ca
True View - Oakland/Berkeley/San Francisco Retreat
10.0 out of 10, Exceptional, (1)
"The home was absolutely beautiful, and my family slept comfortably throughout our stay. The host was responsive and available for any minor needs, which made everything easy. The view is truly to die for — highly recommend this stay!"
United States
Andrea G.
True View - Oakland/Berkeley/San Francisco Retreat
Spacious 4BR Retreat w/ Large Living Rm & Kitchen
2.0 star property
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
Main House + Guest Unit! 5 Bed / 3.5 Bath, Oakland Hills
10.0 out of 10, Exceptional, (17)
"Family stay. Great location for our needs. Very nice house. "
United States
David S.
Main House + Guest Unit! 5 Bed / 3.5 Bath, Oakland Hills
Comfy Oakland Apartment 15 min from San Francisco
10.0 out of 10, Exceptional, (4)
"It was very nice. And safe. Clean and comfortable. I really enjoyed our stay there. Was our first ever air b and b and it was great"
United States
Cat G.
Comfy Oakland Apartment 15 min from San Francisco
Modern, art-inspired home with parking and patio
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
2402 - 4B3B Gated House near Zoo Coliseum FWY BART
8.0 out of 10, Very good, (2)
"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
"We had a Fabulous Stay" Charming townhome in superb Oakland with WiFi, AC
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
Upper Rockridge Luxury Mid-Century Escape
10.0 out of 10, Exceptional, (5)
"Our stay was outstanding. The apt is beautifully decorated, spotless ,spacious, and in nice neighborhood. The check in/out was easy as can be and we highly recommend! "
United States
Bernadette L.
Upper Rockridge Luxury Mid-Century Escape
Cozy 1-Bedroom in a Modern Victorian Oakland Home
2.0 star property
9.8 out of 10, Exceptional, (7)
"Very nice stay Karen was so helpful and so sweet about all questions I had ! Would definitely stay again "
United States
Jai G.
The price is HK$692
HK$1,263 total
includes taxes & fees
25 Oct - 26 Oct
Cozy 1-Bedroom in a Modern Victorian Oakland Home
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

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
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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 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?

A Gem in the San Francisco Bay: This highly rated holiday home rental in Oakland offers a patio and WiFi to help you feel comfortable in your new surroundings. Some other top choices in Oakland are Tranquil whole house with beautiful garden in Emeryville and Modern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️.

How many holiday rentals are there in Oakland?

With 542 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.