Oakland Holiday Rentals

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Holiday Rentals in Oakland

Exterior
Beautiful and Lush Hidden Wisteria Getaway
10.0 out of 10, Exceptional, (281)
Beautiful and Lush Hidden Wisteria Getaway
Interior
The Moonlight Manor - a themed hideaway!
10.0 out of 10, Exceptional, (7)
"I booked this property for my wedding party to stay at for 2 nights. Each room was beautiful, detail-oriented, and unique. Everyone slept comfortably and was charmed by how special each room felt. It’s clear a lot of love and care was put into this place. Check in was seamless and painless. It made for beautiful photos and set a fun tone for everyone. All in all, I would recommend and may return again in the future for special events."
The price is NZ$1,146
includes taxes & fees
22 May - 23 May
The Moonlight Manor - a themed hideaway!
Beach
Beach House Living
10.0 out of 10, Exceptional, (39)
"Being close to the walking paths along the beach and having indoor and outdoor space to gather with family members was just what we needed. Comfortable beds, ease of parking, and proximity to Alameda's great restaurant scene made this a great choice for us! I highly recommend this property."
Beach House Living
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Fridge, microwave, oven, stovetop
Modern 3BR Oasis, Free Parking!
10.0 out of 10, Exceptional, (1)
"This place is a gem. It has everything you need and alot bigger than it appears in pictures. Anything we needed attended to the host Fel8x was always on top of it. One of the best rentals I've ever purchased."
Modern 3BR Oasis, Free Parking!
Property grounds
Garden Apartment Located in a Wonderful Old Victorian Home
10.0 out of 10, Exceptional, (121)
"This was a lovely stay in a beautiful neighborhood of Alameda. The apartment was easy to access, clean and cozy. It felt like a mini vacation getaway even though I was there for work. And Marti was a lovely host."
Garden Apartment Located in a Wonderful Old Victorian Home
Outdoor dining
Panoramic Views, Tempur-pedic King Beds, Easy Freeway Access, Quiet and Serene
10.0 out of 10, Exceptional, (293)
"We had a wonderful stay...the views really are fantastic, the neighborhood is quiet, parking right in front of the cottage or right across the street was never an issue, and the entire property is quite comfortable. There is a perfect small sitting area in the back bedroom for reading or getting work done. The gas fireplace was a very nice touch our first night, when the weather was rainy; we were blessed with lovely weather the rest of our stay and spent a lot of time out on the back deck. The...
Panoramic Views, Tempur-pedic King Beds, Easy Freeway Access, Quiet and Serene
Property grounds
Quiet Cottage on the Lane Close to SF, Parks, Redwoods, Zoo, BART and the Ferry!
10.0 out of 10, Exceptional, (4)
"Tom is a great host and we loved staying in the cabin. The chickens were amusing too."
Quiet Cottage on the Lane Close to SF, Parks, Redwoods, Zoo, BART and the Ferry!
Terrace/patio
Furnished North Berkeley pet-friendly cottage in the center of it all
10.0 out of 10, Exceptional, (10)
"It was a pleasure to stay here, thanks Swami! The furnishings are quite sparse but all nicely comfortable and functional, with very good facilities all around in the bathroom and the well-equipped kitchen. It is relaxingly quiet and private, and in a pleasant area. Great location for a visiting academic (as I am), with an easy walk to the university campus, lots of restaurants of all kinds nearby, and BART station. I’d be very happy to stay again on future visits!"
Furnished North Berkeley pet-friendly cottage in the center of it all
Outdoor dining
Secluded Luxury home in Montclair Hills
10.0 out of 10, Exceptional, (24)
"Great location. Great host! Will stay again."
The price is NZ$2,226
includes taxes & fees
26 May - 27 May
Secluded Luxury home in Montclair Hills
Microwave, oven, stovetop, dishwasher
4 Bedrooms only 10 minutes from Oakland Airport, 27 minutes from San Francisco
10.0 out of 10, Exceptional, (2)
"Very clean home. Four bedrooms (good size) slept four adults and two children very well. Quiet area. Parking for guests is beyond the home on the adjoining street. Property Manager very nice and responsive."
4 Bedrooms only 10 minutes from Oakland Airport, 27 minutes from San Francisco
Property grounds
The Happy Hideaway - Swimming pool inside - 3BR - 2BA- Look at me!
10.0 out of 10, Exceptional, (3)
"This is a nice home in a safe, comfortable neighborhood with a very amenable host. We found nothing lacking regarding amenities, and, in fact, there’s more than typically provided. The back patio and pool area have a special ambience in the evening with all the twinkle lights, which just enhanced our overall experience. Also, we had the best Italian Cappuccino at Eon the morning we left! Try it - you won’t be disappointed. We enjoyed our stay and hope to return. Thank you."
The Happy Hideaway - Swimming pool inside - 3BR - 2BA- Look at me!
Property grounds
Retreat in the trees on a beautiful trailhead. Ideal for a family near Berkeley.
10.0 out of 10, Exceptional, (18)
"BEAUTIFUL location, lovely hosts, and the best part? Access to a sweet dog! We would definitely book again!"
The price is NZ$639
includes taxes & fees
20 May - 21 May
Retreat in the trees on a beautiful trailhead. Ideal for a family near Berkeley.
Fridge, microwave, coffee/tea maker
Serene Montclair Getaway
9.8 out of 10, Exceptional, (86)
"A beautiful property in a quiet lovely hillside neighborhood. We were surrounded by mature trees and vibrant spring blooms. The property was built in a very thoughtful and artful way that made the experience extra special. It truly was a little piece of heaven. We hope to come back someday."
Serene Montclair Getaway
Property grounds
Walk to trendy Temescal & College Ave - 2+ BR
9.8 out of 10, Exceptional, (78)
"We enjoyed our stay. It comfortable and in a walkable neighborhood, close to restaurants and shops. Jeri responded quickly and was helpful when we had a question. We would gladly stay here again."
Walk to trendy Temescal & College Ave - 2+ BR
Property grounds
Serene Uptown Retreat CL Train, Convention Center & Fox THE, w/ BBQ & Garden
9.6 out of 10, Exceptional, (8)
"We loved Stella's ground floor apartment -- clean, bright, spacious, it served all of our needs. The kitchen had just enough of everything utensil-wise for us to cook simple meals. Very convenient neighborhood with easy parking. The only caveat is that we sometimes heard music at night -- loud bass on someone's sound system. But otherwise this is a real find and we enjoyed being able to spread out."
The price is NZ$535
includes taxes & fees
20 May - 21 May
Serene Uptown Retreat CL Train, Convention Center & Fox THE, w/ BBQ & Garden
Property grounds
West oakland home minutes from San Francisco FLEXIBLE CANCELLATION !
9.6 out of 10, Exceptional, (61)
"Owner, accommodating to our needs. She provided heaters for the outside sitting area when the weather got cooler. Clean, Nice space "
West oakland home minutes from San Francisco FLEXIBLE CANCELLATION !
Outdoor dining
Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge
9.6 out of 10, Exceptional, (62)
"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."
The price is NZ$536
includes taxes & fees
27 May - 28 May
Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge
Exterior
A Gem in the San Francisco Bay
9.4 out of 10, Exceptional, (45)
"Always my choice when going to the bay."
The price is NZ$302
includes taxes & fees
20 May - 21 May
A Gem in the San Francisco Bay
Fridge, microwave, oven, stovetop
Cute one bedroom cottage in Albany
9.4 out of 10, Exceptional, (90)
"This property met our needs. We appreciated that we were allowed to bring our dog and everything we needed to do was conveniently located. It was a quick weekend so we didn’t have a lot of time to just hang out in the cottage. Our overall impression with it was kind of cute and funky, but could have been a little cleaner."
The price is NZ$386
includes taxes & fees
20 May - 21 May
Cute one bedroom cottage in Albany
Property grounds
Clean & Lovely house close to everywhere
9.4 out of 10, Exceptional, (18)
"We enjoyed staying here, safe, quiet, neighborhood, everything was super clean and new. We will come back if we are again in the area. Thank you."
Clean & Lovely house close to everywhere
Don't see what you're looking for?
See all available properties in Oakland
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.

Other types of properties in Oakland you may be interested in

Terrace/patio
Hilton Garden Inn San Francisco/Oakland Bay Bridge
3.0 star property
8.6 out of 10, Excellent, (1112)
"Everything you’d expect"
The price is NZ$232
includes taxes & fees
23 May - 24 May
Hilton Garden Inn San Francisco/Oakland Bay Bridge
Outdoor pool
The Marina Inn on San Francisco Bay
2.5 star property
8.6 out of 10, Excellent, (1726)
"Dated but quaint and well staffed. Good continental breakfast. Room carpet was musty smelling from what I suspect was a previous flooding incident in the past."
The price is NZ$172
includes taxes & fees
23 May - 24 May
The Marina Inn on San Francisco Bay
Exterior
DoubleTree by Hilton Hotel Berkeley Marina
4.0 star property
8.2 out of 10, Very good, (2105)
"I absolutely loved the large pool, hot tub and dry sauna!"
The price is NZ$258
includes taxes & fees
30 May - 31 May
DoubleTree by Hilton Hotel Berkeley Marina
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oakland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oakland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oakland. Seeing all the best attractions is bound to make you fall in love with Oakland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oakland short-term rentals, that won’t be hard to do.

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?

Your Cozy Gateway - Great Hotel Alternative : This highly rated holiday home rental in Oakland is equipped with 1 hot tub, laundry facilities and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and kitchenware. Some other top choices in Oakland are Berkeley - Heart of the Bay and Fruitvale Gem Waiting for You .

How many holiday rentals are there in Oakland?

With 606 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 Jack London Square 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.

Recent reviews of Oakland properties
Expedia verified reviews