Oakland Holiday Rentals

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Our top choices for Oakland holiday rentals

3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Loved the cabin! My only complaint was that the upstairs bed got hot during the night making my daughter uncomfortable. We put the fan up there the second night but it didn’t seem to help. She slept on the loveseat. Everything else we loved! "
United States
M CHRISTI
The price is AU$605
includes taxes & fees
19 Jan - 20 Jan
Mountain Koru Near Trails & Town 2 Bedroom Cabin

Cabin in Elk Garden

Abrams Creek Center
2.0 star property
7.6 out of 10, Good, (45 reviews)
"We DID NOT SEE THOS PHOTO BEFORE RENTING!! There was no water/air conditioning or refrigerator?!? This was not the photo of the cabin I renter either!! We were supposed to have a cabin with enough room for 8 to sleep"
United States
Samantha
The price is AU$115
includes taxes & fees
26 Jan - 27 Jan
Abrams Creek Center
2.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is AU$341
includes taxes & fees
20 Jan - 21 Jan
Parsons Semper Fi Cabin w/ Fire Pit!

Aparthotel in McHenry

The Lodge at Wisp Resort
2.0 star property
7.2 out of 10, Good, (9 reviews)
"Great time"
United States
Donnie
The price is AU$443
includes taxes & fees
27 Jan - 28 Jan
The Lodge at Wisp Resort
2.0 star property
The price is AU$341
includes taxes & fees
20 Jan - 21 Jan
Cozy Anchors Away Cabin Hideaway w/ Fire Pit!
3.0 star property
The price is AU$1,124
includes taxes & fees
19 Jan - 20 Jan
Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home

Aparthotel in McHenry

The Lodge at Wisp Resort
2.0 star property
5.0 out of 10, (6 reviews)
"Did not receive the room type that was in the reservation. When I went back to the front desk I was told there was nothing they could do except leave a note for a manager. Nothing was communicated to me about this at checkout either. "
United States
Anonymous traveller
The price is AU$447
includes taxes & fees
26 Jan - 27 Jan
The Lodge at Wisp Resort
2.0 star property
The price is AU$341
includes taxes & fees
20 Jan - 21 Jan
Parsons Cabin w/ Fire Pit & River Access!
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, 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 favourite 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 depend 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 AU$647 per night. Entering your travel dates in the search wizard might find you 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 holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the lakeside in Oakland. Make sure you have time to check out the ski areas and ecotours during your trip.

What are some of the best holiday rentals that Oakland has to offer?

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,: This highly rated holiday home rental in Oakland offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Oakland are Level lakefront, family-friendly, hot tub, low fees, private dock and Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing .

How many holiday rentals are there in Oakland?

With 465 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?

Deep Creek Lake and Youghiogheny River are a couple of lovely local spots to get outside and enjoy nature. Herrington Manor State Park and Swallow Falls State Park are other places to visit while you're in town.

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 feature amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.