Oakland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Oakland holiday rentals

Room

Cabin in Elk Garden

Abrams Creek Center
2.0 star property
7.6 out of 10, Good, (45 reviews)
"Convenient to lots of activities secluded. "
United States
Anonymous traveller
The price is HK$369
HK$597 total
includes taxes & fees
23 Mar - 24 Mar
Abrams Creek Center
Interior

Cottage in Parsons

Cozy Anchors Away Cabin Hideaway w/ Fire Pit!
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"The cabin was clean an had everything you could need in it"
United States
Jack
The price is HK$861
HK$1,782 total
includes taxes & fees
5 Mar - 6 Mar
Cozy Anchors Away Cabin Hideaway w/ Fire Pit!
Exterior

Cabin in Thomas

Mountain Koru Near Trails & Town 2 Bedroom Cabin
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 HK$1,600
HK$3,085 total
includes taxes & fees
3 Mar - 4 Mar
Mountain Koru Near Trails & Town 2 Bedroom Cabin
Private kitchen

Holiday Home in Timberline

Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home
3.0 star property
The price is HK$1,538
HK$4,154 total
includes taxes & fees
16 Mar - 17 Mar
Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home
Interior

Cottage in Parsons

Parsons Semper Fi Cabin w/ Fire Pit!
2.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is HK$861
HK$1,782 total
includes taxes & fees
5 Mar - 6 Mar
Parsons Semper Fi Cabin w/ Fire Pit!
Interior

Cottage in Parsons

Parsons Cabin w/ Fire Pit & River Access!
2.0 star property
The price is HK$861
HK$1,782 total
includes taxes & fees
5 Mar - 6 Mar
Parsons Cabin w/ Fire Pit & River Access!
Golf

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 HK$1,531
HK$2,223 total
includes taxes & fees
4 Mar - 5 Mar
The Lodge at Wisp Resort
Interior

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 HK$1,531
HK$2,223 total
includes taxes & fees
4 Mar - 5 Mar
The Lodge at Wisp Resort
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakland Hotel Reviews

Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek

Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek

10/10 Excellent
"We had a wonderful stay this weekend at this adorable and well-appointed cabin! It had incredible amenities to make a family of 5 very comfortable in between skiing, snow-tubing and hiking. We enjoyed the scenery in the woods with the fire pit and lighting. Will definitely be back! "
Leslie 2-night trip
Posted 7 days ago
Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek

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 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 Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit and Lakefront/Dock/Amazing views HotTub.

How many holiday rentals are there in Oakland?

With 471 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.