Photo by KM Moore

Oakland holiday homes

We found 1,547 holiday rentals — enter your dates for availability

Select from 643 houses, 56 flats and other holiday rentals to find the perfect place for your stay in Oakland. Whether you're going on holiday with family or friends, holiday homes have the amenities that you expect for your stay, which might include a garden and hot tub. No matter what you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Oakland

Showing deals for:18 Jul - 25 Jul

Image gallery for The eclectic lodge sits on 10 acres and is within 40 minutes from 3 ski resorts.

The spacious lodge has a wrap around deck and a lower level patio.
10 out of 10 rating
Exceptional
(18 reviews)

The eclectic lodge sits on 10 acres and is within 40 minutes from 3 ski resorts.

Gormania, WV

8% off
Price is NZ$7,008
NZ$1,001 per night
includes taxes & fees
The eclectic lodge sits on 10 acres and is within 40 minutes from 3 ski resorts.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Explore the lakeside setting in Oakland

The lake and riverfront provide a pleasant backdrop to your holiday home in Oakland. Renowned for its rafting, skiing and ecotours, this city welcomes all visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Oakland

Are you hoping to discover things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Oakland a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Lodestone Golf Club (8.7 mi / 13.9 km)
  • Thousand Acres Lakeside Golf Course (9.1 mi / 14.6 km)
  • Wisp Resort (10.5 mi / 17 km)
  • Hovatter's Wildlife Zoo (19.1 mi / 30.7 km)
  • Timberline Four Season Resort (25.7 mi / 41.4 km)
  • Canaan Valley Ski Resort (27.8 mi / 44.8 km)

Exploring the natural features in Oakland

Travellers enjoy Oakland for its lakeside setting and riverfront. Whether you're an adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Oakland. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Deep Creek Lake (8.7 mi / 13.9 km)
  • Cathedral State Park (8.8 mi / 14.2 km)
  • Cranesville Swamp Natural Area (9.6 mi / 15.4 km)
  • Deep Creek Lake State Park (9.7 mi / 15.6 km)
  • Cheat River (13.9 mi / 22.4 km)
  • Blackwater Falls (20.7 mi / 33.4 km)

Transport to and around Oakland

The nearest airport is in Morgantown, WV (MGW-Morgantown Municipal), located 31.8 mi (51.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Elkins, WV (EKN-Randolph County), which is 43.3 mi (69.7 km) away.

Frequently asked questions

What is the best area to stay in Oakland when booking a holiday home?
One of the most sought-after neighbourhoods to get a holiday home in Oakland is Blakeslee. Find the perfect stay with Bookabach and experience this area like a local.
What is the most popular type of holiday home accommodation in Oakland?
The most in-demand types of holiday homes in Oakland are houses. Looking for something different? Bookabach has numerous options to match our guests’ unique requirements, so you’ll see holiday properties in loads of shapes and sizes. The perfect home away from home is waiting for you — find yours today.
How much does it cost to rent a holiday home in Oakland?
Different things determine what you’ll pay for your holiday home in Oakland, like the type of property, season and length of stay. However, all of our holiday homes have one thing in common — incredible value. Simply enter your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Oakland?
The average price for a holiday home close to the beach in Oakland will depend on when you’re going and the type and size of property you’re searching for. You can easily find prices on Bookabach by entering your destination and preferred travel dates. Then use our filters to pick the number of bedrooms and amenities essential to you, like air conditioning, a pool and WiFi.
Are there pet-friendly holiday homes in Oakland?
Pack a squeezy toy and a bone for the pooch in your life because Oakland has 373 holiday homes that welcome pets with open arms. Let your happy hound get in on the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates and destination, then check the “Pets allowed” filter box.
Can I rent a house with a pool in Oakland?
Mark the “pool” box in our filter tool and choose from 195 houses with private pools in Oakland on Bookabach. Lazy soak or ball games and races? Free time is up to you when your holiday home boasts its own swimming pool.
What are popular home amenities in Oakland?
When it comes to home amenities that guests prefer in Oakland, a beach view, a nearby waterfront and an electric car charging station rank highest. With Bookabach holiday homes, there are options to suit your taste and style, whether you’re going on a holiday with family members, friends or even pets.
Are there large group holiday homes in Oakland?
You’ll find 174 properties in Oakland that can accommodate a group of 10 or more guests. Whether you’re organising a family trip or a special event, there’s ample room to get your favourite people together under the same roof.
Are there holiday homes in Oakland that welcome kids?
Gather your entire family for an epic adventure in Oakland at one of our 373 family-friendly holiday homes. Many of these stays feature conveniences that are just perfect for trips with the little ones, like kitchens, multiple bedrooms and entertainment areas. Just check the “Properties good for families” filter and pick your favourite.
What are the top attractions for families in Oakland?
There are loads of amazing things to do and see with the family in Oakland, including:

  • Swallow Falls State Park
  • Herrington Manor State Park
  • Wolf Den Run State Park

Are there one-bedroom holiday homes in Oakland?
You can choose from 78 one-bedroom homes in Oakland. Whether you’d prefer an apartment or an upmarket condo, Bookabach’s one-bedroom properties are perfect if you don’t require loads of space. One of the major perks of having your own place? You won’t need to share your trip with strangers.
Can I find two-bedroom holiday homes in Oakland?
You can select from 34 two-bedroom properties in Oakland. Give the kids the second room or maybe fill it with a couple of your favourite people. There’s enough space for whoever’s fortunate enough to be joining your journey.
Are there holiday homes with WiFi in Oakland?
Choose from 221 holiday homes with WiFi in Oakland. If you want to disconnect from daily life during your trip, but still want to be connected to the web, these properties have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Oakland?
Oakland has 342 holiday homes where you’ll be able to chill out in air-conditioned comfort. To find a property on Bookabach featuring this amenity, choose your travel dates and use the filter tool to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Oakland?
The minimum age permitted can differ across properties on Bookabach, so look at the rules of the holiday home in Oakland you’re interested in. But usually, it’s 16, 18 or 21.
How long can I rent a holiday home in Oakland for?
It really depends on the Oakland property. To see all available options offering extended stays, simply type your travel dates and guest number into Bookabach. Enjoy having the property to yourself, as well as amenities such as a fully-equipped kitchen, air conditioning and outdoor spaces to play in. Be on the lookout for long-term stays that offer weekly or monthly discounts.

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