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Oakland vacation rentals

We found 1,481 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 623 houses, 52 condos, and other vacation rentals to find the perfect place for your stay in Oakland. Whether you're traveling with a group or just with your pet, vacation homes have the best amenities for spending time at your vacation home, which might include a garden and WiFi. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Explore the lakeside setting in Oakland

The lake and riverfront provide a pleasant backdrop to your vacation 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 friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Oakland

Are you hoping to discover attractions to see during your stay? Venture out of your vacation home and check out everything that makes Oakland a fun place to get away. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Wisp Resort (10.5 mi / 17 km)
  • Timberline Four Season Resort (25.7 mi / 41.4 km)
  • Canaan Valley Ski Resort (27.8 mi / 44.8 km)
  • Lodestone Golf Club (8.7 mi / 13.9 km)
  • Funland (11 mi / 17.6 km)
  • Hovatter's Wildlife Zoo (19.1 mi / 30.7 km)

Exploring the natural features in Oakland

Travelers enjoy Oakland for its lakeside setting and riverfront. Whether you're an adventurous traveler or just want to appreciate the scenery, Oakland is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Deep Creek Lake (8.7 mi / 13.9 km)
  • Swallow Falls State Park (6.2 mi / 9.9 km)
  • Deep Creek Lake State Park (9.7 mi / 15.6 km)
  • Blackwater Falls (20.7 mi / 33.4 km)
  • Blackwater Falls State Park (21.1 mi / 34 km)
  • Canaan Valley Resort State Park (26.4 mi / 42.4 km)

Transportation to and around Oakland

The nearest airport is in Morgantown, WV (MGW-Morgantown Municipal), located 31.8 mi (51.2 km) from the city center. If you're unable to find a flight that fits your schedule, 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 vacation rental?

One of the most sought-after neighborhoods to get a vacation rental in Oakland is Blakeslee. Find the perfect stay with Vrbo and experience this area like a local.

What is the most popular type of vacation rental accommodation in Oakland?

The most in-demand types of vacation rentals in Oakland are houses. Looking for something different? Vrbo has numerous options to match our guests' unique requirements, so you'll see vacation 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 vacation rental in Oakland?

Different things determine what you'll pay for your vacation rental in Oakland, like the type of property, season and length of stay. However, all of our vacation 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 vacation 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 Vrbo 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 vacation rentals in Oakland?

Pack a squeezy toy and a bone for the pooch in your life because Oakland has 373 vacation rentals that welcome pets with open arms. Let your happy hound get in on the family fun at one of our pet-friendly vacation rentals on Vrbo. 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 Vrbo. Lazy soak or ball games and races? Free time is up to you when your vacation home boasts its own swimming pool.

What are popular rental amenities in Oakland?

When it comes to rental amenities that guests prefer in Oakland, a beach view, a nearby waterfront and an electric car charging station rank highest. With Vrbo vacation homes, there are options to suit your taste and style, whether you're going on a vacation with family members, friends or even pets.

Are there large group vacation rentals in Oakland?

You'll find 174 properties in Oakland that can accommodate a group of 10 or more guests. Whether you're organizing a family trip or a special event, there's ample room to get your favorite people together under the same roof.

Are there vacation rentals in Oakland that welcome kids?

Gather your entire family for an epic adventure in Oakland at one of our 373 family-friendly vacation rentals. 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 favorite.

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 vacation rentals in Oakland?

You can choose from 78 one-bedroom rentals in Oakland. Whether you'd prefer an apartment or an upmarket condo, Vrbo'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 vacation rentals 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 favorite people. There's enough space for whoever's fortunate enough to be joining your journey.

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