Oakland holiday lettings

We found 190 holiday rentals — enter your dates for availability

Discover a selection of 8 flats and other holiday rentals in Oakland that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the amenities that you expect and more, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Oakland

Showing deals for:14 Nov - 21 Nov

Image gallery for The White River at your doorstep with NEW private dock

Miscellaneous
10 out of 10 rating
Exceptional
(52 reviews)

The White River at your doorstep with NEW private dock

Flippin, AR

15% off
Price is £1,832
£262 per night
includes taxes & fees
The White River at your doorstep with NEW private dock

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  • All the privacy of home

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Find out more about Oakland

Find out more about Oakland

Choose a holiday rental for your Oakland getaway

Learn about the unique charm of Oakland with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Oakland

Are you looking for attractions to visit while you're in the area? 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 top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Big Creek Golf and Country Club (12.9 mi / 20.7 km)
  • Twin Lakes Golf Course (14.1 mi / 22.7 km)
  • Caney Mountain State Game Refuge (17.1 mi / 27.6 km)
  • Diamond Hills Country Club (19.4 mi / 31.2 km)
  • Ozark Rock & Gem (17.3 mi / 27.8 km)

Exploring the natural landscape of Oakland

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Oakland is a great place to spend some time outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Bull Shoals Lake (4.1 mi / 6.5 km)
  • Bull Shoals Caverns (5.7 mi / 9.1 km)
  • Mountain Village 1890 (5.7 mi / 9.1 km)
  • Bull Shoals Lake Boat Dock (6.3 mi / 10.1 km)
  • Crooked Creek (17.5 mi / 28.2 km)
  • Norfork Lake (19.8 mi / 31.9 km)

Transport to and around Oakland

Fly into Harrison, AR (HRO-Boone County Regional), the closest airport, located 35 mi (56.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Branson, MO (BKG), which is 35.3 mi (56.8 km) away.

Frequently asked questions

What is the best area to stay in Oakland when booking a holiday rental?
When considering a holiday rental in Oakland, Arkansas, a fantastic area to stay is the vicinity around Bull Shoals Lake. This picturesque locale is not only known for its stunning natural beauty but also offers a variety of outdoor activities that cater to nature enthusiasts. You can enjoy fishing, boating, and hiking, making it an ideal spot for those looking to immerse themselves in the great outdoors.

The area around Bull Shoals State Park is particularly appealing, as it provides easy access to a range of recreational options. Visitors can explore the park's scenic trails and take in breathtaking views of the lake and surrounding hills. Additionally, the nearby Bull Shoals Dam is a point of interest, offering educational insights into the region's history and engineering marvels.
How much does it cost to rent a holiday home in Oakland?
Prices for holiday rentals in Oakland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oakland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oakland holiday house rentals?
You can find great discounts on house rentals in Oakland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Oakland?
In Oakland, Arkansas, cabins are a popular choice among holiday rentals, with several available throughout the area. These cabins typically offer a rustic charm, featuring amenities such as fully equipped kitchens, comfortable living spaces, and outdoor patios or porches where guests can enjoy the serene surroundings. Many are located in tranquil locations, great for those seeking a peaceful getaway close to nature.
Are there any family house rentals in Oakland?
In Oakland, Arkansas, there are numerous family-friendly holiday rentals available, with around 11 properties to choose from. This charming area offers a mix of spacious homes suited for families, often featuring amenities such as fully equipped kitchens, outdoor areas for barbecues and play, and comfortable living spaces for relaxation. Many of these homes are conveniently located near the scenic beauty of the Ozark National Forest, ideal for outdoor adventures, including hiking and fishing.
Can I rent a holiday home with a pool or hot tub in Oakland?
In Oakland, Arkansas, there are several holiday homes available for rent that feature pools and hot tubs, with around 11 options to choose from. This picturesque area is situated near the Ozark National Forest, providing a serene backdrop for a relaxing getaway. Many of the properties offer amenities such as private pools, hot tubs, and spacious outdoor areas for lounging, making them ideal for families or groups looking to unwind.
Can I find long-stay holiday rentals in Oakland?
A long-stay holiday rental in Oakland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Oakland?
In Oakland, Arkansas, there are several pet-friendly house rentals available, providing a friendly setting for travellers with furry companions. Many of these holiday homes come equipped with amenities such as spacious backyards, outdoor seating areas, and fully stocked kitchens, making them ideal for families or groups looking for comfort and convenience during their stay.
Are there any remote work holiday rentals in Oakland?
In Oakland, Arkansas, there are several remote work holiday rentals available, with around 17 options to choose from. This quaint town offers a peaceful setting, ideal for those looking to work remotely while enjoying the beauty of the Ozarks. Many properties come equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated desks, and laptop workspaces, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oakland holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oakland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Oakland?
In Oakland, Arkansas, holiday rentals commonly feature essential amenities that enhance a comfortable stay. Most properties offer a fully equipped kitchen, complete with cookware, dishware, and utensils, making it easy for guests to prepare their own meals. Additionally, many rentals include a microwave and a refrigerator, allowing for convenient food storage and quick meal options. Stovetops are also standard, further facilitating home cooking.
When is the best time to visit Oakland for a holiday rental?
The best time to visit Oakland for a holiday rental is during the summer months, particularly in July, when the vibrant community comes alive. This peak season, running from July to September, draws visitors eager to enjoy the warm weather, local festivals, and outdoor activities amidst the picturesque Ozark Mountains.

In July, temperatures typically hover in the mid-30s Celsius, creating ideal conditions for exploring the stunning natural landscapes and enjoying water activities on nearby lakes. The lush greenery and clear skies invite outdoor enthusiasts to hike the scenic trails or relax by the water, making it an excellent time for travellers.

If you're looking for a more budget-friendly option, consider visiting in October. This month offers cooler temperatures, generally ranging from the low to mid-20s Celsius, which makes for comfortable sightseeing. The stunning autumn foliage adds a beautiful touch to the scenery, and you'll find fewer crowds, allowing for a more peaceful experience while exploring the area's natural beauty.
How early should I book a Oakland holiday rental?
Book your Oakland holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Oakland home rental booking on Vrbo?
To find Oakland holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Oakland holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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