Oakland holiday lettings

We found 193 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.

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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:

  • Twin Lakes Golf Course (14.1 mi / 22.7 km)
  • Big Creek Golf and Country Club (12.9 mi / 20.7 km)
  • Caney Mountain State Game Refuge (17.1 mi / 27.6 km)
  • Ozark Rock & Gem (17.3 mi / 27.8 km)
  • Diamond Hills Country Club (19.4 mi / 31.2 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)
  • 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)
  • North Fork River (23.3 mi / 37.5 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

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 and condos are equally popular, with about 14 of each type available for visitors. These rentals are typically situated in scenic areas that provide easy access to the natural beauty surrounding the region. Most cabins come equipped with essential amenities such as fully furnished kitchens, comfortable living spaces, and often a porch or deck for enjoying the tranquil outdoors. Condos, on the other hand, usually feature modern furnishings, shared amenities like swimming pools, and are located near local attractions. Additionally, several charming cottages can be found, offering a cozier, more intimate atmosphere for travellers seeking a peaceful retreat.
Are there any family house rentals in Oakland?
In Oakland, Arkansas, there are some family-friendly house rentals available, with around 11 options for visitors to choose from. This charming area offers a peaceful retreat with ample opportunities for outdoor activities, making it an ideal spot for families. Many of these properties feature spacious living areas, fully equipped kitchens, and outdoor spaces where children can play safely.

Nearby, families can enjoy the natural beauty of the Ozark National Forest, which offers various hiking trails and scenic spots for picnics. Additionally, the locale provides access to local lakes and rivers, great for fishing, swimming, or simply enjoying a day by the water.
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 charming area offers a beautiful natural setting, making it a wonderful destination for relaxation and leisure. Many of the properties come equipped with private pools and hot tubs, superb for unwinding after a day of exploring the outdoors.

Travellers can expect amenities such as spacious living areas, fully equipped kitchens for self-catering, and outdoor patios with seating areas, ideal for enjoying the scenic views. Some rentals may also include additional features like barbecue grills and large gardens, ideal for families or groups looking to spend quality time together.
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, offering a welcoming environment for travellers with furry companions. Many of these properties come equipped with essential amenities such as fully furnished kitchens, spacious living areas, and private outdoor spaces, ideal for enjoying the tranquil surroundings.

The area is surrounded by natural beauty, including the picturesque Ozark National Forest, where outdoor enthusiasts can explore hiking trails superb for pets. Additionally, nearby Bull Shoals Lake provides opportunities for fishing, swimming, and boating, making it a great spot for families and groups looking to enjoy the great outdoors with their pets.
Are there any remote work holiday rentals in Oakland?
In Oakland, Arkansas, there are a variety of remote work holiday rentals available, with around 34 options to choose from. These properties cater to the needs of travellers looking to balance work and leisure, featuring essential amenities such as Wi-Fi and complimentary internet services in rooms, ensuring that you can stay connected during your stay. Many rentals also permit events, making them suitable for small gatherings or meetings.

The area is known for its natural beauty, with proximity to the Ozark National Forest offering ample opportunities for outdoor activities, including hiking and fishing. Rentals often come equipped with comfortable workspaces, allowing for a productive environment while enjoying the serene surroundings. 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, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, making their stay more convenient and cost-effective. Many properties are pet-friendly, permitting dogs and cats, so travellers can bring their furry companions along. Additional amenities often include the allowance for service animals, onsite parking for ease of access, and air conditioning to ensure comfort during the warmer months.
When is the best time to visit Oakland for a holiday rental?
The peak travel season in Oakland typically spans from July to September, making it an ideal time for those seeking vibrant summer activities. During these months, visitors can take full advantage of the warm weather, with temperatures often reaching the high 20s to low 30s Celsius. This is superb for outdoor enthusiasts looking to explore the stunning natural beauty of the Ozarks, with options ranging from hiking and fishing to simply relaxing by the serene lakes.

July, in particular, is the most popular month, drawing travellers. The community buzzes with energy as local events and festivals bring people together, offering a wonderful opportunity to engage with the charm of Oakland.

For those who prefer a quieter experience and are looking for better value, consider visiting in October. The fall foliage transforms the landscape into a breathtaking panorama of vibrant colours, providing a stunning backdrop for leisurely walks and scenic drives. With fewer tourists around, you'll enjoy a more tranquil atmosphere, making it superb for unwinding and connecting with nature.

No matter when you decide to visit, Oakland offers a wealth of experiences tailored to both adventure seekers and those looking to relax.
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.
What are the top attractions in Oakland?
In Oakland, Arkansas, visitors can enjoy a serene experience surrounded by natural beauty and outdoor activities. The area is known for its proximity to Bull Shoals Lake, which offers opportunities for fishing, boating, and swimming. The lake's scenic views enhance the charm of holiday rentals nearby, making it an appealing destination for nature enthusiasts.

For those interested in hiking, the Ozark National Forest is not far, providing various trails that showcase the stunning landscape of the Ozarks. Additionally, the nearby town of Mountain Home features attractions like the Baxter County Historical Society and a vibrant local arts scene, which can enrich the stay.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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