Oakland vacation rentals

We found 34 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Oakland to find one that's perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the amenities you need and want for your stay, such as WiFi and cable TV. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

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  • All the privacy of home

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Find out more about Oakland

Find out more about Oakland

Head to the friendly city of Oakland

Experience the unique character of Oakland with a stay in a vacation home rental. This welcoming city allures visitors with its shopping and restaurants. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Oakland

Are you hoping to discover attractions to see in the area? Venture out of your vacation home and experience everything that makes Oakland a fun spot to vacation. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • TPC Southwind (19.1 mi / 30.7 km)
  • Cordova Country Club (17.7 mi / 28.4 km)
  • Battlefront Lasertag and Paintball (19.5 mi / 31.4 km)
  • Stonebridge Golf Course (13 mi / 20.8 km)

Exploring the natural landscape of Oakland

Whether you're an adventurous traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Oakland. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Garner Lake (12.4 mi / 20 km)
  • W.C. Johnson Park (13.3 mi / 21.4 km)
  • Eckert James River Bat Cave Preserve (7.2 mi / 11.6 km)
  • International Harvester Managerial Park (13.2 mi / 21.2 km)
  • Oliver Creek Church Park (15.2 mi / 24.5 km)
  • Blue Lagoon Park (15.4 mi / 24.9 km)

Traveling to and around Oakland

The nearest airport is in Memphis International Airport (MEM), located 29.1 mi (46.8 km) from the city center.

Frequently asked questions

What is the best area to stay in Oakland when booking a vacation rental?
When considering a vacation rental in Oakland, Tennessee, a fantastic area to stay in is the downtown region. This vibrant neighbourhood offers a charming small-town atmosphere while still being close to essential amenities and attractions. The downtown area is home to a number of well-reviewed vacation rentals, providing a variety of options for different group sizes and budgets.

One of the top attractions nearby is the beautiful Meeman-Shelby Forest State Park, which offers splendid opportunities for hiking, picnicking, and enjoying the natural beauty of the region. Additionally, you can explore the historic charm of the local shops and eateries that dot the streets, which add to the inviting character of the area.
How much does it cost to rent a vacation home in Oakland?
Prices for vacation 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 travelling 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.
Are there any discounts for Oakland vacation 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 vacation rental accomodation in Oakland?
In Oakland, Tennessee, cabins and vacation houses are the most popular types of vacation rentals, with several options available in the area. These rentals often provide a rustic, homey atmosphere, making them ideal for families or groups looking to enjoy the surrounding natural beauty. Most cabins feature amenities such as fully equipped kitchens, comfortable living areas, and outdoor spaces where guests can relax and take in the scenery. Vacation houses offer similar comforts, with additional room to accommodate larger parties.
Are there any family house rentals in Oakland?
In Oakland, Tennessee, there are several family-friendly house rentals available, providing a welcoming environment for those travelling with children. The area features spacious homes with ample living space, fully equipped kitchens for preparing family meals, and outdoor areas suitable for play and relaxation. Many properties also come with amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for all.
Can I find long-stay vacation rentals in Oakland?
A long-stay vacation 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 any remote work vacation rentals in Oakland?
In Oakland, Tennessee, there are several remote work vacation rentals available, making it a great choice for those looking to combine work and leisure. Many of these properties are equipped with essential amenities such as Wi-Fi, dedicated work desks, and comfortable desk chairs, ensuring that guests can maintain productivity during their stay. The peaceful environment of Oakland provides a welcome backdrop for remote work, while the charm of the area invites exploration during downtime. With local parks and community spaces nearby, travellers can enjoy a balance of work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oakland vacation rentals with parking?
Vrbo offers a wide selection of vacation 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.
How early should I book a Oakland vacation rental?
Book your Oakland vacation 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 vacation 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 vacation 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 vacation 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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