Oakland holiday homes

We found 51 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Oakland to find one that's perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, which might include air conditioning and a pool. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

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Head to the friendly city of Oakland

Learn about the unique charm of Oakland with a stay in a holiday home rental. This welcoming city attracts visitors thanks to 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 looking for things to do while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Oakland a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • TPC Southwind (19.1 mi / 30.7 km)
  • Cordova Country Club (17.7 mi / 28.4 km)
  • Stonebridge Golf Course (13 mi / 20.8 km)

Exploring the natural landscape of Oakland

Whether you're an adventurous traveller or just want to take in the scenery, Oakland is a great place to get out in nature. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Garner Lake (12.4 mi / 20 km)
  • Shelby Farms Dog Park (17.7 mi / 28.5 km)
  • Eckert James River Bat Cave Preserve (7.2 mi / 11.6 km)
  • International Harvester Managerial Park (13.2 mi / 21.2 km)
  • W.C. Johnson Park (13.3 mi / 21.4 km)
  • Oliver Creek Church Park (15.2 mi / 24.5 km)

Travelling to and around Oakland

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

Frequently asked questions

What is the best area to stay in Oakland when booking a holiday rental?
When considering a holiday rental in Oakland, Tennessee, a popular area to stay is near the charming downtown area. This locality offers a delightful mix of convenience and small-town charm, making it an ideal base for your holiday. The downtown area is home to several quaint shops and eateries, allowing you to experience the local culture and cuisine.Additionally, staying close to the scenic parks, such as the beautiful Oakland City Park, offers opportunities for outdoor activities like picnicking and leisurely strolls. The area boasts a variety of properties, providing options that cater to different preferences and budgets, from cosy cottages to more spacious family homes.Moreover, the proximity to Memphis means you can easily explore the renowned attractions of the larger city, such as Graceland and the vibrant Beale Street, while still enjoying the tranquillity of Oakland.
What is the most popular type of holiday rental accomodation in Oakland?
In Oakland, Tennessee, cabins and holiday houses are the most popular types of holiday rentals, with several options available throughout the area. These cabins typically provide a rustic charm, featuring amenities such as fully equipped kitchens, comfortable living spaces, and outdoor decks or porches great for enjoying the serene surroundings. Holiday houses also offer spacious rooms, making them suitable for families or larger groups, often equipped with multiple bedrooms, private yards, and facilities for barbecuing.
Are there any family house rentals in Oakland?
In Oakland, Tennessee, there are several family-friendly house rentals available, making it a great choice for families seeking a comfortable retreat. The area features homes with spacious living rooms, well-equipped kitchens for family meals, and outdoor spaces where children can enjoy playtime. Many properties also offer amenities such as Wi-Fi and air conditioning, ensuring a pleasant stay for guests.Visitors will appreciate the town's close proximity to attractions like the beautiful parks in the region, which provide ample opportunities for outdoor activities. Additionally, the charming local community offers a taste of southern hospitality, with various shops and eateries nearby.
Are there any remote work holiday rentals in Oakland?
In Oakland, Tennessee, there are several holiday rentals that cater to remote work needs. Many of these properties come equipped with essential amenities such as high-speed internet, providing a reliable connection for work tasks. Additionally, you can expect accommodations to feature dedicated workspaces, including desk and chair setups, ensuring a comfortable environment for productivity.The town offers a peaceful rural setting, which can be conducive to focus while still being close to local attractions, including parks and community events. For those looking to balance work and leisure, the surrounding area provides opportunities for outdoor activities, making it a great choice for remote workers seeking a change of scenery. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Oakland?
In Oakland, Tennessee, holiday rentals typically feature a range of popular amenities to enhance the stay of travellers. Most accommodations come equipped with kitchens, allowing guests to prepare their own meals, along with essential items such as blenders and coffee/tea makers for convenience. Many properties also offer comfortable living areas with desk chairs, which can be particularly appealing for those needing to work during their visit. Additionally, the presence of paper towels adds to the practicality of the rentals, making them suitable for both short and extended stays.
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 peak season from July to September. This period draws visitors keen on experiencing the vibrant local culture and delightful summer activities. With warm temperatures ranging from 20 to 30 degrees Celsius, you can comfortably explore the town's parks, attend local events, or enjoy leisurely strolls along the scenic landscapes.September, in particular, is a popular month to visit Oakland. The summer heat starts to mellow, yet the atmosphere remains lively, making it great for outdoor activities like hiking and picnicking. This transitional month offers a unique chance to enjoy the tail end of summer festivities while still soaking in the natural beauty of the area.If you're looking to save a bit on accommodation, consider planning your visit in October. This month marks the beginning of the slower season, allowing for a more relaxed experience with fewer crowds, yet still offering pleasant weather for exploration.
What are the top attractions in Oakland?
In Oakland, Tennessee, visitors can enjoy a charming small-town atmosphere with several attractions that highlight the area's local culture and history. The town's proximity to Memphis allows for day trips to explore iconic sites such as Graceland and the National Civil Rights Museum. Within Oakland, the local parks, such as the Oakland City Park, offer recreational opportunities for families with playgrounds and picnic areas.Additionally, the nearby Tennessee Agricultural Museum provides insights into the region's agricultural heritage and often hosts community events. The local community centre frequently organises activities and gatherings, making it a focal point for residents and visitors alike.
Are all fees included in the Oakland holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Oakland holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Oakland holiday homes?
You can find great discounts on holiday homes in Oakland on Bookabach, 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.
Can I change or cancel my Oakland holiday home booking on Bookabach?
To find Oakland holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Oakland?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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 favourites, and build the perfect itinerary together.
How early should I book a Oakland holiday home?
Book your Oakland holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oakland?
Prices for holiday homes 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. Bookabach offers something for every taste and budget, from affordable homes in Oakland to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.