Oak Grove holiday lettings

We found 317 holiday rentals — enter your dates for availability

Discover a selection of 16 homes and other holiday rentals in Oak Grove that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you need and want for your stay, which might include parking and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
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The friendly city of Oak Grove awaits you

Enjoy the live music and other features of Oak Grove. This welcoming and relaxing city entices travellers with its shopping and restaurants. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Oak Grove

Do you want to discover things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Oak Grove a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Tie Breaker Family Aquatic Center (11.2 mi / 18 km)
  • Liberty Park (11.4 mi / 18.3 km)
  • Beachaven Vineyards (11.6 mi / 18.6 km)
  • The City Forum (14 mi / 22.5 km)
  • Links at Novadell (7 mi / 11.3 km)
  • Mason Rudolph Golf Course (12.1 mi / 19.5 km)

Exploring the natural landscape of Oak Grove

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Oak Grove is a great place to get outside. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Dunbar Cave State Park (10.8 mi / 17.4 km)
  • Liberty Park (11.4 mi / 18.3 km)
  • Trail of Tears Commemorative Park and Heritage Center (13.3 mi / 21.4 km)
  • Rotary Park (14.6 mi / 23.5 km)
  • Jeffers Bend Environmental Center and Botanical Garden (15 mi / 24.2 km)
  • War Memorial Park (1.4 mi / 2.3 km)

Frequently asked questions

What is the best area to stay in Oak Grove when booking a holiday rental?
When considering a holiday rental in Oak Grove, Kentucky, the area surrounding the Fort Campbell military base is particularly appealing. This neighbourhood is not only convenient for those visiting service members, but it also offers a range of accommodation options suited to various preferences and budgets.

In terms of attractions, the nearby Historic Collinsville is a fascinating site that provides a glimpse into the region's 19th-century history with its charming preserved buildings and engaging interpretative programmes. Additionally, the scenic Land Between the Lakes National Recreation Area, located a short drive away, offers a wealth of outdoor activities, including hiking, fishing, and wildlife viewing, making it superb for nature enthusiasts.

With a good number of properties available in this vicinity, visitors can find suitable holiday rentals that cater to families, couples, or solo travellers alike.
How much does it cost to rent a holiday home in Oak Grove?
Prices for holiday rentals in Oak Grove 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 Oak Grove 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 Oak Grove holiday house rentals?
You can find great discounts on house rentals in Oak Grove 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 Oak Grove?
In Oak Grove, holiday houses are the most popular type of holiday rental, with around 45 available in the area. These properties typically offer spacious layouts, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them superb for families or groups. Some holiday houses also include outdoor spaces, such as private gardens or patios, where guests can relax and enjoy the surroundings. Additionally, there are several cottages in Oak Grove that provide a charming and cosy alternative, often set in quieter locations.
Are there any family house rentals in Oak Grove?
In Oak Grove, Kentucky, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. Many of these homes provide spacious living areas and fully equipped kitchens, allowing families to prepare meals together after a day of adventure. Visitors can expect amenities such as outdoor spaces for kids to play, and often features like laundry facilities for added convenience.

This locale is conveniently situated near Fort Campbell, which offers various recreational activities and opportunities for exploration. Additionally, families can easily access local parks and outdoor spaces, ensuring an enjoyable stay filled with both relaxation and fun.
Can I find long-stay holiday rentals in Oak Grove?
A long-stay holiday rental in Oak Grove 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 Oak Grove?
In Oak Grove, Kentucky, there are several pet-friendly holiday house rentals available, offering a comfortable stay for both travellers and their furry friends. Many of these properties typically come equipped with amenities such as full kitchens, spacious living areas, and outdoor spaces where pets can roam.

The area is conveniently located near various parks and recreational spots, making it easy for pet owners to enjoy walks and outdoor activities with their pets. Local parks often feature walking trails and picnic areas, which are superb for spending quality time outdoors.
Are there any remote work holiday rentals in Oak Grove?
In Oak Grove, Kentucky, there are approximately 45 remote work holiday rentals available, making it a suitable destination for those looking to blend work and leisure. Many of these properties come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated desks, and comfortable chairs, ensuring a productive environment.

The area is conveniently located near Fort Campbell, providing access to various recreational activities and local attractions. For those seeking a break after working hours, nearby parks and outdoor spaces offer opportunities for relaxation and exploration. Overall, Oak Grove presents a range of well-equipped rentals that cater to the needs of remote workers while allowing for a pleasant stay in a vibrant community. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oak Grove holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oak Grove 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 Oak Grove?
In Oak Grove, popular holiday rental amenities include kitchens, allowing guests to prepare their own meals, as well as outdoor spaces such as decks or patios for enjoying the fresh air. Many properties are also pet-friendly, making it easy for travellers to bring their furry companions along. Additionally, rentals often feature coffee and tea makers, ensuring that guests can enjoy a warm beverage at their leisure.
When is the best time to visit Oak Grove for a holiday rental?
July is the most popular time to visit Oak Grove, Kentucky, making it an ideal month for those looking for a lively holiday experience. This peak season, which runs from July to September, attracts travellers, all eager to explore the region's outdoor attractions. With warm temperatures averaging around 25 to 30 degrees Celsius, it's great for enjoying the beautiful parks and recreational areas in the vicinity.

Activities abound during the summer months, with local festivals and events adding to the vibrant setting. Visitors can partake in outdoor adventures such as hiking, fishing, and even exploring the nearby Fort Campbell area, all while soaking up the sunshine and enjoying the company of fellow travellers.

For those considering a more budget-friendly option, December offers a quieter and more peaceful experience. While the weather may be cooler, ranging from 0 to 10 degrees Celsius, the charm of Oak Grove during the holiday season can still provide a delightful getaway, with opportunities for cosy indoor activities and local festivities.
How early should I book a Oak Grove holiday rental?
Book your Oak Grove 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 Oak Grove?
In Oak Grove, Kentucky, visitors can explore a variety of attractions that highlight the area's charm and natural beauty. One of the main draws is the nearby Fort Campbell, which houses the 101st Airborne Division and offers historical insights into military life. The area also features several parks, such as the beautiful Jefferson Davis State Historic Site, where guests can enjoy outdoor activities and learn about local history.

For those interested in nature, the Land Between the Lakes National Recreation Area is just a short drive away, providing opportunities for hiking, fishing, and wildlife observation. Additionally, Oak Grove is close to the vibrant city of Clarksville, where visitors can find a range of shopping, dining, and entertainment options, including the popular Governor's Square Mall and various local eateries.
Can I change or cancel my Oak Grove home rental booking on Vrbo?
To find Oak Grove 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 Oak Grove 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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