Photo by Rhonda Wileman

Olive Hill holiday lettings

We found 4 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Olive Hill that are perfect for your trip. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as air conditioning and cable TV. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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  • All the privacy of home

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Find out more about Olive Hill

Find out more about Olive Hill

Scenic Olive Hill will entice you

The parks and wildlife provide a pleasant backdrop to your holiday home in Olive Hill. Well known for its hiking, cave exploring and fishing, this scenic city won't disappoint. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Olive Hill

Are you searching for things to do while you're in the area? Venture out of your holiday home and experience everything that makes Olive Hill a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Carter Caves State Park Golf Course (5.4 mi / 8.8 km)
  • Hidden Cove Golf Course (10.6 mi / 17.1 km)

Exploring the natural landscape of Olive Hill

Whether you're an adventurous traveller or just want to appreciate the scenery, Olive Hill is a great place to get outside. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Carter Caves State Park (5.4 mi / 8.7 km)
  • Bat Cave and Cascade Caverns (5.8 mi / 9.3 km)
  • Greenbo Lake State Resort Park (20.2 mi / 32.4 km)
  • Cave Run Lake (23.4 mi / 37.7 km)
  • Daniel Boone Nation Forest (15.7 mi / 25.3 km)

How to get to and around Olive Hill

The nearest airport is in Huntington, WV (HTS-Tri-State), located 33.7 mi (54.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in Olive Hill when booking a holiday rental?
When considering a holiday rental in Olive Hill, Kentucky, a popular area to stay is near the scenic downtown district. This charming area offers a delightful blend of local culture and easy access to attractions. Staying here provides the convenience of being close to the Olive Hill Historical Society, where visitors can delve into the rich history of the region, and the nearby Carter Caves State Resort Park, which boasts stunning natural beauty and outdoor activities such as hiking and cave exploring.

Another appealing option is to look for rentals near the picturesque surroundings of the Little Sandy River. This area not only offers tranquillity and beautiful views but also allows for recreational activities like fishing and kayaking. The availability of properties in this region tends to be moderate, providing a variety of choices for visitors seeking a peaceful getaway.
How much does it cost to rent a holiday home in Olive Hill?
Prices for holiday rentals in Olive Hill 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 Olive Hill 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 Olive Hill holiday house rentals?
You can find great discounts on house rentals in Olive Hill 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 Olive Hill?
In Olive Hill, holiday houses are the most popular type of rental accommodation, with several available throughout the area. These homes typically offer spacious living arrangements, including multiple bedrooms and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Many of these properties also feature outdoor space, such as gardens or patios, providing a great setting for relaxation after exploring the natural beauty of Kentucky.
Are there any family house rentals in Olive Hill?
In Olive Hill, Kentucky, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. Many of these properties are located in peaceful neighbourhoods, providing ample space for families to relax and enjoy their time together. Visitors can expect spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where kids can play or families can gather for barbecues.

The town is well-situated for exploring local attractions such as the scenic Carter Caves State Resort Park, which offers hiking trails and opportunities for cave tours, great for an adventurous family outing. Additionally, the nearby Grayson Lake State Park provides more outdoor activities, including fishing and boating, ensuring that families have plenty of options for fun and relaxation during their stay.
Can I find long-stay holiday rentals in Olive Hill?
A long-stay holiday rental in Olive Hill 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 Olive Hill?
In Olive Hill, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these holiday homes come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely. The rentals often feature comfortable furnishings and may include additional conveniences like laundry facilities and private parking.
Are there any remote work holiday rentals in Olive Hill?
In Olive Hill, Kentucky, there are several remote work-friendly holiday rentals available. The area provides a serene environment, ideal for those looking to balance work and leisure. Many properties feature dedicated workspaces or desks, high-speed internet access, and comfortable living areas that allow for a productive stay. Some rentals may also include amenities such as fully equipped kitchens, laundry facilities, and outdoor spaces, which enhance the overall experience for remote workers. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Olive Hill holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Olive Hill 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 Olive Hill?
In Olive Hill, popular holiday rental amenities include modern conveniences such as dishwashers, microwaves, and coffee makers, ensuring a comfortable stay for guests. Many properties also come equipped with cookware, dishware, and utensils, allowing travellers to prepare their own meals conveniently.
When is the best time to visit Olive Hill for a holiday rental?
The best time to visit Olive Hill for a holiday rental is from May to July, when the area comes alive with vibrant outdoor activities and pleasant weather. This peak season is particularly appealing to those who appreciate nature and wish to enjoy the scenic beauty of Kentucky. With temperatures typically ranging from the low 20s Celsius, you can comfortably engage in hiking, fishing, and exploring the stunning landscapes that Olive Hill has to offer.

July is the most popular month, attracting many travellers eager to take advantage of the lush surroundings and participate in local events. During this time, you'll find a friendly atmosphere and plenty of opportunities to connect with fellow adventurers.

If you're looking for a more affordable experience, consider visiting in December. While this month is quieter, it offers a unique charm with the chance to enjoy the tranquil winter landscape and local holiday festivities.
How early should I book a Olive Hill holiday rental?
Book your Olive Hill 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 Olive Hill home rental booking on Vrbo?
To find Olive Hill 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 Olive Hill 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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