Prestonsburg vacation rentals

We found 18 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Prestonsburg that are perfect for your trip. Whether you're going on vacation with family or friends, vacation rentals have the best amenities for spending time at your vacation home, which might include WiFi and a fireplace. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.
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Find out more about Prestonsburg

Find out more about Prestonsburg

Why visit Prestonsburg

  1. Outdoor Adventures: Prestonsburg offers a variety of outdoor activities amidst its scenic beauty, perfect for nature enthusiasts.
  2. Cultural Attractions: Explore historic homes, arts centres, and science museums that showcase the region’s rich heritage.
  3. Family-Friendly Activities: The city caters to families with numerous attractions and activities that entertain all ages.
  4. Diverse Accommodation Options: Choose from charming cabins, spacious homes, and comfortable apartments to suit your vacation style.
  5. Warm Hospitality: Experience the friendly and welcoming atmosphere that Prestonsburg and its neighborhoods provide.

Popular types of accommodation in Prestonsburg

If you’re exploring vacation rentals in Prestonsburg, you’ll find a variety of appealing options to suit your needs. Our most popular types of accommodation include charming cabins, spacious houses, and comfortable apartments. Whether you’re searching for ky rentals, Prestonsburg house rentals, or rentals near Prestonsburg, we’ve got the perfect spot for you to unwind and enjoy your getaway.

  • Cabins: The top choice for visitors to Prestonsburg, offering a serene getaway surrounded by nature.
  • Houses: A popular option for those seeking spacious and comfortable accommodations for families or groups.
  • Apartments: Ideal for travellers looking for convenience and a home-like atmosphere during their stay.
  • Caravan Parks: A great choice for adventurous spirits wanting to explore the outdoors while enjoying basic amenities.
  • Cottages: A charming and quaint accommodation option perfect for a romantic or cozy retreat.**

Top attractions in Prestonsburg

Prestonsburg, Kentucky, offers a delightful mix of outdoor adventures and scenic beauty, making it an ideal destination for vacationers. Visitors can explore historic houses, arts centres, and science museums, catering to those seeking culture, family-friendly activities, and an outdoor experience. Whether travelling solo, as a couple, or with family, Prestonsburg promises enriching experiences that showcase the charm of the region.

  1. Loretta Lynn's Birthplace - Butcher Hollow: Discover the humble beginnings of country music legend Loretta Lynn in this charming historic house located 12.9km from Prestonsburg. Experience the rich cultural vibes of her upbringing and the beautiful Appalachian landscape.
  2. Mountain Arts Center: Situated in the heart of Prestonsburg, this arts centre showcases local talent through various performances and exhibits, celebrating the region's vibrant culture.
  3. East Kentucky Science Center and Planetarium: A family-friendly science museum in Prestonsburg, offering interactive exhibits and a planetarium, perfect for exploring the wonders of science and space.

Things to do recommended for families

Families will love visiting the Knott County Sportsplex, a recreation park located 30.6km from Prestonsburg. With its wellness and relaxation vibes, it's the perfect spot for kids to play and parents to unwind while enjoying the beautiful surroundings of Kentucky.

Things to do recommended for groups

Experience the thrill of group golf at StoneCrest or Paintsville Golf Course, both offering stunning outdoor settings. For an adventurous hike, explore the scenic Swamp Branch Trailhead just 14.5km from Prestonsburg, perfect for enjoying nature with friends.

What do I need to keep in mind when booking a vacation in Prestonsburg

When planning your trip, whether you're travelling with a group, enjoying a family getaway, bringing along your pets, or seeking extended stays, it’s essential to prioritise your preferences in your search. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Prestonsburg with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Prestonsburg with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities, like a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Prestonsburg: For many families, a getaway wouldn’t be the same without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Prestonsburg: If you're searching for vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Prestonsburg

Prestonsburg, Kentucky, offers a delightful blend of outdoor adventures and scenic beauty, making it an ideal destination for tourists. Explore the charming city and its surrounding neighborhoods, which cater to various atmospheres, from family-friendly environments to luxurious getaways. Nearby cities enhance the experience with diverse options for both budget-conscious travellers and those seeking a more upscale stay. Discover the rich landscape and warm hospitality that Prestonsburg and its surroundings have to offer.

  • Paintsville: Located 16.1km from Prestonsburg, Paintsville is a charming city known for its stunning outdoor scenery and adventurous spirit. This area is perfect for nature enthusiasts, offering recreational areas, a recreation centre, and hiking trails that beckon you to explore the great outdoors. Key attractions include the nearby national state park, picturesque lakes, and well-maintained parks, making it an ideal spot for family outings, picnics, and leisurely hikes amidst breathtaking landscapes.
  • Dwale: Just 6.4km from Prestonsburg, Dwale is a small city that provides a unique experience focused on business. While it may not be a bustling tourist hub, its proximity to Prestonsburg makes it a convenient stop for business travellers and those attending local events. The community is warm and welcoming, providing an opportunity to experience local culture and hospitality while taking care of business or networking in a peaceful setting.
  • Martin: Situated 9.7km from Prestonsburg, Martin is a vibrant city ideal for outdoor lovers and families seeking eco-friendly experiences. The area boasts a variety of attractions, including a resort, recreational areas, and an arts centre that showcases local talent. Visitors can enjoy the charm of nearby parks and lakes, as well as the stunning national state park, making it perfect for hiking, fishing, and family adventures. Martin truly captures the essence of Kentucky’s natural beauty and community spirit.

Best time to go to Prestonsburg

If you're planning a trip to Prestonsburg, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and October, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January34.7°F (1.5°C)Light RainMostly CloudyModerately LowAverage
February38.8°F (3.8°C)Light RainMostly CloudyModerately LowSlightly Low
March46.9°F (8.3°C)Light RainMostly CloudyAverageSlightly Low
April56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
May65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
June72.7°F (22.6°C)Light RainMostly SunnyModerately HighSlightly High
July75.9°F (24.4°C)Light RainMostly SunnyModerately HighSlightly High
August74.3°F (23.5°C)Light RainMostly SunnyAverageAverage
September68.7°F (20.4°C)Light RainMostly SunnyAverageAverage
October58.1°F (14.5°C)Light RainMostly SunnyModerately HighSlightly Low
November46.8°F (8.2°C)Light RainMostly SunnyAverageAverage
December40.5°F (4.7°C)Light RainMostly CloudyModerately LowSlightly High

Booking with Vrbo is simple

Are you aiming to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for an extended stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, refine your travel arrangements, or manage your existing reservations. Your saved or booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Travel to lively Prestonsburg

Enjoy the area's live music, theater scene and opera and make a vacation rental your home during your stay in Prestonsburg. Renowned for its riverfront, hiking and mountain views, this city welcomes all visitors. 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 Prestonsburg

Are you hoping to discover attractions to visit while you're in town? Venture out of your cozy vacation rental and experience everything that Prestonsburg has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • StoneCrest Golf Course (1.9 mi / 3 km)
  • Paintsville Golf Course (9.9 mi / 15.9 km)

Exploring the natural landscape of Prestonsburg

Whether you're looking for fun outdoor activities or just want to take in the scenery, Prestonsburg is a great spot to appreciate mother nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Archer Park (0.7 mi / 1.1 km)
  • Jenny Wiley State Resort Park (3.1 mi / 5 km)
  • Paintsville Lake State Park (13.4 mi / 21.6 km)
  • Swamp Branch Trailhead (8.9 mi / 14.3 km)
  • Paintsville Lake (16.9 mi / 27.2 km)
  • Middle Creek National Battlefield (2.5 mi / 4 km)

How to get to and around Prestonsburg

Fly into Pikeville, KY (PVL-Pike County - Hatcher Field), the closest airport, located 13.5 mi (21.8 km) from the city center.

Frequently asked questions

What is the best area to stay in Prestonsburg when booking a vacation rental?
When considering a vacation rental in Prestonsburg, Kentucky, the downtown area is an excellent choice. This vibrant neighbourhood offers a charming blend of local culture and convenience, making it ideal for visitors wanting to immerse themselves in the heart of the city. Staying here provides easy access to top attractions such as the Mountain Arts Centre, which frequently hosts performances and art exhibitions, showcasing the rich cultural heritage of the region. Moreover, the nearby Archer Park offers picturesque walking trails and recreational facilities, superb for those looking to enjoy the outdoors.

Another appealing option is the area surrounding the Prestonsburg Battlefield Park. This historic site not only offers a glimpse into the Civil War era but also features beautiful walking paths and picnic spots, ideal for relaxing afternoons. Rentals in this vicinity often include properties that boast scenic views and a tranquil atmosphere, allowing for a peaceful retreat after a day of exploration.
How much does it cost to rent a vacation home in Prestonsburg?
Prices for vacation rentals in Prestonsburg 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 Prestonsburg to more spacious homes.
Are there any discounts for Prestonsburg vacation house rentals?
You can find great discounts on house rentals in Prestonsburg 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 Prestonsburg?
In Prestonsburg, vacation houses are the most popular type of rental accommodation, with several available throughout the area. These properties typically provide spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as porches or gardens for relaxation. They are often situated in quiet, residential neighbourhoods, making them ideal for families or groups seeking a comfortable home base while exploring local attractions like the Jenny Wiley State Resort Park. Additionally, there are several apartments and cottages that offer a cozier stay, often equipped with kitchen facilities and inviting living areas.
Are there any family house rentals in Prestonsburg?
In Prestonsburg, Kentucky, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area features spacious homes with amenities such as fully equipped kitchens, comfortable living rooms, and outdoor spaces where kids can enjoy some fresh air. Many properties also include conveniences like Wi-Fi and laundry facilities, ensuring a straightforward stay.
Can I find long-stay vacation rentals in Prestonsburg?
A long-stay vacation rental in Prestonsburg 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 Prestonsburg?
In Prestonsburg, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. These vacation homes typically offer amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam. Some properties may even feature fenced yards, ensuring a safe space for pets to play.
Are there any remote work vacation rentals in Prestonsburg?
In Prestonsburg, Kentucky, there are several vacation rentals available that cater specifically to remote workers. Many of these properties are equipped with amenities such as Wi-Fi, dedicated desks, and comfortable chairs, creating an ideal workspace for those needing to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Prestonsburg vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Prestonsburg 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 Prestonsburg?
In Prestonsburg, popular vacation rental amenities include well-equipped kitchens, which are essential for those who prefer to prepare their own meals during their stay. Most rentals come stocked with cookware, dishware, and utensils, making it easy for guests to dine comfortably. Additionally, amenities like dishwashers, microwaves, and refrigerators are commonly found, allowing for a convenient and home-like experience.
How early should I book a Prestonsburg vacation rental?
Book your Prestonsburg 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 Prestonsburg home rental booking on Vrbo?
To find Prestonsburg 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 Prestonsburg 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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