Prestonsburg holiday rentals

We found 18 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Prestonsburg that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a fireplace. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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Travel to lively Prestonsburg

Enjoy the area's live music, theatre scene and opera with a rental holiday home 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

Do you want to find things to do in the city? Venture out of your cosy holiday rental and experience everything that makes Prestonsburg a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 an active traveller or just want to spend some time taking in the scenery, Prestonsburg 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:

  • 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)
  • Paintsville Lake (16.9 mi / 27.2 km)
  • Middle Creek National Battlefield (2.5 mi / 4 km)
  • Swamp Branch Trailhead (8.9 mi / 14.3 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 centre.

Frequently asked questions

What is the most popular type of holiday rental accomodation in Prestonsburg?
In Prestonsburg, holiday houses are a popular choice, with several available throughout the area. These properties typically provide spacious layouts, featuring multiple bedrooms and ample living space, making them ideal for families or groups. Many holiday houses come with fully equipped kitchens, allowing guests to prepare meals at their convenience, and often include outdoor areas where visitors can relax and enjoy the surrounding scenery.Additionally, there are also several condos and cottages in the area, which offer a more compact and cosy alternative. These rentals usually include essential amenities such as kitchen facilities and comfortable living spaces. Apartments are available as well, providing a convenient option for those looking for a more urban experience.
Are there any family house rentals in Prestonsburg?
In Prestonsburg, Kentucky, there are several family-friendly house rentals available, making it a great choice for those travelling with kids. The area features spacious homes equipped with amenities such as full kitchens for preparing family meals, comfortable living areas for relaxation, and outdoor spaces where children can play and explore.Visitors can enjoy nearby attractions, including the picturesque Jenny Wiley State Resort Park, which offers opportunities for hiking, fishing, and enjoying nature. Additionally, the local community is known for its vibrant arts scene, with venues like the Mountain Arts Centre showcasing performances and exhibitions.
Are there pet-friendly house rentals in Prestonsburg?
In Prestonsburg, there are several pet-friendly house rentals available, suiting those travelling with furry companions. Many of these properties offer amenities such as spacious backyards, allowing pets to roam freely, and fully equipped kitchens for convenient meal preparation. Guests can also expect comfortable living spaces, often featuring multiple bedrooms and outdoor seating areas for relaxing after a day of exploring.The area is surrounded by beautiful natural landscapes, including the nearby Jenny Wiley State Resort Park, which provides ample opportunities for outdoor activities with pets, such as hiking and scenic walks. Additionally, the charming downtown area of Prestonsburg offers local shops and dining options, making it easy for travellers to enjoy their stay while accommodating their pets.
Are there any remote work holiday rentals in Prestonsburg?
In Prestonsburg, Kentucky, there are several remote work holiday rentals available, with around 15 options to choose from. These properties cater well to those looking to balance work and leisure during their stay. Many accommodations come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable desk chairs, making it easy to stay productive.The area is known for its picturesque landscapes and proximity to local attractions, including the beautiful Archer Park and the historical sites in and around the town. Visitors can enjoy a mix of nature and culture during their downtime, with the chance to explore hiking trails or local dining options. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Prestonsburg?
In Prestonsburg, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals conveniently. Many rentals feature air conditioning to ensure comfort during warmer months. Additionally, amenities like blenders and coffee/tea makers are commonly found, suiting those who enjoy homemade beverages. For travellers needing to stay productive, several properties also provide desks, making it easy to work or plan activities during their stay.
What are the top attractions in Prestonsburg?
In Prestonsburg, Kentucky, visitors can enjoy a variety of attractions that showcase the area's natural beauty and cultural heritage. One of the top spots is the Jenny Wiley State Resort Park, which offers opportunities for hiking, fishing, and boating on Dewey Lake. The park features beautiful trails and picnic areas, making it a great destination for outdoor enthusiasts.Another significant attraction is the Mountain Arts Centre, which hosts a range of performances and showcases local artists, providing insight into the region's rich musical traditions. The Prestonsburg Battlefield Park is also worth a visit, as it commemorates a Civil War battle and includes informative markers and trails for history buffs.The area is known for its scenic landscapes, and visitors can explore the nearby hills and waterways, making it a great spot for those who appreciate nature.
Are all fees included in the Prestonsburg holiday homes prices shown on Stayz?
Stayz 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 Prestonsburg holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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 Prestonsburg holiday homes?
You can find great discounts on holiday homes in Prestonsburg on Stayz, 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 Prestonsburg holiday home booking on Stayz?
To find Prestonsburg holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Prestonsburg?
A long-stay holiday home 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 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 Stayz?
Stayz'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 Prestonsburg holiday home?
Book your Prestonsburg 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Prestonsburg?
Prices for holiday homes 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. Stayz offers something for every taste and budget, from affordable homes in Prestonsburg to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.