Photo by T. R. Filbin

Pineville vacation rentals

We found 15 vacation rentals — enter your dates for availability

Discover a selection of 6 homes and other vacation rentals in Pineville that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the amenities you need and want, including air conditioning and WiFi. Whatever you're looking for, you'll be able to choose a rental to meet everyone's needs, including accessible or non-smoking choices.

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Find out more about Pineville

Why visit Pineville

  • Outdoor Adventures: Pineville is perfect for hiking and exploring its stunning national and state parks.
  • Rich History: Delve into the local culture and history at various museums and the Pineville Library.
  • Scenic Beauty: Enjoy the picturesque landscapes that make Pineville a relaxing getaway.
  • Charming Downtown: Explore the quaint shops and friendly vibes in downtown Pineville.
  • Diverse Accommodations: Choose from cozy cabins to family-friendly homes for a memorable stay.

Popular types of accommodation in Pineville

Planning a getaway to Pineville? You're in for a treat. Discover the charm of this beautiful destination by exploring its most popular vacation rentals, including private homes, cozy cabins, and inviting cottages. Whether you're searching for a family-friendly home in Pineville or a tranquil cabin rental, we have the perfect options to suit your needs. Enjoy your stay and make unforgettable memories in this picturesque locale.

  • Houses: The top choice for visitors to Pineville, offering spacious and comfortable settings ideal for families or groups.
  • Cabins: A close second, these rustic retreats provide a perfect escape for those seeking nature and tranquility.
  • Cottages: These quaint and cozy accommodations offer a charming atmosphere for a relaxing getaway.
  • Caravan Parks: A popular option for those who enjoy a community atmosphere and outdoor living.
  • Apartments: Convenient and versatile, apartments cater to both short and extended stays in Pineville.**

Top attractions in and around Pineville

Pineville, Kentucky, offers an ideal getaway for outdoor enthusiasts and adventure seekers. With its stunning scenery, visitors can explore national and state parks, delve into history at local museums, and enjoy cultural experiences. Don't miss a visit to the Pineville Library for further insights into the area. Whether you're travelling solo, as a couple, or with family, Pineville promises an enriching experience filled with exploration and adventure.

  • Pine Mountain State Resort Park: This stunning park offers a unique blend of adventure and natural beauty, featuring scenic trails, diverse wildlife, and breathtaking vistas. Ideal for hiking, camping, and exploring the great outdoors.
  • Kentucky Ridge State Forest: A haven for outdoor enthusiasts, this forest boasts lush landscapes and thrilling adventures. Enjoy hiking and wildlife observation amidst its tranquil environment.
  • Cumberland Gap National Historical Park: Located 17.7km from Pineville, this historic park combines breathtaking scenery with rich history. Explore its trails, enjoy panoramic views, and learn about the region's significance.

Things to do recommended for couples

Seeking a romantic getaway in Pineville? Explore the scenic Pine Mountain State Resort Park, hike hand-in-hand along tranquil trails, or enjoy a cozy evening by the fire at a local cabin. Don't miss a sunset picnic overlooking the valley for a truly memorable experience.

Things to do recommended for families

Families can explore the serene Wilderness Road State Park, just 20.9km from Pineville, perfect for outdoor relaxation. For a splash of fun, visit the Barbourville Water Park, also 20.9km away, offering thrilling rides and family-friendly entertainment.

Things to do recommended for groups

Experience the stunning Wasioto Winds Golf Course for a day on the greens, then head to Middlesboro Mall for shopping and entertainment. For more golf, visit Middlesboro Country Club, where you can enjoy the fresh air and beautiful surroundings with your group.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're planning a trip with friends, family, or pets, or if you're seeking longer accommodations, be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Pineville with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. The great news is that you can easily filter for all of these options, and more, on Vrbo.
  • Traveling to Pineville with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Pineville: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Pineville: If you're in search of vacation rentals offering discounts for month-long stays, 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 additional preferences such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Pineville

Pineville, Kentucky, offers a delightful mix of outdoor adventures and scenic beauty, perfect for any traveler seeking relaxation and friendly vibes. Explore downtown Pineville's charm or venture to nearby attractions like Pawleys Island in South Carolina for a taste of the coast. Immerse yourself in the welcoming atmosphere and rich history that surrounds this lovely city, making it an ideal spot for unforgettable experiences.

  • Middlesboro: Situated 17.7km from Pineville, Middlesboro is a vibrant city nestled at the foot of the Appalachian Mountains. Known for its stunning outdoor scenery, it offers ample opportunities for adventure enthusiasts. Explore the nearby national and state parks, or embark on a hiking trail that leads you through breathtaking landscapes. The recreational areas and campgrounds invite visitors to immerse themselves in nature. Middlesboro is perfect for those seeking both relaxation and excitement amidst its picturesque backdrop.
  • Cumberland Gap: Also located 17.7km from Pineville, Cumberland Gap is a charming city that serves as a gateway to the historic Cumberland Gap National Historical Park. This area is a treasure trove for outdoor lovers, featuring incredible hiking trails and recreational zones. The stunning scenery draws travelers in, providing a perfect setting for exploration and adventure. Don't miss the chance to experience the rich history and natural beauty that this region has to offer, making it a must-visit destination on your vacation.
  • Harrogate: Just 20.9km away from Pineville, Harrogate is a delightful city known for its outdoor activities and scenic charm. The city is home to various recreational areas and educational venues, perfect for families and nature lovers alike. With picturesque hiking trails, you can soak in the natural beauty surrounding you. Nearby, you'll find stunning lakes and national parks, offering a diverse range of attractions for visitors. Harrogate provides a wonderful blend of adventure, education, and relaxation, making it a noteworthy stop on your trip.

Best time to go to Pineville

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.5°F (1.4°C)Light RainMostly CloudyAverageAverage
February39.2°F (4.0°C)Light RainMostly CloudySlightly HighSlightly Low
March46.9°F (8.3°C)Light RainMostly SunnyAverageSlightly Low
April55.8°F (13.2°C)Light RainMostly SunnyAverageSlightly Low
May64.8°F (18.2°C)Light RainMostly SunnyAverageAverage
June72.0°F (22.2°C)Light RainMostly SunnySlightly HighSlightly High
July75.0°F (23.9°C)Light RainMostly SunnySlightly HighSlightly High
August73.2°F (22.9°C)Light RainMostly SunnyAverageSlightly High
September67.8°F (19.9°C)Light RainMostly SunnyAverageAverage
October57.2°F (14.0°C)Light RainMostly SunnySlightly LowAverage
November45.9°F (7.7°C)Light RainMostly SunnySlightly LowAverage
December40.1°F (4.5°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can change significantly. Also, extending your stay can lead to fantastic savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a practical and user-friendly area to plan new adventures, seamlessly continue from where you last stopped, or manage your travel arrangements. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Why people love visiting beautiful Pineville

The mountains, parks and forests display a scene truly unique to Pineville. This city is scenic and welcoming, recognized for its restaurants, hiking and waterfalls. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Pineville

Are you searching for top things to see and do while you're in town? Venture out of your cozy vacation rental and experience everything that makes Pineville a fun place to get away. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Kentucky Splash Water Park (26.7 mi / 43 km)
  • Wasioto Winds Golf Course (1.8 mi / 2.9 km)
  • Barbourville Water Park (13 mi / 21 km)
  • Middlesboro Country Club (10.3 mi / 16.5 km)

Exploring the natural landscape of Pineville

Whether you're looking for adventure or just want to appreciate the scenery, Pineville is a great spot to appreciate mother nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • The Pinnacle (10.9 mi / 17.6 km)
  • Kentucky Ridge State Forest (6.7 mi / 10.8 km)
  • Boone's Ridge Wildlife Park (7.2 mi / 11.5 km)
  • Thompson Park (12.6 mi / 20.3 km)
  • Williamsburg City Park (25.6 mi / 41.2 km)
  • Bill H. Woods Downtown Park (25.7 mi / 41.4 km)

Frequently asked questions

What is the best area to stay in Pineville when booking a vacation rental?
When considering a vacation rental in Pineville, Kentucky, the downtown area is an excellent choice. This vibrant neighbourhood offers easy access to local attractions, making it a convenient base for your vacation. Here, you can explore the picturesque Pine Mountain State Resort Park, which is great for hiking enthusiasts and nature lovers alike. The park features breathtaking views and a variety of trails, allowing visitors to immerse themselves in the natural beauty of the region.
How much does it cost to rent a vacation home in Pineville?
Prices for vacation rentals in Pineville 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 Pineville to more spacious homes.
Are there any discounts for Pineville vacation house rentals?
You can find great discounts on house rentals in Pineville 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 Pineville?
In Pineville, vacation houses and cottages are the most popular types of rental accommodations, with several available throughout the area. These properties are typically situated in tranquil neighbourhoods, providing a serene atmosphere for visitors looking to explore the natural beauty of the nearby Daniel Boone National Forest. Most vacation houses and cottages come equipped with essential amenities such as fully furnished kitchens, comfortable living areas, and outdoor spaces for relaxation, making them ideal for families or groups.
Are there any family house rentals in Pineville?
In Pineville, Kentucky, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The area offers spacious homes primarily located near the scenic Cumberland River and the beautiful Pine Mountain State Resort Park, which features hiking trails and picnic spots great for family outings.

Many of these properties come equipped with full kitchens, allowing families to prepare meals together, as well as ample living spaces for relaxation and bonding time. Outdoor areas, such as decks or yards, are often included, providing safe play zones for kids to enjoy.
Can I find long-stay vacation rentals in Pineville?
A long-stay vacation rental in Pineville 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 Pineville?
In Pineville, Kentucky, there are several pet-friendly house rentals available, suiting those travelling with their furry companions. Many of these properties are equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.

The area is known for its beautiful natural surroundings, including nearby hiking trails and parks that are great for walking dogs and exploring the outdoors. Specifically, the Pine Mountain State Resort Park offers ample opportunities for pet-friendly activities, with scenic trails and picnic areas that welcome pets on leashes.
Are there any remote work vacation rentals in Pineville?
In Pineville, Kentucky, there are several remote work-friendly vacation rentals available, making it a great choice for those looking to combine work and leisure. Many of these properties come equipped with essential amenities such as Wi-Fi, desks, desk chairs, and even computer monitors, ensuring that travellers can maintain productivity while enjoying their stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Pineville vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Pineville 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 Pineville?
In Pineville, popular vacation rental amenities include well-equipped kitchens, allowing guests to prepare their own meals during their stay. Most rentals also feature essential items such as coffee makers, cookware, dishware, and utensils, making it convenient for travellers to enjoy home-cooked meals. Additionally, many properties come with dishwashers and freezers, which further enhance the comfort and functionality of the accommodations.
When is the best time to visit Pineville for a vacation rental?
The best time to visit Pineville for a vacation rental is during the peak season from May to July, with June being particularly popular. This vibrant period attracts outdoor enthusiasts eager to explore the stunning natural beauty of the Daniel Boone National Forest, where hiking, fishing, and camping opportunities abound. The warmer temperatures, typically in the high teens to low twenties Celsius, create an inclusive setting for those looking to immerse themselves in the great outdoors.

June offers a lively atmosphere, great for travellers. The longer daylight hours provide ample time for sightseeing, whether you're exploring the scenic trails or enjoying local festivals. Pineville's charming downtown area also hosts various events that highlight the region's culture and heritage, making it an ideal time to experience the local community.

For those seeking a more budget-friendly option, consider visiting in December. While this month marks the low season, it presents a unique opportunity to enjoy Pineville's winter charm, complete with festive decorations and a peaceful ambiance. You can embrace the quieter surroundings and take part in winter activities like hiking, all while enjoying lower accommodation rates.
How early should I book a Pineville vacation rental?
Book your Pineville 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 Pineville home rental booking on Vrbo?
To find Pineville 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 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 Pineville 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.
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.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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