Photo by T. R. Filbin

Pineville vacation rentals

We found 16 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 a haven for adventure lovers, offering hiking, camping, and breathtaking scenery.
  • Rich history: Explore local museums and the historical charm of nearby Middlesboro.
  • Charming accommodations: Stay in cozy cabins, rustic retreats, or private vacation homes for a unique experience.
  • National parks: Discover stunning natural parks that provide opportunities for exploration and relaxation.
  • Welcoming community: Experience the friendly atmosphere and hospitality of Pineville and its surroundings.

Popular types of accommodation in Pineville

If you're planning a getaway to Pineville, you're in for a treat. Our platform offers a variety of popular vacation rentals, including houses, cozy cabins, and charming cottages. Whether you're searching for rentals near Pineville, spacious apartments, or comfortable bedroom rentals, we've got options that suit your needs. Explore available rentals with photos to find the perfect spot for your stay.

  • Houses: The top choice for visitors in Pineville, offering spacious and comfortable accommodations ideal for families and groups.
  • Cabins: A popular option for those seeking a rustic experience, these cozy retreats blend nature with comfort.
  • Cottages: Charming and quaint, cottages provide a delightful atmosphere for a romantic getaway or peaceful retreat.
  • Caravan Parks: Great for adventurous travelers, these parks offer accessible spots for campers and RV enthusiasts.
  • Apartments: Perfect for independent travelers, apartments provide all the essentials for a convenient stay.**

Top attractions in and around Pineville

Pineville, Kentucky, offers a fantastic getaway for outdoor and adventure enthusiasts. Visitors can explore national parks, delve into local history at museums, and immerse themselves in the beautiful scenery. Whether you're seeking cultural experiences or thrilling activities, Pineville has something for everyone. Don't miss the chance to explore the charming town and its surroundings for a truly memorable vacation.

  • Pine Mountain State Resort Park: Nestled in the heart of Pineville, this park offers breathtaking scenery and a range of outdoor adventures, including hiking, fishing, and camping, making it perfect for nature lovers.
  • Kentucky Ridge State Forest: This expansive forest provides a fantastic setting for outdoor activities such as hiking and wildlife observation, allowing visitors to immerse themselves in Kentucky's natural beauty.
  • Bell County Historical Society Museum: Located 11 miles from Pineville, this museum offers a glimpse into local history and culture, featuring artifacts and exhibits that celebrate the region's heritage.

Things to do recommended for couples

Planning a romantic getaway in Pineville? Explore the scenic Pine Mountain State Resort Park, where you can hike hand-in-hand and enjoy breathtaking views. Don't miss a cozy evening at a local restaurant, savoring delicious Southern cuisine under the stars for a perfect couple's experience.

Things to do recommended for families

Your family will love exploring Wilderness Road State Park, just 13 miles from Pineville, where you can enjoy nature and relaxation. Don’t miss the fun at Barbourville Water Park, also 13 miles away, offering thrilling water slides and family-friendly entertainment for all ages.

Things to do recommended for groups

In Pineville, groups can enjoy a round of golf at Wasioto Winds Golf Course or Middlesboro Country Club, both offering great outdoor experiences. For shopping and entertainment, the Middlesboro Mall is a short drive away, perfect for family-friendly fun and relaxation.

*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 traveling with friends, family, pets, or planning an extended stay, it's important to prioritize your preferences when searching. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Pineville with a group: Think about how many bedrooms you require and any additional features, like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Pineville with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Pineville: For many families, a vacation isn’t truly fulfilling unless their furry companion is along for the adventure. If that resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Pineville: If you're in search of vacation rentals with great deals for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Pineville

Pineville, Kentucky, is a hidden gem for adventure seekers and nature lovers alike. Nestled amidst stunning scenery, it offers a perfect blend of relaxation and exploration. Nearby, the charming town of Middlesboro invites you to experience its rich history and friendly atmosphere. For a rustic retreat, Rustic Haven is a must-visit. Whether you seek outdoor thrills or a serene getaway, Pineville and its surrounding areas promise an unforgettable vacation experience.

  • Middlesboro: Located 11 miles from Pineville, Middlesboro offers a vibrant blend of outdoor adventure and stunning scenery. Nestled in the heart of the Appalachian Mountains, this city is a gateway to numerous recreational activities. Visitors can explore nearby hiking trails, campgrounds, and the breathtaking national and state parks. The rich history of Middlesboro is showcased through its historic sites, making it an ideal destination for both adventure seekers and history buffs alike.
  • Cumberland Gap: Just 11 miles from Pineville, Cumberland Gap is a charming city steeped in history and natural beauty. This area is renowned for its outdoor adventures, including extensive hiking trails and beautiful campgrounds. The Cumberland Gap National Historical Park is a must-visit, offering scenic views and a glimpse into the region's past. Whether you’re looking to hike, camp, or simply enjoy the stunning landscapes, Cumberland Gap is a fantastic spot for nature lovers and explorers.
  • Laurel Lakes: Situated within the Pineville area, Laurel Lakes is a picturesque village perfect for romantic getaways and outdoor enthusiasts. This serene destination is known for its tranquil lake, offering opportunities for fishing, kayaking, and picnicking. With well-maintained hiking trails and campgrounds nearby, visitors can immerse themselves in nature while enjoying the scenic beauty of the national state park and local parks. It's an ideal spot to unwind and connect with nature.

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 a breeze

Are you eager to save on your upcoming adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, feel free to utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash on the total booking amount. It's truly rewarding to be the organizer. Enroll in our One Key rewards program to unlock exclusive savings for members and start accumulating OneKeyCash on qualifying stays. Sign up today and begin your journey to earning rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new trips, pick up right where you left off, or easily manage your travel arrangements. You can find the properties you've saved or booked organized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/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:

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

  • Kentucky Ridge State Forest (6.7 mi / 10.8 km)
  • The Pinnacle (10.9 mi / 17.6 km)
  • Martins Fork Lake (23.9 mi / 38.5 km)
  • Memorial Park (27.1 mi / 43.7 km)
  • Boone's Ridge Wildlife Park (7.2 mi / 11.5 km)
  • Thompson Park (12.6 mi / 20.3 km)

Frequently asked questions

What is the best area to stay in Pineville, Kentucky, United States of America when booking a vacation rental?
When considering a vacation rental in Pineville, Kentucky, a popular area to stay is near the downtown district. This charming neighborhood not only offers a variety of rental options but also provides convenient access to local attractions. Just a short stroll away, you'll find the stunning Pine Mountain State Resort Park, which is great for outdoor enthusiasts, featuring hiking trails, picnic areas, and breathtaking views. Additionally, the historic Bell County Courthouse adds a touch of local heritage to your visit, making it a great spot for photos and exploration.

Another appealing area is close to the scenic Cumberland River. This region is known for its tranquil atmosphere and picturesque landscapes, ideal for those looking to unwind. You can enjoy activities such as fishing and kayaking, while also being near downtown amenities. The combination of nature and local charm makes this area particularly attractive for vacation rentals, as visitors can experience the best of both worlds.
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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
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 are quite popular, with several available throughout the area. These houses typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxing after a day of exploring the natural beauty surrounding Pineville. Additionally, cottages are also in demand, offering a cozy, rustic charm with amenities such as fireplaces and porches to enjoy the scenic views. Apartments, while less common, provide convenient options for travelers seeking a smaller, more manageable space.
Are there any family house rentals in Pineville?
In Pineville, Kentucky, there are several family-friendly house rentals available, making it a wonderful destination for those traveling with children. The homes in the area often provide spacious living environments, allowing families to relax comfortably. Many of these properties include full kitchens, which are superb for preparing meals together, as well as outdoor spaces where kids can play and explore.

Visitors can enjoy the natural beauty of the surrounding area, with nearby attractions such as the scenic Pine Mountain State Resort Park, which offers hiking trails and picnic areas. Additionally, the charming downtown area has local shops and eateries, adding to the family-friendly atmosphere.
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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Pineville?
In Pineville, there are several pet-friendly house rentals available, offering a great option for travelers looking to bring their furry companions along. Many of these rentals come equipped with essential amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can roam and play. Some properties may even feature fenced yards, ensuring a safe environment for pets to enjoy.

The charming surroundings of Pineville provide an inviting space for pets and their owners. Nearby, the Daniel Boone National Forest offers numerous trails and outdoor spaces superb for hiking and exploring with pets. The area is known for its beautiful landscapes, making it an ideal destination for nature lovers. See all pet-friendly rentals in Pineville.
Are there any remote work vacation rentals in Pineville?
In Pineville, Kentucky, there are several remote work-friendly vacation rentals available, making it a suitable destination for those looking to blend work and leisure. These rentals typically come equipped with essential amenities such as free Wi-Fi, dedicated workspaces, and comfortable seating areas, allowing for a productive work environment. Many properties also feature additional perks like computer monitors and convenient access to local attractions. 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 travelers 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 kitchens, allowing guests to prepare their own meals and enjoy a home-like experience. Many properties also permit pets, making it easier for travelers to bring their furry companions along. Additionally, rentals often come equipped with coffee and tea makers, great for those early mornings or leisurely afternoons. Dining areas are also common, providing a comfortable space for meals together.
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 standing out as the most popular month. This vibrant period draws outdoor enthusiasts eager to explore the scenic beauty of the Appalachian Mountains and enjoy a variety of recreational activities, including hiking, fishing, and white-water rafting.

During these months, visitors can expect warm temperatures, typically ranging from the mid-60s to the low 80s Fahrenheit, creating ideal conditions for outdoor adventures and sightseeing. The lush greenery and blooming wildflowers further enhance the stunning landscapes, making it a superb backdrop for photography and nature walks.

For those who prefer a more tranquil experience, consider visiting in December. While it falls outside the peak travel season, this month offers a unique charm, with the possibility of winter activities and a chance to enjoy the holiday spirit in a cozy setting. The peaceful atmosphere allows for intimate exploration of the area's natural beauty without the usual crowds.

Regardless of when you choose to visit, Pineville promises an array of delightful experiences, from its picturesque nature trails to its rich cultural heritage.
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.
What are the top attractions in Pineville, Kentucky, United States of America?
In Pineville, Kentucky, visitors can explore several attractions that highlight the area's natural beauty and history. The nearby Cumberland Gap National Historical Park offers stunning hiking trails and scenic views, superb for outdoor enthusiasts. The park's visitor center provides educational exhibits about the region's history and the significance of the Cumberland Gap as a key passageway for early settlers.

Downtown Pineville is charming, with local shops and eateries that reflect the town's heritage. The Bell County Historical Society Museum showcases artifacts and stories from the region, making it a great stop for those interested in local history.

Additionally, the Pine Mountain State Resort Park is nearby, featuring a range of outdoor activities such as fishing, hiking, and picnicking, along with beautiful lodge accommodations for those looking to stay close to nature.
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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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