Photo by T. R. Filbin

Pineville holiday lettings

We found 16 holiday rentals — enter your dates for availability

Discover a selection of 6 homes and other holiday rentals in Pineville that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Pineville

  • Outdoor Adventures: Pineville is perfect for outdoor enthusiasts, offering stunning landscapes and ample hiking opportunities.
  • Charming Downtown: Discover local culture in the vibrant downtown area, filled with shops and eateries.
  • Historical Exploration: Venture into nearby historical neighbourhoods for an enriching cultural experience.
  • Diverse Accommodation: Choose from a variety of charming stays, including cottages and private vacation homes.
  • Community Warmth: Enjoy the friendly atmosphere and welcoming nature of Pineville's residents.

Popular types of accommodation in Pineville

You've chosen Pineville for your getaway, and now it's time to explore your accommodation options. From charming houses to cozy cabins and delightful cottages, Pineville offers a variety of stays to suit every taste. Whether you're seeking friendly apartments in Pineville or affordable options, you're sure to find the perfect place for your visit. Dive into our selection of Pineville apartments and make your trip truly memorable!

  • Houses: The top choice for holiday stays in Pineville, offering spacious and comfortable settings perfect for families or groups.
  • Cabins: A charming option for those seeking a rustic retreat, these cabins provide a cosy atmosphere amidst nature.
  • Cottages: Quaint and inviting, cottages in Pineville offer a delightful home-away-from-home experience.
  • Caravan Parks: Ideal for a budget-friendly stay, caravan parks provide a vibrant community atmosphere with various amenities.
  • Apartments: A practical choice for solo travellers or couples, these self-contained apartments allow for a more independent stay.**

Top attractions in and around Pineville

Pineville, Kentucky, is an ideal destination for outdoor enthusiasts and adventure seekers, offering stunning scenery and a variety of attractions. Visitors can explore national parks, educational sites, and nature reserves that provide enriching cultural experiences. Whether you're travelling solo, with family, or as a couple, Pineville promises a memorable holiday filled with exciting activities and breathtaking landscapes.

  • Pine Mountain State Resort Park: Experience the great outdoors with stunning scenery, hiking trails, and various adventure activities in this beautiful national park located in Pineville.
  • Bell County Historical Society Museum: Discover the rich culture and history of the region just 6.8km from Pineville, showcasing local artefacts and exhibits that tell the story of Bell County.
  • Cumberland Gap National Historical Park: Explore the breathtaking landscapes and outdoor adventures in this national park, also 6.8km away, with a mix of historical significance and natural beauty.

Things to do recommended for couples

Pineville offers a charming getaway for couples. Enjoy a leisurely walk by the scenic Pine Mountain State Resort Park or cosy up with a picnic at the beautiful Pineville City Park. Don't miss the stunning views from the Pine Mountain Overlook for a romantic sunset.

Things to do recommended for families

Families will love exploring Wilderness Road State Park, just 8.1km from Pineville, offering a tranquil retreat in nature. For adventure seekers, the Barbourville Water Park, also 8.1km away, provides thrilling water slides and fun-filled family entertainment, making it a perfect day out.

Things to do recommended for groups

Enjoy a round of golf at Wasioto Winds Golf Course for a sporty outing, or head to Middlesboro Mall for shopping and entertainment, only 6.2km away. For another golfing experience, visit Middlesboro Country Club, also 6.2km from Pineville, perfect for outdoor enthusiasts.

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

If you're travelling with a group, family, pets, or seeking longer stays, it's important to filter your options based on your specific priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Pineville with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor area for group gatherings. Thankfully, you can easily apply these filters and more on Vrbo.
  • Traveling to Pineville with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, alongside suitable facilities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is advisable.
  • Taking your pets with you to Pineville: For many, a family holiday wouldn’t be the same without their furry companion. If you can relate, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding 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 holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Pineville

Pineville, Kentucky, offers a delightful blend of outdoor adventures and scenic beauty, making it an ideal destination for travellers seeking relaxation and friendly atmospheres. Explore the charming downtown Pineville, where local culture thrives, or venture into the surrounding areas to discover historical neighbourhoods. Just a stone's throw away, nearby cities provide additional opportunities for exploration. Whether you're hiking through nature or enjoying the warmth of the community, Pineville promises a memorable holiday experience.

  • Cumberland Gap: Situated 6.8km from Pineville, Cumberland Gap is a charming city that beckons outdoor enthusiasts and adventurers alike. Renowned for its stunning scenery, this area offers a plethora of activities, including numerous hiking trails and well-equipped campgrounds. The highlight of Cumberland Gap is the nearby Cumberland Gap National Historical Park, which provides visitors with breathtaking views, rich history, and a chance to witness the beauty of nature up close. It's an ideal spot for those looking to immerse themselves in the great outdoors.
  • Middlesboro: Also located 6.8km from Pineville, Middlesboro is another gem in the region, perfect for travellers seeking adventure and captivating landscapes. This vibrant city is surrounded by lush recreational areas, making it an excellent base for hiking and camping. Explore the Middlesboro National Park, which features picturesque trails and abundant wildlife, or visit historical landmarks that tell the story of the area's rich heritage. Whether you're looking to hike, explore, or simply take in the views, Middlesboro has something for everyone.
  • Laurel Lakes: Nestled in close proximity to Pineville, Laurel Lakes is a quaint village that offers a romantic and scenic retreat. This idyllic spot is perfect for those seeking a peaceful getaway, with its tranquil lake and surrounding national state park. Visitors can enjoy a variety of outdoor activities, including hiking trails and camping facilities. The beautiful parkland provides an ideal setting for a picnic or a leisurely stroll, making Laurel Lakes a delightful destination for couples and nature lovers alike.

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

Are you keen to save on your next holiday? It’s worth being flexible with your travel dates, as prices can vary significantly. Additionally, opting for an extended stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy space for you to plan new adventures, continue from where you paused, or manage your travel arrangements. You'll discover your saved or booked properties neatly organised under Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Why people love visiting scenic Pineville

The mountains, parks and forests display a scene truly unique to Pineville. This city is scenic and welcoming, recognised for its restaurants, hiking and waterfalls. With a holiday 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

Do you want to find things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Pineville a fun spot to go on holiday. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Wasioto Winds Golf Course (1.8 mi / 2.9 km)
  • Kentucky Splash Water Park (26.7 mi / 43 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 an adventurous traveller or just want to take in the scenery, Pineville is a great spot to appreciate mother nature. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Williamsburg City Park (25.6 mi / 41.2 km)

Frequently asked questions

What is the best area to stay in Pineville when booking a holiday rental?
When considering a holiday rental in Pineville, Kentucky, a popular area to stay is near the town centre. This vibrant neighbourhood offers a charming atmosphere with easy access to local amenities and attractions. Just a short stroll away, you'll find the historic Bell County Courthouse, a lovely example of classic architecture, and the nearby Pine Mountain State Resort Park, which is great for outdoor enthusiasts looking to explore hiking trails and enjoy beautiful natural scenery.

Another appealing area to consider is close to the Pineville Community Park, where families can enjoy recreational activities and picnics in a picturesque setting. This area typically features a range of properties, suiting various preferences and budgets.
How much does it cost to rent a holiday home in Pineville?
Prices for holiday 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 holiday 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 holiday rental accomodation in Pineville?
In Pineville, holiday houses are the most popular type of holiday rental, with around 12 available in the area. These houses provide ample space and comfort, making them suitable for families or groups seeking a relaxing getaway. Most holiday houses come equipped with full kitchens, spacious living areas, and often outdoor spaces for barbecues or enjoying the natural surroundings. Additionally, there are several apartments and cottages available, which offer a cozier alternative for couples or smaller groups. These options typically feature essential amenities like kitchenettes and comfortable seating areas, suiting various traveller preferences.
Are there any family house rentals in Pineville?
In Pineville, Kentucky, there are several family-friendly house rentals available, making it a suitable destination for groups. Visitors can find accommodations that offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can play and explore. Many properties are equipped with essential amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay.

The charming town is near popular attractions like the Pine Mountain State Resort Park, which offers hiking trails and stunning natural scenery, superb for family outings. Additionally, the nearby Cumberland Gap National Historical Park is a great spot for outdoor adventures, providing opportunities for hiking and wildlife observation.
Can I find long-stay holiday rentals in Pineville?
A long-stay holiday 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 for travellers looking to enjoy the area's natural beauty. Many of these properties come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces, great for families or groups. Some rentals even feature features like large backyards and patios, providing a comfortable environment for you and your pets.

The town is situated near the scenic Daniel Boone National Forest, offering ample opportunities for outdoor adventures such as hiking, fishing, and exploring the lush landscapes.
Are there any remote work holiday rentals in Pineville?
In Pineville, Kentucky, there are several holiday rentals suitable for remote work. These properties often come equipped with essential amenities such as high-speed internet, Wi-Fi access, and dedicated workspaces, including desks and monitors, ensuring a productive environment for those working remotely. The town itself offers a picturesque setting, with nearby attractions such as the Daniel Boone National Forest, where you can enjoy outdoor activities during breaks. The rentals typically provide comfortable living spaces, making them ideal for both work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Pineville holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many rentals also welcome pets, making it a convenient choice for travellers who wish to bring their furry friends along. Additionally, service animals are permitted, suiting those requiring assistance. Visitors can expect coffee and tea makers in their accommodations, great for enjoying a warm beverage at any time. Dining areas are also common, providing a comfortable space for meals and gatherings.
When is the best time to visit Pineville for a holiday rental?
The best time to visit Pineville for a holiday 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 a wealth of hiking, fishing, and kayaking opportunities await. The warm temperatures, typically ranging from 15 to 30 degrees Celsius, create ideal conditions for enjoying the great outdoors.

June not only brings pleasant weather but also a lively option, with many local events and festivals that showcase the charm of Pineville. It's the superb time to immerse yourself in the local culture while enjoying scenic views and outdoor adventures.

For those seeking a more budget-friendly experience, consider planning your visit in December. While this month is quieter and offers a unique perspective on Pineville's winter charm, it's an excellent time for cosy getaways, with opportunities for indoor activities and exploring local attractions without the hustle and bustle of peak season.
How early should I book a Pineville holiday rental?
Book your Pineville 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.
What are the top attractions in Pineville?
In Pineville, Kentucky, visitors can enjoy a range of attractions that highlight the area's natural beauty and rich history. The Pine Mountain State Resort Park is a standout destination, offering hiking trails, picnic areas, and stunning views of the surrounding mountains. The park is ideal for those who enjoy outdoor activities such as camping and fishing, with several rental cabins available nearby for a convenient stay.

Another popular attraction is the historic Bell County Courthouse, which showcases beautiful architecture and provides insight into the town's past. Visitors can also explore the nearby Cumberland Gap National Historical Park, which is just a short drive away and features scenic trails and historical sites that highlight the early pioneer experience in America.

For a taste of local culture, the Pineville Community Theatre offers various performances throughout the year, providing a glimpse into the artistic side of this charming town.
Can I change or cancel my Pineville home rental booking on Vrbo?
To find Pineville 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 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 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.
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, 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.

More holiday ideas