Pineville holiday lettings

We found 15 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

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:

  • 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 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)
  • 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 holiday rental?
When considering a holiday rental in Pineville, Kentucky, the downtown area is an excellent choice. This vibrant neighbourhood offers a charming atmosphere with easy access to local amenities, restaurants, and shops. Staying here places you within walking distance of attractions like the Bell County Historical Museum, where you can delve into the rich history of the region, and the scenic Pine Mountain State Resort Park, superb for hiking and enjoying the natural beauty of the Appalachian Mountains.

Another appealing option is the vicinity around the Pineville Community Park, which provides a lovely setting for outdoor activities and family gatherings. This area typically features a range of properties, from cosy cottages to spacious homes, making it easy to find something that suits your needs. The community spirit is palpable, and you'll find that the friendly locals are keen to share their recommendations for local dining and entertainment.
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 and cottages are the most popular types of accommodation, with several available throughout the area. These rentals are often situated in tranquil settings, providing a peaceful retreat for visitors. Most holiday houses come equipped with multiple bedrooms, fully furnished kitchens, and spacious living areas, making them ideal for families or groups. Cottages typically offer a charming atmosphere, often featuring rustic decor and outdoor spaces for relaxation.
Are there any family house rentals in Pineville?
In Pineville, Kentucky, there are some family-friendly house rentals available, making it a suitable destination for groups looking to enjoy the great outdoors. Many of these homes are located near popular attractions such as the Daniel Boone National Forest, where visitors can partake in hiking, fishing, and exploring the natural beauty of the region.
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, offering an inviting space for travellers accompanied by their furry friends. Many of these holiday homes come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can play.
Are there any remote work holiday rentals in Pineville?
In Pineville, Kentucky, there are several holiday rentals suitable for remote work. Many of these properties come equipped with essential amenities such as dedicated desk spaces, comfortable desk chairs, and reliable Wi-Fi, ensuring a productive work environment. Some rentals may even feature additional conveniences like computer monitors for an enhanced work experience. 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 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.
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.
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.

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