Vacation rentals in Pineville

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Top-rated vacation rentals in Pineville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The charming brick house is set in a green landscape, featuring a front porch with rocking chairs. A carport shelters a vehicle on the side. Tall trees and gently sloping grass create a peaceful outdoor setting.
Home in Middlesborough
4.98 out of 5 average rating, 47 reviews

Family Friendly Near LMU Cumberland Gap Sleeps 10

Escape to this beautiful home in Middlesboro KY nestled in the Appalachian Mountains. Built in 1944 and lovingly remodeled to keep the original character. You will enjoy quiet nights on the porch, a 65" TV with lots of streaming options, a large well stocked kitchen and comfortable beds. Minutes from LMU, the Cumberland Gap National Park, Abraham Lincoln Library, the Wilderness Trail and fishing at Canyon Creek Lake. Cook at home or enjoy some of the great restaurants in Middlesboro Welcome!

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Guest favorite
An aerial view captures the expansive green landscape of a golf course, bordered by trees and water features. The sun casts a soft glow over the rolling hills, highlighting the manicured fairways and bunkers below.
Home in Pineville
4.98 out of 5 average rating, 104 reviews

Pine Mountain Villa on Wasiota Winds Golf Course

Relax with the whole family at this peaceful place to stay. Awesome views every where you look in this 3 bedroom/2 bath home sitting directly on the 10th green. Large rock fireplace sits in the center of the home, perfect for family gatherings. Large Den perfect for entertaining and has a antique poker table that is perfect for any card games you wish to play. There is a screened in back porch complete with porch swing. Sitting area in front with 2 Adirondack chairs to enjoy the mountain views.

ValueFamilyOutdoor spaces

Top guest favorite
An inviting wooden porch is featured, adorned with potted plants and hanging ferns. Two chairs are positioned comfortably, offering a serene setting surrounded by greenery. Sunlight casts soft shadows on the porch floor, enhancing the tranquil ambiance of the space.
Cabin in Pineville
4.96 out of 5 average rating, 209 reviews

Outdoor Lover's Creekside Cabin (dog friendly)

Enjoy all the scenery of Bell county in this creekside cabin. Whether you prefer to hike, fish, ride sxs, or just enjoy scenery, we have it all. 3 min from Pine Mtn State Park and Wasioto Winds Golf Course, 7 min to downtown Pineville, 20 min to Cumberland Gap National Park. Kingdom Come State Park and Cumberland Falls are an hour drive. Load up your sxs or atv and ride one of the many trails right from the driveway! Black Mountain Off Road Park and Tackett Creek are also about an hour away.

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Superhost
A cozy living room features a dark accent wall and large windows allowing natural light. A dark sofa is accompanied by decorative cushions. A coffee table with plants sits atop a textured area rug, while a lamp provides soft illumination next to a seating area with a plush chair.
Home in Gray
4.78 out of 5 average rating, 49 reviews

Bluegrass Bungalow

Escape to this peaceful woodland retreat in southeast Kentucky, just minutes from Corbin. Enjoy 500 Mbps Wi-Fi, a covered front porch, a back deck with a charcoal grill, Smart TVs in the living room and master bedroom, and a fully stocked kitchen with a coffee maker. Conveniently located near The Corbin Arena, Cumberland Run Horse Track, Cumberland Falls, Laurel Lake, Levi Jackson Wilderness Road Park, Union College, the University of the Cumberlands, and the birthplace of KFC.

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Top guest favorite
The wooden exterior of a cozy cabin is showcased, featuring a wide front porch with sturdy railings. Sunlight illuminates the natural wood finish, and grassy areas surround the cabin, with rolling hills visible in the background under a clear blue sky.
Cabin in Harrogate
4.98 out of 5 average rating, 98 reviews

Pump Springs Farm

Cozy Cabin at Pump Springs Farm, Nestled in East Tennessee’s foothills, our 1B1B guest cabin at Pump Springs Farm offers rustic charm & modern comfort. Near LMU, it’s perfect for students, families, or if you're passing through. Enjoy HDTV, standing Desk, Free Fiber Wi-Fi, & mountain views with 🐮s. Hike Cumberland Gap trails! Visit the National park! Canoe Powell River! Pet-friendly. Heat/AC, Washer/Dryer, Kitchen, King, Queen+twin pullouts, pack&play, shared driveway

ValueFamilyAccuracy

Top guest favorite
Apartment in Gray
4.95 out of 5 average rating, 83 reviews

Sleeping Turtle Lily Pad

This unit is a ground floor space overlooking a beautiful spring-fed lake and a wonderful mountain background. Feel free to take a stroll around the property, and in the evening make a fire and roast marshmallows. This location is just over 11 miles off of I75. Close attractions include Cumberland Falls, Levi Jackson, Pine Mountain, Colonel Sanders Museum, Laurel Lake and more. This is a FORMER paylake. Please don't expect to fish, as the paylake is closed.

ValueFamilyBathroom

Guest favorite
Guesthouse in Middlesborough
4.95 out of 5 average rating, 127 reviews

Pumpkin Patch

The Pumpkin Patch is a warm and cozy 2 bedroom, 1 bath bungalow with an open concept. Situated in Middlesboro, KY the only city in the USA built inside a crater. This newly renovated home is located in a quiet neighborhood at the edge of town. You'll enjoy exploring Cumberland Gap National Park, LMU, Abraham Lincoln Museum and Library and the Old Town Ghost Tours. Small pets are allowed so bring your fur baby!

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Superhost
Cabin in Pineville
4.61 out of 5 average rating, 18 reviews

Secluded A-Frame Retreat on Private Pond

Escape to our peaceful luxury log cabin nestled in the mountains of Kentucky. This spacious A-frame retreat overlooks a private pond and offers the perfect blend of charm and comfort. Relax on the wraparound porch, enjoy morning coffee surrounded by nature, or unwind inside beneath soaring wood ceilings. The cabin features warm lodge-style interiors, a full kitchen, Wi-Fi, and beautiful views from every angle.

LocationNearbyCleanliness

Top guest favorite
Home in Pineville
5.0 out of 5 average rating, 26 reviews

Cozy Cottage

Close to down town Pineville, LMU campus, Pine Mountain State Park, Bell Theater, Cumberland Gap National Park. This centrally located cottage is just 5 minutes from downtown Pineville & Wasioto Winds Golf Course. 7 minute drive to Pine Mountain State Park, 15 min to Middlesboro, 20 min to Lincoln Memorial University, 13 min drive to Cumberland Gap National Park, 30 min to Harlan and 60 min to Lynch.

ValueFamilyKitchen

Guest favorite
A comfortable bedroom features a queen-size bed with a light green bedspread and vibrant orange accents. Two bedside tables hold lamps, and three framed landscape prints adorn the wall. Natural light enters through a window covered with light curtains, highlighting the room's inviting atmosphere.
Apartment in Cumberland Gap
4.91 out of 5 average rating, 119 reviews

The Gap Getaway - Luxury Apt Near LMU & Nat’l Park

Luxury apartment located on a main street of the historic town of Cumberland Gap, TN! Enjoy a weekend getaway at the foothills of the Appalachian Mountains. The apartment is well equipped with a full kitchen, bathroom, one bedroom, dining area, living room, washer/dryer, and a front porch with breathtaking views. Take full advantage of this home away from home with all the necessary amenities.

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Guest favorite
A well-maintained garden area features a mix of colorful flowers, including yellow lilies, alongside neat shrubbery. A stone pathway leads toward the entrance, which is framed by a brick façade and a bench. The manicured lawn provides a contrasting green backdrop.
Home in Harrogate
4.97 out of 5 average rating, 30 reviews

Mountainview Manor

Escape to Mountanview Manor, a peaceful mountain retreat with 3 spacious bedrooms, 2 full baths, and a large, fully equipped kitchen. Enjoy stunning mountain views from the outdoor space. Minutes from Lincoln Memorial University, Cumberland Gap National Historical Park, and the Powell River for biking, hiking, and kayaking. Relax, recharge, and take in the beauty of the mountains.

FamilyLocationComfort

Guest favorite
The front of the house features a brick facade with large windows and dual planters adorned with decorative elements. A manicured lawn leads to the entrance, offering a welcoming sight with low shrubs and green foliage framing the pathway.
Home in Harrogate
4.89 out of 5 average rating, 144 reviews

Harrogate Home with Mountain View’s Dog Friendly

3 bedroom 2 bath dog friendly home. With wonderful views of the East TN mountains year round! Located 2 miles from Lincoln Memorial University. Less than 5 miles from the town of Cumberland Gap and Middlesboro, Ky. Close to Norris Lake. We take pride in ensuring cleanliness and follow strict COVID cleaning standards provided by the CDC.

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Popular amenities for Pineville vacation rentals