Holiday rentals in Pine Top

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Top-rated holiday rentals in Pine Top

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Guest favourite
Home in Hazard
4.96 out of 5 average rating, 168 reviews

Small Town Charmer - Hazards Best Airbnb!

This lovely cottage style home is located in a well established neighborhood in downtown Hazard. It is perfect for guests coming into town for work, family gatherings or a weekend away. The home will comfortably sleep up to 7 guests & pets are welcome too! This location is 10 minutes to ARH, 5 minutes to HCTC, & surrounded by areas for hunting, fishing & trail riding. The home is also located within an hours drive to the Red River Gorge, several lakes, ATV parks, mountain bike & hiking trails.

Top guest favourite
A welcoming entrance to the Mountain Escape Cottage is depicted, featuring a wooden sign displaying the name prominently. Colorful flower pots filled with vibrant blooms frame the entrance, while the cottage stands amidst a backdrop of trees under a clear blue sky.
Cottage in Lynch
4.98 out of 5 average rating, 199 reviews

Cozy 3-BR 2-bath cottage near highest point in KY

Nestled in the heart of Lynch, KY, surrounded by comforting mountains, sets the Mountain Escape Cottage. Less than 1 mile from Portal 31, you can dive deep into the rich history of this tiny coal town. Within minutes you can drive to ATV parks, the highest point in KY, and many other mountainous adventures. Grab some coffee at the old cafe turned coffee shop, and visit the KY Coal Museum just 5 minutes away in Benham, KY. You and your family will leave here with beautiful mountain memories!

Guest favourite
The exterior of the home showcases a well-maintained landscape, featuring a variety of colorful flowers arranged in a stone-bordered garden. Steps lead to an inviting entrance with large windows and a decorative stone chimney, surrounded by lush greenery.
Home in Lynch
4.92 out of 5 average rating, 169 reviews

Tranquility in the Mountains - House

Peaceful getaway offers relaxation & adventure in the KY mountains. Short drive to VA & TN. Large home has 4 bedrooms - 2 w/ private bath & 2 that share a double-vanity bath. Open living/dining area and kitchen. Nearby is a 7-hole golf course and swimming pool (available Memorial Day - Labor Day), hiking, and tourist attractions such as Portal 31 and the KY Coalmine Museum, as well as Kingdom Come State Park. Plenty of parking; can accommodate trailers & RVs. RV park is a 45-minute drive.

Top guest favourite
A comfortable living area is outfitted with leather reclining couches, arranged around a wooden coffee table. Natural light filters through a nearby window. Warm wood paneling lines the walls, complemented by a decorative area rug, adding to the cozy atmosphere.
Cabin in Leburn
5 out of 5 average rating, 39 reviews

Hideaway in the Holler

Come make memories that will last a lifetime at our Hideaway in the Holler. Our cozy but airy cabin offers leather reclining couch and love seat, full kitchen, two bedrooms with queen beds, full bath with walk in shower, and laundry facilities. Hi-speed internet and a dedicated desk space make working remotely a breeze. Enjoy the big screen tv with all the streaming apps or get back to nature relaxing by the wood burning fire pit or on the wrap around porch overlooking our beautiful creek.

Top guest favourite
A cozy bedroom features a spacious bed adorned with light linens and decorative pillows. Above the bed, a wooden sign displays the phrase 'Be still & know.' Large windows allow natural light to fill the room, creating a serene atmosphere accentuated by white walls and a chandelier.
Tiny home in Jackson
4.95 out of 5 average rating, 100 reviews

Bee Still Tiny Home, Graham Estates, LLC

Take a step into our dreamy tiny home when the world is telling you to find a place to "bee still." The perfect destination for a romantic getaway, or a family vacation where the kids can make a fort in the loft. You will love this quiet, serene space located up a scenic driveway. The porch overlooks a small pond, and across the road you will find our small farm of goats and piggies. Take a walk around the property or enjoy all the adventures awaiting at Red River Gorge 35 minutes away.

Guest favourite
The exterior of the cottage features a facade of Kentucky River rock complemented by red brick accents. A gray metal roof extends over a small porch area with two wooden benches. Flower pots with white blooms sit on either side of the entrance.
Cottage in Whitesburg
4.95 out of 5 average rating, 234 reviews

The Stone Studio

A historic two-room studio cottage built from Kentucky River rock. Entire cottage rented for your privacy. Recently renovated with the modern conveniences of a kitchenette, outdoor smoking area, Wi-Fi, RokuTV, and blackout curtains. High ceilings create a bright and spacious feel. Conveniently located close to downtown. Off street parking by your front door. Walk to Main Street, Appalshop, and Kentucky Mist Distillery as well as many other small businesses and restaurants

Guest favourite
A spacious living area features a plaid sectional sofa adorned with red accent pillows. A rustic wooden coffee table is positioned in the center. Two lamps stand on either side, providing additional lighting, beside a doorway that leads to other areas of the apartment.
Flat in Pikeville
4.91 out of 5 average rating, 242 reviews

Sweet Dreams

* If you book for 7 days or more, you will receive a 20% discount off your stay. If you’re in town on business, to visit family or just traveling through, this 2ND FLOOR APT is perfect for you. Enjoy a full kitchen & onsite laundry facility. You’ll get a good nights sleep in a quiet space, on high quality mattresses. We are conveniently located just down the street from a Food City. We have a work desk & free WIFI. We’re just a 5 minute drive from downtown Pikeville.

Top guest favourite
An aerial view of a rustic log cabin framed by grassy terrain. The cabin features a metal roof and is surrounded by landscaped gardens. Outdoor seating is visible on the porch, enhancing the cabin's natural appeal against the backdrop of the Appalachian mountains.
Cabin in Whitesburg
4.98 out of 5 average rating, 203 reviews

BROWN’S ELK CABIN

Brown’s elk cabin is an Authentic, rustic, log cabin. Located in the heart of the beautiful Appalachian mountains, overlooking the KY river, Only a short drive to Pine Mtn hiking trails, Bad Branch Falls, Little Shepherd Trail, Kingdom Come State Park, Raven Rock golf course, and only twenty minutes from the Va. state line. Perfect getaway for relaxing with family and friends, sitting by the fire pit, or exploring the areas natural beauty. Located 3 miles from Whitesburg

Top guest favourite
The cottage is a single-story building with a white exterior and a black roof. A decorative star is featured above the front window. A gravel driveway leads to a garage on the left, while a small porch with steps extends towards a well-maintained lawn with potted plants.
Home in Whitesburg
4.97 out of 5 average rating, 612 reviews

Cowan Creek Cottage

Cowan Creek Cottage is close to the Cowan Community Center and only 5½ miles outside the city limits of Whitesburg. The cottage is located at the foothills of Pine Mountain. You’ll love the cottage and enjoy the feel of having your own little home in the mountains. Enjoy a clean and comfortable home away from home while visiting friends and family and enjoying our community. Cowan Creek Cottage is good for couples, solo adventurers, business travelers, and families.

Guest favourite
An inviting sleeping area features a cozy bed adorned with a nature-themed coverlet. Two windows framed by dark curtains allow natural light to fill the space. Wildlife photographs adorn the walls, contributing to the rustic charm, while a nightstand and lamp are positioned beside the bed.
Cabin in Campton
4.96 out of 5 average rating, 121 reviews

The Homestead at Hundred Acre Holler

Hundred Acre Holler is a beautiful stretch of land in the Appalachian Mountains near Campton, KY. With exceptional hiking, fishing, and hunting opportunities, incredible views, and just 15 miles from Red River Gorge State Park and the Kentucky Reptile Zoo, Hundred Acre Holler is the perfect place for a weekend getaway, or a home away from home. This listing is for Homestead, suitable for up to four guests. For other cabins, please see our listings.

Top guest favourite
A rustic cabin features a welcoming wooden facade with multiple large windows. A covered front porch with yellow seating is visible, surrounded by lush greenery. The entrance is flanked by steps leading up from a gravel path, inviting guests into a serene natural setting.
Cabin in Campton
4.97 out of 5 average rating, 198 reviews

Private 12 Acre Escape - Hot Tub, Firepit, Arcade

12 acres of peace and quiet in Campton. You can wander the trails, kick back by the firepit, or just take in the forest views. Evenings are for porch sunsets, hot tub stargazing, and the sound of birds all around. Inside, there’s a vintage Ms. Pac-Man for a little throwback fun. We’re about 15 miles from Red River Gorge, but it feels like you’ve got the whole place to yourself—no close neighbors, no traffic, just dark skies and starry nights.

Guest favourite
A vibrant mural depicting mountains and a sun creates a striking backdrop. A cozy seating area is featured in front, with a teal couch contrasted against a wooden floor. A stylish lamp adds a touch of warmth to the space.
Holiday home in Prestonsburg
4.98 out of 5 average rating, 169 reviews

The Burg

Enjoy local venues, The MAC, Planetarium, Jenny Wiley Lake, 1620 Distilling Company, hiking, biking, wildlife, local artisans and crafts. Home to Loretta Lynn's, Butcher Holler. Civil War History. Close to downtown shopping, walking distance to dining, coffee shops, and bakery. There are 2 rather short flights of stairs to access this unit.

Popular amenities for Pine Top holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Knott County
  5. Pine Top