Holiday houses in Harlan

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Top-rated holiday rentals in Harlan

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Guest favourite
The exterior of the house is shown, set against a backdrop of rolling green hills and a bright blue sky. A gravel driveway leads up to the home, with a seating area visible on a patio to the side. Lush trees surround the property.
Home in Baxter
4.99 out of 5 average rating, 77 reviews

Mountain View- ATV’s are welcome!

Our house is located on the top of a mountain in Harlan county! Perfect family friendly home! Enjoy the beautiful morning sunrises from the couch, kitchen table or the deck! We also have plenty parking for multiple trucks and ATV trailers! Unload at the house and take a scenic route to the off road park! The fun begins as soon as you get here! Need early access? We will do our best to make it happen! Come relax at this peaceful home away from home and enjoy all the adventures near Mountain View!

Top Guest favourite
The exterior of a rural home is displayed, featuring a welcoming front porch with wooden railings and seating. Lush greenery from the surrounding trees provides a natural backdrop. A dark blue front door and decorative elements, such as potted plants, enhance the inviting appearance.
Home in Big Creek
4.97 out of 5 average rating, 133 reviews

Daniel Boone Forest-Easy Park-I75-Hal Rogers Pkwy

Nestled within the Daniel Boone National Forest, approximately 13 miles from the Clay County seat of Manchester, our newly built, veteran-owned, pet-friendly, rural getaway awaits you and your guests! With several amenities including a private hot tub, twin-size porch bed swing, Nintendo Switch Game System, and fire pit with seating, you’re sure to feel right at home. Enjoy the thousands of acres of nearby hunting land, ATV trails (famous Red Bird Crest Trail, 0.9 miles away) or just relaxing!

Top Guest favourite
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
4.97 out of 5 average rating, 195 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.

Top Guest favourite
A mountain log cabin features a spacious wrap-around deck and large windows showcasing scenic views. Set against a lush green lawn, the cabin's wood exterior is complemented by natural stone accents. Surrounding trees add to the serene atmosphere.
Cabin in Jonesville
4.94 out of 5 average rating, 115 reviews

H&B Cabin and Farm at Wilder Bent

Beautiful mountain log cabin with modern amenities located on the Powell River. Our home has a spacious kitchen, large dinning table for family meals, and a gorgeous stone fireplace made from stone found on the property. The lower level is very private and is perfect for parents, in-laws, or teens. This is a peaceful get-a-way with plenty of fishing, hiking, and kayaking. Just a few minutes from Jonesville, VA, Hwy. 58 and tourist attractions in driving distance. Your home away from home!

Guest favourite
A comfortable living area is presented with two sofas positioned around a central coffee table. Natural light filters in through a door, while dark curtains provide a contrasting backdrop. Shelving displays decorative items, enhancing the space's functionality.
Home in Evarts
4.92 out of 5 average rating, 24 reviews

Welcome to The Mayor’s Retreat!

Relax with the whole family at this wonderful home! This is the former home of Mayor Burl Fee, who loved adventure tourism and welcoming visitors to our unique community. The home is located at the Bailey’s Creek entrance to Black Mountain Off-road Adventure Area, in the city limits of Evarts KY, the “Birthplace of Adventure Tourism”. You’re literally steps from the North Evarts RV Park. You can unload and ride directly to the ATV park or any of the local restaurants and convenience stores.

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, 218 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!

Top Guest favourite
Two spacious beds are arranged in a comfortable sleeping area, complemented by a fan overhead. Natural light filters through windows adorned with light curtains. A wooden bench and decorative wall mirrors add a cozy touch to the inviting space.
Guesthouse in Harlan County
5 out of 5 average rating, 29 reviews

Beautiful Loft in the Woods

Nestled in the scenic Appalachian Mountains, this spacious loft is perfect for outdoor lovers. With parking and sleeping for 4-6, it's an ideal base to explore nearby lakes, outlaw trails, or tow a few miles to Black Mountain Adventure Park. Enjoy amenities like an outdoor fire pit, waterfall, and a cozy living room with a large TV. Park your gear, relax by the firepit, and unwind in comfort. Whether for adventure or a peaceful retreat, this well-equipped loft is a perfect mountain retreat.

Top Guest favourite
A cozy living space features a stone fireplace with a warm fire and a wooden chest in front. A flat-screen TV is positioned nearby, and large windows allow natural light to enter, framed by patterned curtains that complement the rustic wooden walls.
Home in Cumberland
5 out of 5 average rating, 39 reviews

Dan’s Den - Two bedroom home with outdoor firepit

Welcome to Dan’s Den, a spacious two bedroom home in the heart of the Appalachian mountains. Centrally located in Cumberland, the black bear capital of Kentucky. You’ll find many of the luxuries of a fine home here, but in a smaller home more suitable for a solo traveler, a couple, or small family. Enjoy two large living rooms, one of which is the newly added “log room”, cozied up in front of the gas fireplace for games, movies, or just to relax with a good book and a hot cup of coffee.

Top Guest favourite
A charming white house is softly illuminated at night, showcasing its inviting exterior. Tall trees stand in the background against a deep blue sky, framing the peaceful rural setting.
Farm stay in Dryden
4.96 out of 5 average rating, 219 reviews

Wolfe-Gilbert House 1890 Victorian & farm

Great mountain views, ATV Trails, State and National parks, hiking, underground mine tour, all-in-a-day trips. You’ll love my place because of the comfy beds, the high ceilings, the views, wide open spaces, peace. My place is good for couples, big groups, and furry friends, let us know your needs. Located less than 5 miles to Spearhead Trail's Stone Mountain trailhead and only 30 minutes to Mountain View Trail. Two couples fit nicely in the 1st level 2 bedrooms for a quaint getaway.

Top Guest favourite
A secluded cabin is surrounded by lush trees, offering shaded outdoor seating and a picnic area. Sunlight filters through branches, casting a warm glow. A hammock is visible beside a fire pit, creating a peaceful setting for relaxation and connection with nature.
Chalet in Sneedville
4.95 out of 5 average rating, 203 reviews

Getaway to a very private beautiful Cabin.

Recharge/ bonding needed? This retreat is ±8.6 miles from Sneedville, nestled Newman's Ridge facing Powell mountain. You’ll love this cozy cabin because of the views, the location, the ambiance, the outdoors space, mostly because you have escaped the every day grinding. Come here and unplug & unwind. Go for a stroll, watch the cows graze, look up at the mountain, get refreshed and recharged. There is a fast fiber optic internet access. AND, the leaves in the fall = spectacular!

Guest favourite
Cabin in Pineville
4.9 out of 5 average rating, 10 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.

Top Guest favourite
Home in Pineville
5 out of 5 average rating, 22 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.

Popular amenities for Harlan holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Harlan County
  5. Harlan