Holiday houses in Lee County

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Top-rated holiday rentals in Lee County

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Top Guest favourite
A modern, dark gray building is displayed from across the street. It features large windows and a clock on the exterior. The surrounding area includes trees and distant hills, with a hint of colorful rooftops in the background.
Apartment in Big Stone Gap
5 out of 5 average rating, 38 reviews

The Lofts at Big Stone Gap

Welcome to "The Lofts at Big Stone Gap"—a cozy vacation rental in historic downtown Big Stone Gap, Virginia. Steps from the Trail of the Lonesome Pine Outdoor Drama, Blue Highway Music Festival, & Appalachian Mountains Downtown location: Walk to shops, cafes, & greenway. Outdoor access: Close to trails and scenic views. Comfort: Full kitchen, Wi-Fi, and parking. Unit only accessible by stairs. Children under the age of 12 are not recommended to stay. Read the safety section for more details.

Top Guest favourite
A charming farmhouse features a brick exterior and a welcoming front porch adorned with planters. Lush green grass surrounds the pathway leading to the entrance. A tree-lined hill serves as a serene backdrop, creating a peaceful rural setting.
Farm stay in Pennington Gap
5 out of 5 average rating, 72 reviews

“The Home Place” 3 Bedroom 2 Bath - Farm House

The “Home Place” is idea for visiting family or the perfect weekend getaway! It has beautiful Mountain View’s, and is in a very peaceful setting! Nestled in the mountains, but minutes from groceries, fast food & restaurants! Entertainment is also close by such as Lee Theatre & Axe Handle Distillery! Stone Mountain ATV Trails & Leeman Field RV Park are also close by! Hiking can be enjoyed at Natural Tunnel State Park, Cumberland Gap National Park, Sand Caves, Devil’s Bath Tub all within a hour!

Top Guest favourite
A spacious, single-story home is reflected in the calm waters of a nearby pond, surrounded by greenery. A terrace features lounge chairs and an umbrella beside an in-ground swimming pool, with mountainous scenery in the background.
Home in Harlan
5 out of 5 average rating, 49 reviews

Harlan Hideaway - pool/hot tub/theater/game room

Enjoy your own little private resort in the heart of coal country! With 4 King beds and 4 Queen beds, everyone in your group will be sure to wake rested and ready for the day. With an in-ground swimming pool and water slide, basketball court, hot tub with outdoor tv, corn hole, and grill, the outdoor fun is endless. If it’s a little too cold or rainy, stay inside and enjoy the 6 recliners in the movie theatre room, shoot some pool, play air hockey, foosball, ping pong, or enjoy some board games.

Top Guest favourite
A cozy tiny house retreat features wooden siding with vibrant blue accents. Two large windows on either side of the entrance invite natural light. A set of five wooden steps leads to a welcoming front porch, which includes two wooden chairs, surrounded by lush greenery.
Tiny home in Pineville
4.99 out of 5 average rating, 320 reviews

Nature's Zen

Nestled in a simple back to nature setting in one of Kentucky's oldest settlements (Pineville, KY) is the Nature's Zen, a tiny house retreat. If you are looking to disconnect from the hustle and bustle of life's craziness, Nature's Zen is calling your name. A quaint, restorative retreat where you can pause, take a deep breath and find refreshment for your soul and balance your life. Nature's Zen is for anyone looking for the quiet and solitude outside city limits. On FB @ Nature’s Zen Retreat

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, 108 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!

Top Guest favourite
The front view of the ranch-style brick home reveals a neatly trimmed lawn and a metal roof. Windows frame the entrance, which features a decorative glass panel door. In the background, rolling hills display a serene rural landscape.
Farm stay in Jonesville
4.97 out of 5 average rating, 104 reviews

Maw's House Handicapped Friendly House in country

This two bedroom ranch style brick home located on a working farm will delight you with its view and open country spaces. Enjoy seeing wildlife such as deer, turkey, and squirrels on the property. This home is handicapped friendly. All entrances have a ramp, the bathroom commodes are raised, the shower in the main bath is handicapped, and there are grab bars in the necessary places. Equipment available for the handicapped are: Wheelchair, Lift Chair, Rollator, commode chair, walker.

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, 18 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 vibrant rainbow spans across a blue sky filled with soft clouds. Lush green hills are visible in the background, complemented by a rustic wooden fence in the foreground. The scene captures a serene rural landscape, reflecting the natural beauty of the surrounding countryside.
Home in Rose Hill
4.95 out of 5 average rating, 22 reviews

Rose Hill Farm in Amish Community near vet school

Rest and relax in this beautifully renovated home down a private gravel drive in a quiet Amish community. 20 minutes from LMU vet school. 35 minutes from LMU. Surrounded by pastures and meadows with beautiful scenery and gorgeous sunsets, this retreat is sure to become a family favorite. Within 20 minutes of White Rocks trailhead and Wilderness Rd State Park, 30 minutes to quaint little town of Cumberland Gap with restaurants, coffee shop, scenic overlook, hiking, and historical sites.

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
4.95 out of 5 average rating, 197 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 bright living area features a spacious sofa and two armchairs, complemented by a wooden coffee table at the center. Large windows allow natural light to fill the space, adorned with sheer curtains. A round dining table with black chairs is visible in the corner.
Loft in Big Stone Gap
5 out of 5 average rating, 19 reviews

Turkey Cove Cottage

Turkey Cove is fresh and new nestled in the majestic mountains of Lee County, VA. Providing comfort and cozy furnishings and all the amenities you will need for your stay. Turkey Cove is 5 minutes from beautiful downtown Big Stone Gap, where you can take advantage of restaurants, coffee and ice cream shops, a pottery, antique and gift shops with the best being adjacent to the cottage, The Country Porch. So come discover why we are blessed to call this home.

Top Guest favourite
An aerial view captures the unique repurposed silo with a circular design and a red tin roof. Surrounding greenery enhances the setting, while a hot tub and patio area with dining furniture are visible. Neatly arranged landscaping features small trees and decorative stones.
Farm stay in Sneedville
4.98 out of 5 average rating, 191 reviews

Red Bin

This memorable place is anything but ordinary. This repurposed Silo is located on a working farm. Featuring stunning craftsmanship and lots of relaxing amenities for up to two guest. The property includes stunning mountain views, hiking trails, a small creek for fishing, a hot tub, fire pit, and patio. AND, if you love the fall, the leaves can be spectacular here! The best is you do not have to fight the crowds in Smoky Mountain tourist traps!

Top Guest favourite
The exterior of Elk Creek Cottage is showcased, featuring a wooden facade surrounded by trees in autumn hues. A gravel driveway leads to the steps, and a spacious porch is visible with seating areas under an overhang, inviting guests to enjoy the natural surroundings.
Cottage in Bell County
4.99 out of 5 average rating, 339 reviews

Scenic 1 BR Cabin w/ Hiking to Hensley Settlement

“Elk Creek Cottage” borders Cumberland Gap National Historical Park property--the pathway to the west, trailblazed by Daniel Boone himself! Stay and hike to Hensley Settlement or Shillalah Creek Falls, or relax with a cup of coffee on the porch surrounded by nature. Only a scenic twenty-minute drive to Middlesboro or Pineville, KY separates you from the "city." Come enjoy the peace and quiet that Elk Creek Cottage has to offer.

Popular amenities for Lee County holiday rentals

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