Vacation rentals in Lee County

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Top-rated vacation rentals in Lee County

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

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Guest favorite

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, 50 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!

Guest favorite

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, 30 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.

Guest favorite

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, 268 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

Guest favorite

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, VA

4.93 out of 5 average rating, 94 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 favorite

A serene landscape showcases rolling hills dotted with grazing cows under a clear blue sky. Vibrant autumn trees in shades of orange and yellow frame the scene, while distant mountains are partially shrouded in mist, creating a peaceful rural setting.

Home in Dryden

5 out of 5 average rating, 66 reviews

Family farm guest house 10 minutes from Big Stone!

Relax in our serene guest house situated atop a hill on a working farm on private country drive. Gorgeous 360 views of the surrounding mountains and pasture. Sip coffee on the front porch as the sun rises, and enjoy stunning sunsets from the back porch rockers! Cows, horses, sheep, donkey, deer closeby. Peaceful rural retreat with modern flare! Close to great dining and Trail of the Lonesome Pine outdoor drama in Big Stone Gap. Pickle balls and racquets provided for courts in Big Stone!

Guest favorite

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, 90 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.

Guest favorite

The exterior of a cottage-like apartment is showcased, featuring a small porch and steps leading to the entrance. Lush green grass and flower beds surround the property, while a tree with budding leaves adds a touch of nature. A pathway and air conditioning unit are visible.

Apartment in Harlan

4.86 out of 5 average rating, 21 reviews

Mountain Hollow Guest Apartment- centrally located

Your family will be close to a variety of activities when you stay at this centrally-located cottage-like apartment. A 10 minute walk to Cash-Saver grocery store and down-town Harlan which has unique shops such as Sassy Trash and restaurants including Moonbow Coffee Shop and The Portal. Within 20 minutes of driving, you can be at Kingdom Come State Park, Martin's Fork Lake, and Black Mountain Off-Road Adventure Area. Large trucks and trailers are not advisable for this location.

Guest favorite

An outdoor entertaining area is highlighted by a 120” screen displaying a movie. Soft string lights illuminate the deck around a hot tub, creating a cozy atmosphere. Wooden railings and steps lead to the area, surrounded by trees for a secluded feel.

Camper/RV in Jonesville

4.84 out of 5 average rating, 103 reviews

Daffodil Dream Camper W/Theater ·Hot-Tub ·Fire Pit

Enjoy amped up camping at this at this luxury mountain escape! Here you can reconnect with nature outdoors while luxury furnishings and full amenities provide all the comforts of home inside a luxury camper. Add in an epic outdoor entertaining area featuring a theater with 120” screen, hot tub, griddle, outdoor grill, firepit, and deck and you have the ultimate camping adventure. Bonus – the property is on 25 acres in the VA mountains with views of KY and TN! Book today!

Guest favorite

The repurposed silo is surrounded by lush greenery and features an outdoor patio with red chairs and a table. A hot tub is positioned nearby, with soft lighting accenting the unique architecture. The rustic exterior complements the natural landscape.

Farm stay in Sneedville

4.98 out of 5 average rating, 167 reviews

Experience "Unique Getaway" Repurposed Grain Bin

This memorable place is anything but ordinary. This repurposed Silo is located on a working farm. Featuring stunning craftsmanship and lots of relaxing ammenities for up to two guest. The property includes stunning mountain views, hiking trails, a creek for fishing, a hot tub, and 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!

Guest favorite

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

4.98 out of 5 average rating, 310 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.

Superhost

The cottage is framed by lush green trees and manicured bushes, creating a welcoming entry. A pathway leads to the front porch, which has comfortable seating areas, inviting guests to relax. Light taupe siding and a charming front door enhance the home’s overall appeal.

Cottage in Cumberland Gap

4.67 out of 5 average rating, 109 reviews

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Adorable, cozy cottage located on a quiet street in the historic town of Cumberland Gap, TN! Enjoy a weekend getaway at the foothills of the Appalachian Mountains along a quaint stream on the back of the property. The home is well equipped with a full kitchen, bathroom, two bedrooms, dining room, living room, and washer/dryer. Take full advantage of this home away from home in an optimal location with all the necessary amenities.

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, 75 reviews

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

Luxury apartment located on one of the main streets 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 in an optimal location with all the necessary amenities.