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

Farm stay in Pennington Gap

5 out of 5 average rating, 48 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

Home in Harlan

5 out of 5 average rating, 29 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

Tiny home in Pineville

4.99 out of 5 average rating, 257 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

Home in Dryden

5 out of 5 average rating, 61 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

Apartment in Harlan

4.84 out of 5 average rating, 19 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

Camper/RV in Jonesville

4.91 out of 5 average rating, 137 reviews

Happy Camper w/ Theater ·Hot-Tub ·Fire Pit

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

Guest favorite

Farm stay in Sneedville

4.98 out of 5 average rating, 161 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

Cottage in Bell County

4.98 out of 5 average rating, 307 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

Cottage in Cumberland Gap

4.67 out of 5 average rating, 105 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

Apartment in Cumberland Gap

4.9 out of 5 average rating, 70 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.

Guest favorite

Guest suite in Cumberland Gap

4.91 out of 5 average rating, 185 reviews

The Inn over Angelo's

Detailed with antique mahogany trim, cherry wood flooring, hand-carved fireplace mantles and housed in a building built in 1890, this historic property has been many things over time. The Inn occupies 1,100 sf over Angelo's in the Gap, an Italian cuisine restaurant with recipes decades old. The Vault Tap House and Pub, showcasing 29 craft and domestic beers, features the original town bank vault, now a walk-in cooler.

Guest favorite

Home in Big Stone Gap

5 out of 5 average rating, 17 reviews

Historic Home on Poplar Hill

Peaceful, spacious home within a short walk to downtown, Bullitt Park, the SWVA museum, as well as restaurants and breweries. Built on the town's most prominent hillside, this lovely 1930s home features a 100-year-old Magnolia tree, a beautiful yard, plenty of parking, as well as all the modern conveniences. If you're looking for a beautiful place, with a whole lot of space, you can't get any better than this.