Family-friendly holiday rentals in Lee County

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Top-rated family-friendly rentals in Lee County

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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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.
Flat in Big Stone Gap
5 out of 5 average rating, 48 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, 84 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 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
4.99 out of 5 average rating, 111 reviews

Farm house with animals 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!

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, 111 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, 110 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.
Guest house in Harlan County
5 out of 5 average rating, 27 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
The exterior of a single-story home is shown, surrounded by lush greenery and rolling hills in the background. A metal roof in turquoise contrasts with the muted colors of the house. Trees and open fields create a serene countryside setting.
Home in Sneedville
4.97 out of 5 average rating, 124 reviews

Country views and hikes.

Enjoy a farm experience and relaxed countryside setting or hike to the top of the mountain. Enjoy the views and tranquility. WiFi: 100 MB/s. And remember, when the electricity is out, everything is out! (Does not happen often, but it can happen!) VERY IMPORTANT: FOLLOW THE DIRECTIONS TO FIND IT. The location is: 36.595115°, -83.143031° (we cannot be responsible if you cannot find it. ) Remember to download the directions/route: the cell service will be lost on the way here......

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, 351 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.

Top guest favourite
Home in Big Stone Gap
5 out of 5 average rating, 38 reviews

Gap House on the Lonesome Pine

Have fun with the whole family in my beautifully updated cottage nestled in the heart of the quaint mountain town of Big Stone Gap. Situated in an ideal location, and adjacent to The Trail of the Lonesome Pine outdoor drama. Within easy walking distance of great dining, coffee and ice cream shops, beautiful walking/hiking trails, the BSG visitor’s center, bike trails, parks, pickleball courts, fishing, kayaking, and more!

Guest favourite
A warm living area features rich cherry wood flooring and exposed brick walls. Comfortable seating is arranged around a well-lit space, with a stylish coffee table and decorative accessories present. A blend of antique and modern furnishings showcases the historic character of the property.
Guest suite in Cumberland Gap
4.91 out of 5 average rating, 217 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.

Top guest favourite
Home in Pineville
5 out of 5 average rating, 13 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.

Guest favourite
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.
Flat in Cumberland Gap
4.9 out of 5 average rating, 104 reviews

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

Luxury apartment located on a main street 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 with all the necessary amenities.

Popular amenities for Lee County family-friendly rentals