Vacation rentals in Pennington Gap

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pennington Gap

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A cozy log cabin is framed by lush greenery, featuring a welcoming covered porch with rocking chairs. The front stairway leads to the entrance, and carefully arranged flower beds add color to the landscape. An American flag is displayed, reflecting a sense of rustic charm.

Cabin in Rogersville

4.98 out of 5 average rating, 423 reviews

Cozy Country Log Cabin! NO cleaning or pet FEES!

Cozy log cabin on quiet 22+ wooded acres with creek and well stocked pond! Enjoy all the comforts of home in a rural, peaceful setting. Seasonal Babbling brook, covered porch, fire pit , picnic & BBQ pavilion, and hiking trails! Bring your hiking Boots ! Located just 11 miles from Rogersville (the second oldest city in Tennessee, founded by Davie Crocket's maternal grandparents!). Located 12 miles from Crockett Springs Park and Historic Site. Public boat launch located at Clinch River nearby.

Guest favorite

A rustic cabin stands surrounded by lush greenery, featuring a wooden exterior and a sloping roof. A stone pathway leads to the front porch, which includes steps for easy access. A balcony overlooks the serene landscape, enhancing the cabin's charm.

Cabin in Sneedville

4.9 out of 5 average rating, 118 reviews

Rustic Retreat Cabin - Peace andTranquility

If you are looking for a peaceful place to relax and recharge then look no further. Rustic Retreat is a beautiful little cabin located in the majestic hills of Hancock Co. TN. This newly remodeled retreat is located about 2 1/2 miles from the town of Sneedville on Prospect Ridge. It provides all the basic amenities to make your stay as comfortable as possible. You can sit on the porch and enjoy the view, go for a walk or just relax inside, reading or watching TV. Join us, unplug and relax.

Guest favorite

A wooden pathway leads to a raised deck, illuminated by warm string lights among the trees. An outdoor screen is positioned above, creating a cozy movie-watching space surrounded by nature, while the darkness of night accentuates the inviting ambiance.

Camper/RV in Jonesville

4.87 out of 5 average rating, 168 reviews

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

This is not just an accomodation, it is an experience accommodation! Enjoy camping in our luxury mountain escape! You can reconnect with nature 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 w/ views of KY and TN!

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

4.93 out of 5 average rating, 105 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 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, 100 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 favorite

A modern tiny home is nestled among greenery, featuring a spacious porch supported by sleek black pillars. The exterior showcases a combination of wood and stone accents, while outdoor seating with a small table invites relaxation. Large windows provide ample natural light.

Tiny home in Surgoinsville

4.96 out of 5 average rating, 153 reviews

Eloheh

Amazing tiny home situated on 23 very private acres, conveniently located just off main highway. Newly constructed in 2023, this modern studio offers an enormous amount of amenities including full kitchen, dual showers, hot tub, outdoor TV, high speed WiFi, multiple TV viewing services, outdoor dining set, grill, multiple fire features, mountain views, lots of room for short hikes or nature walks, area with sunset views only a short distance from the house, only 1.5 miles to riverfront park.

Top guest favorite

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, 174 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!

Guest favorite

The exterior of the home showcases a well-maintained landscape, featuring a variety of colorful flowers arranged in a stone-bordered garden. Steps lead to an inviting entrance with large windows and a decorative stone chimney, surrounded by lush greenery.

Home in Lynch

4.92 out of 5 average rating, 160 reviews

Tranquility in the Mountains - House

Peaceful getaway offers relaxation & adventure in the KY mountains. Short drive to VA & TN. Large home has 4 bedrooms - 2 w/ private bath & 2 that share a double-vanity bath. Open living/dining area and kitchen. Nearby is a 7-hole golf course and swimming pool (available Memorial Day - Labor Day), hiking, and tourist attractions such as Portal 31 and the KY Coalmine Museum, as well as Kingdom Come State Park. Plenty of parking; can accommodate trailers & RVs. RV park is a 45-minute drive.

Top guest favorite

The exterior of the chalet showcases a charming two-story structure with a distinctive red door. The landscaped yard features various plants and shrubs, bordered by a wooden fence, with a gravel pathway leading to the entrance. Lush greenery surrounds the property, emphasizing its natural setting.

Chalet in Kingsport

4.97 out of 5 average rating, 562 reviews

The Bearfoot Chalet Kingsport, TN

Our Mountain Chalet is the Perfect GETAWAY. Best location to stay in our ENTIRE Area. We are in the city limits of Kingsport, 3 miles from downtown. A DOG MUST BE PRE-APPROVED and there will be an additional pet fee. I do not charge a cleaning fee as long as guest leave place clean as found. Charter cable TV and WIFI access provided. Also located on our 6-acre estate is another BNB rental the "BEARFOOT RETREAT", a 3BR house should a larger group want to stay close together.

Top guest favorite

The cottage is a single-story building with a white exterior and a black roof. A decorative star is featured above the front window. A gravel driveway leads to a garage on the left, while a small porch with steps extends towards a well-maintained lawn with potted plants.

Home in Whitesburg

4.98 out of 5 average rating, 554 reviews

Cowan Creek Cottage

Cowan Creek Cottage is close to the Cowan Community Center and only 5½ miles outside the city limits of Whitesburg. The cottage is located at the foothills of Pine Mountain. You’ll love the cottage and enjoy the feel of having your own little home in the mountains. Enjoy a clean and comfortable home away from home while visiting friends and family and enjoying our community. Cowan Creek Cottage is good for couples, solo adventurers, business travelers, and families.

Top guest favorite

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, 189 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 favorite

A lush green landscape is visible, featuring gentle hills under a clear blue sky. A wooden gazebo sits in the distance, surrounded by trees. The area is well-kept, with various shades of grass and greenery creating a serene outdoor environment.

Cabin in Sneedville

4.92 out of 5 average rating, 135 reviews

Lee's Sweet Retreat

An off the grid getaway between Rogersville & SneedvilleTN. on Clinch Mt. at the historic Martin's Gap. Lee's Sweet Retreat includes 4 cabins & 1 "hippie school bus", a fully furnished outdoor kitchen, bath house, outhouse, pavilion/stage/eating area. Great venue for getting back to Nature...or testing yourself off the grid. Spark your 5 Senses with the Scenic Beauty and Touch of Whimsy that is Lee's Sweet Retreat. Open May to October.