Vacation rentals in Cumberland Gap

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Cumberland Gap

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A welcoming porch area is featured, with a set of steps leading up to a dark wooden door. Hanging flower pots filled with purple blooms create a vibrant contrast against the brown exterior. A small table and two chairs provide a cozy spot for relaxation.

Tiny home in Pineville

4.99 out of 5 average rating, 294 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 bathroom space features a white toilet beside a small wastebasket. Decorative artwork is displayed on the wall, and a window is adorned with a sheer lace curtain, allowing natural light to filter in. Warm wood accents complement the light-toned walls.

Cabin in Sneedville

4.89 out of 5 average rating, 113 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.

Top guest favorite

A peaceful creek flows through a lush, green landscape. Sunlight filters through the trees, creating shimmering reflections on the water's surface. Smooth rocks are partially submerged in the creek, adding to the natural beauty of the surrounding environment.

Cabin in Pineville

4.97 out of 5 average rating, 106 reviews

Outdoor Lover's Creekside Cabin (dog friendly)

Enjoy all the scenery of Bell county in this creekside cabin. Whether you prefer to hike, fish, ride sxs, or just enjoy scenery, we have it all. 3 min from Pine Mtn State Park and Wasioto Winds Golf Course, 7 min to downtown Pineville, 20 min to Cumberland Gap National Park. Kingdom Come State Park and Cumberland Falls are an hour drive. Load up your sxs or atv and ride one of the many trails right from the driveway! Black Mountain Off Road Park and Tackett Creek are also about an hour away.

Top guest favorite

The log cabin features a sloped roof and wooden pillars supporting the porch. Lush greenery surrounds the exterior, with a bare tree beside the entrance. A cozy stone fireplace is visible, enhancing the rustic charm of the space.

Guesthouse in Pioneer

4.96 out of 5 average rating, 179 reviews

Appalachian Mountain Log Cabin (Private Retreat)

The Cabin at GoodSoil Farm is the perfect solo get-a-way from it all! This cozy hand built log cabin is just right for reading, reflecting, retreating, or just resting. The Cabin sits as the centerpiece of our working mini-farm and comes replete with rocking chairs on the porch, a gurgling creek nearby, a stunning mountain view, and room to explore. Read a book, strum your guitar, prop up your feet, put on some coffee & leave your cares behind for a few days at The Cabin on GoodSoil Farm.

Top guest favorite

Cottage in Pioneer

4.99 out of 5 average rating, 257 reviews

The Ambleside Cottage

The Ambleside Cottage offers full privacy for a single or a couple looking for a serene getaway surrounded by the beauty of the Appalachian mountains. This magical cabin is conveniently located for travelers, yet Ambleside feel like a remote retreat nestled in the woods above Elk Fork Creek. The Cottage is an adorable tiny house, offering 500 square feet of living space with a kitchenette, a sitting area, and a bathroom with a shower. The queen-size bed is upstairs in the sleeping loft.

Guest favorite

A rustic red cabin stands in a grassy field, surrounded by trees. In the background, rolling mountains are partially shrouded in mist, illustrating serene natural beauty. Wildflowers can be seen in the foreground, adding subtle color to the landscape.

Cabin in New Tazewell

4.79 out of 5 average rating, 146 reviews

Mountain Lake Retreat w/EV Charging

Great getaway with four bedrooms and a great view with an outdoor gas fireplace on the main level. The house has everything you need to enjoy your solitude near beautiful Norris Lake: mountain and lake views, gas stone-fireplaces, Amish rocking chairs on wrap around porch, leather couch and granite countertops, comfortable loft and peaceful scenery. Hand-hewn timbers are the structural bones of this luxurious cabin. Providing a sense of safety and security.

Top guest favorite

A cascading waterfall flows gently over smooth rocks into a clear stream, surrounded by a natural landscape of trees and boulders. Sunlight glints off the water, revealing the varied textures of the stones beneath the surface.

Cottage in Bell County

4.98 out of 5 average rating, 326 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

A comfortable porch swing is situated on a covered patio, featuring a dark cushion set adorned with a patterned throw pillow. The swing is suspended by chains, surrounded by greenery, with a view of a lawn and distant trees visible in the background.

Cottage in Cumberland Gap

4.65 out of 5 average rating, 123 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

An outdoor deck area is visible, featuring a seating arrangement with two dark wicker chairs and a light-colored sofa. A small area rug lies beneath the furniture. The surrounding landscape includes rolling hills and a sky filled with scattered clouds, creating a serene outdoor space.

Guest suite in Cumberland Gap

4.92 out of 5 average rating, 195 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 Harrogate

4.87 out of 5 average rating, 111 reviews

Harrogate Home with Mountain View’s Dog Friendly

3 bedroom 2 bath dog friendly home. With wonderful views of the East TN mountains year round! Located 2 miles from Lincoln Memorial University. Less than 5 miles from the town of Cumberland Gap and Middlesboro, Ky. Close to Norris Lake. We take pride in ensuring cleanliness and follow strict COVID cleaning standards provided by the CDC.

Guest favorite

A kitchen countertop displays a framed artwork featuring lemons, accompanied by a small potted plant adorned with a black and white ribbon. Nearby, kitchen utensils are organized in white containers labeled 'let' and 'home.' A bottle of Italian lemon hand soap adds a touch of color.

Home in Speedwell

4.96 out of 5 average rating, 235 reviews

Guest house in the country with a beautiful view

Located in a peaceful country setting with a beautiful view from the front porch. It is conveniently located near Lincoln Memorial University, Norris Lake, and Historic Cumberland Gap. We live next door to the guest house and will be there to greet you upon arrival to answer any questions you may have.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Cumberland Gap vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Cumberland Gap

Top guest favorite

Home in Cumberland Gap

5 out of 5 average rating, 24 reviews

Welcome to the Parsonage at The Olde Church

KristinRating, 5 stars1 day ago

My group had a wonderful stay. Everything was perfect! So much so that we immediately booked it again for next year. The house had everything we needed and the beds and linens were so comfortable. Adorable town with cute shops and things to do and see within walking distance. Bill and Tammy were terrific and happy to show us around the church and share details of the home. Top notch all around and already looking forward to our return visit!

Top guest favorite

A contemporary cottage exterior showcases a stone facade complemented by large, panoramic windows. A set of stairs leads to the entrance, framed by landscaped stones and colorful shrubs. The surrounding woodland provides a natural backdrop, enhancing the serene setting.

Cottage in New Tazewell

5 out of 5 average rating, 22 reviews

The Norris Lake Cottage

HeatherRating, 5 stars1 month ago

Great cottage. Well equipped kitchen, great bathroom and nicely furnished. We really enjoyed the cottage, views and seeing wildlife. Beds super comfy with good linens and pillows. It’s a little high but we found it worth it. Maybe add a full length mirror. Other than that, I’d say it’s probably my favorite Airbnb stay thus far. Jamie is very fast at responding & we had everything we needed.

Top guest favorite

A rustic cabin nestled in the woods features a covered porch with steps leading to the entrance. Surrounding the cabin are trees and a gravel path leading to a picnic table and fire pit, creating a serene outdoor space.

Cabin in Mosheim

4.98 out of 5 average rating, 91 reviews

Joyhaven - a Cabin in the Woods

RicardoRating, 5 stars1 week ago

Absolutely! Here's a positive review of a cozy cabin: "I had an amazing stay at this charming cabin! From the moment I arrived, I felt instantly welcomed by its warm and inviting atmosphere. The interior is beautifully decorated with rustic touches that make it feel both cozy and stylish. The surroundings are peaceful and scenic, offering stunning views and a true escape from the hustle and bustle of everyday life. The amenities were thoughtful and comfortable, ensuring I had everything I needed for a perfect getaway. I highly recommend this cozy cabin to anyone looking for a restful, charming retreat in nature.

The Tiny House is nestled among lush greenery, with sunlight filtering through the trees at sunrise. The roof is metal, and large windows showcase a scenic view of distant rolling hills. The peaceful surroundings reflect a serene atmosphere.

Tiny home in Tazewell

5 out of 5 average rating, 6 reviews

Tiny House with Big View

OttoRating, 5 stars4 months ago

We had a wonderful stay! The cabin was even larger than we expected, and the bathroom was very nice. We spent much of our time cooking, and the compact kitchen was perfect for preparing meals. While there was no conventional oven, we had everything we needed. We saw plenty of wildlife, including cardinals and deer, which was a highlight. Donald was very responsive to our inquiries, and we appreciated the quick replies. We highly recommend this stay and would love to return!

Superhost

A covered outdoor seating area features a dark wicker sofa with colorful pillows and a matching coffee table. Soft lighting from overhead string lights enhances the space. A simple rug lies beneath the seating, and a fence provides privacy from the surrounding area.

Home in Middlesboro

4.9 out of 5 average rating, 10 reviews

The Cottage by ARH Hospital, ATV Trails, and LMU!

LorieRating, 5 stars2 months ago

So glad we found this Airbnb for our spring break trip with family! The location was perfect for our needs. We enjoyed this beautifully decorated home. It is very cozy and comfortable both inside and outside in the back yard. Modern appliances, super comfortable beds, a nice kitchen to cook in and modern bathrooms with walk in showers! The view of the mountains in the backyard was a nice surprise, as well as the beautiful silver maple tree. This Airbnb was spotless...not a speck of dust anywhere. If you are visiting the Middlesboro KY area and need a place to stay, I recommend you stay here. You won't regret it!

Guest favorite

Home in Rose Hill

4.91 out of 5 average rating, 11 reviews

Rose Hill Farm in Amish Community near vet school

RiKelleRating, 5 stars6 days ago

This is one of the best air bnb stays we've had. Edee has done an excellent job in preparing the home- it's beautiful, clean, and well stocked (the popcorn was a huge hit with the kids!). She was responsive, kind, and very accommodating. I would highly recommend this home to everyone! The property is very peaceful and the home is very comfortable.

Guest favorite

A serene gravel driveway is bordered by lush green trees, creating a natural canopy. Sunlight filters through the leaves, casting dappled shadows on the ground. The pathway leads toward a distant fence and open fields, enhancing the peaceful rural atmosphere.

Cabin in Jonesville

4.93 out of 5 average rating, 100 reviews

H&B Cabin and Farm at Wilder Bent

LisaRating, 5 stars1 month ago

We really enjoyed our stay. Very peaceful setting. The home was very clean & very accommodating. Will definitely consider staying there again.

Superhost

An outdoor deck is shown, featuring two black Adirondack chairs and a small table. A fire pit is positioned nearby, with twinkling lights along the railing. The scene captures a serene view of the surrounding wooded area at sunset, with distant hills silhouetted against the sky.

Home in Speedwell

4.88 out of 5 average rating, 8 reviews

TN Norris Lake cabin w/views & boat slip at Marina

ShannonRating, 5 stars7 months ago

We really enjoyed our stay in this peaceful and serene setting! The nighttime starry sky was the icing on the cake. We loved the cabin and amenities, and our hosts communicated well both before and during our stay. There are steep steps getting to the cabin, as well as into the downstairs bunk room, but it was something we could easily manage by being careful. We all enjoyed our time together in this gorgeous and secluded place; it’s a hidden gem, and we will be returning. Thank you!

Show all

Vacation rentals in Cumberland Gap

Top-rated vacation rentals in Cumberland Gap

Vacation rentals for every style

Popular amenities for Cumberland Gap vacation rentals

Other great vacation rentals in Cumberland Gap

Destinations to explore