Holiday rentals in Cumberland Gap

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Top-rated holiday rentals in Cumberland Gap

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Top guest favourite
An inviting wooden porch is featured, adorned with potted plants and hanging ferns. Two chairs are positioned comfortably, offering a serene setting surrounded by greenery. Sunlight casts soft shadows on the porch floor, enhancing the tranquil ambiance of the space.
Cabin in Pineville
4.97 out of 5 average rating, 163 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 favourite
A modern cabin exterior is shown, featuring a metal roof and a light-colored façade. A spacious gravel driveway leads to a garage door and a welcoming blue front door. Two blue cushioned chairs are positioned on the porch, framed by a grassy area.
Home in Corryton
4.94 out of 5 average rating, 160 reviews

Cabin at House Mountain-Entire Cabin,Stunning View

Enjoy a peaceful stay in this beautiful cabin near the foot of House Mountain. Conveniently located just 18 miles from the square in downtown Knoxville, 40 miles from Dollywood, Gatlinburg and 50 miles from the Great Smoky Mountains National Park. The private cabin sits on 30 acres of rolling hills and meadows with spectacular views of House Mountain and Clinch Mountain. Hike up beautiful House Mountain and look down on the cabin from the lookout rock at the top. You won’t want to leave!

Top guest favourite
A cozy sitting area is featured with two swivel rockers positioned near a wooden shelf and kitchenette. Natural light enters through large windows, and soft lighting is provided by string lights overhead. A decorative rug lies beneath the chairs, enhancing the inviting space.
Cottage in Pioneer
4.99 out of 5 average rating, 284 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.

Top guest favourite
A tranquil pond reflects the blue sky and scattered clouds. Lush green fields surround the water, with trees framing the edges. The serenity of the landscape invites relaxation and exploration.
Cabin in Jacksboro
4.98 out of 5 average rating, 187 reviews

Bolton Farm Jackie’s Jewel 2 bd/1 bath

Farm experience/relax and enjoy our 15 acre little piece of heaven.Sit on the deck overlook the fish pond,watch the mini animals play in the field. View goats, mini ponies/donkeys. free gated secure parking for your atv/boat trailer. Full stocked kitchen,tile walk in shower, washer/dryer, Qn bed, queen sleeper sofa, 65” tv and gas grill on deck. 5 acre field is open to explore around pond. We love hosting please inquire about discounts on extended stays for travel nurses or remote workers

Top guest favourite
A wooden deck features a round table with a central hole for an umbrella, surrounded by several chairs. A large turquoise umbrella provides shade over the seating area. The serene lake, framed by lush greenery, is visible in the background.
Home in Maynardville
4.96 out of 5 average rating, 166 reviews

Norris lakefront home with covered boat dock

Year-round lakefront home on Dodson Creek with a covered boat dock and gentle slope to the lake. Spacious deck and large windows overlook the cove with panoramic views of Norris Lake's emerald green waters. Beach Island Marina is a 6 minute drive from the house which features boat rentals, a boat ramp and a seasonal restaurant often with live music. Easy access from Maynardville Hwy (TN SR 33) - No twisty, windy roads here. 30 minutes north of Knoxville.

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, 350 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.

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, 213 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 favourite
Guest house in Middlesboro
4.95 out of 5 average rating, 111 reviews

Pumpkin Patch

The Pumpkin Patch is a warm and cozy 2 bedroom, 1 bath bungalow with an open concept. Situated in Middlesboro, KY the only city in the USA built inside a crater. This newly renovated home is located in a quiet neighborhood at the edge of town. You'll enjoy exploring Cumberland Gap National Park, LMU, Abraham Lincoln Museum and Library and the Old Town Ghost Tours. Small pets are allowed so bring your fur baby!

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, 100 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.

Guest favourite
The exterior of the cottage is illuminated by warm string lights, creating a welcoming ambiance. A spacious deck is adorned with wooden beams, providing a cozy area for relaxation. Lush greenery surrounds the property, enhancing the natural setting.
Home in Tazewell
4.9 out of 5 average rating, 105 reviews

Rio House Retreat

Escape to The Rio House and reconnect with what matters most. With no traffic, no neighborhood noise, and no city lights, you’ll enjoy peaceful views, fresh air, and the calming sounds of nature. Relax, recharge, and celebrate special moments. Play foosball, binge your favorite shows, or simply unwind. Your quiet getaway starts here. Book today.

Top guest favourite
The front of the house features a brick facade with large windows and dual planters adorned with decorative elements. A manicured lawn leads to the entrance, offering a welcoming sight with low shrubs and green foliage framing the pathway.
Home in Harrogate
4.89 out of 5 average rating, 132 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 favourite
The exterior of the cottage is shown, highlighting a modern design with a white facade and a metal roof. A welcoming front porch is featured, with dark wooden railings and steps leading up to the entrance. Lush greenery and flowering plants surround the base, enhancing the peaceful setting.
Cottage in Blaine
4.94 out of 5 average rating, 102 reviews

Brave Bear Cottage New Retreat Sanctuary Hills

Brave Bear is a beautifully crafted, newly constructed 700sf cottage nestled within Sanctuary Hills, a peaceful Christian retreat property just minutes from Blaine, TN. Located only 30 minutes from Neyland Stadium in Knoxville and just over an hour to Sevierville, Pigeon Forge, and Gatlinburg.

Popular amenities for Cumberland Gap holiday rentals

Quick stats about holiday rentals in Cumberland Gap

  • Nightly prices starting at

    Cumberland Gap holiday rentals start at € 104 per night before taxes and fees

  • Verified guest reviews

    Over 610 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Cumberland Gap rentals

  • 4.9 Average rating

    Cumberland Gap stays are highly rated by guests – averaging 4.9 out of 5!