
Holiday houses in Cumberland Gap
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Top-rated holiday rentals in Cumberland Gap
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Bolton Farm CJ’S Dream House 2bed/1bath
Relax with the whole family at this peaceful place to stay. 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, plus a queen sleeper sofa, 65” tv and gas grill on deck. 5 acre field is open to explore around pond. We love hosting travel or remote workers

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.

Cozy Cumberland Cabin
Tiny Cabin on the edge of Daniel Boone National Forest. Ten minutes to Cumberland Falls, fifteen minutes to Grove Marina at Laurel Lake, and ten minutes to hiking trails. Located on 5.5 acres, this beautiful wooded land can offer privacy or room to bring some friends. Designed to be simple, attractive, stylish, and clean, with large windows to bring the outside in for a relaxing environment. Large porch to escape the mosquitoes, fire pit for use to keep warm, and plenty of space to explore.

Private Guesthouse—serene & conveniently located!
Surrounded by woods, this peaceful studio guesthouse provides a retreat-like setting close to our vibrant downtown. The private quarters feature granite countertops, fully-stocked kitchen, separate entrance, comfy bed, sun-filled rooms & a lovely, outdoor seating area to enjoy the quiet. *4 min to Kroger grocery & restaurants *6 min to Tennova North Hospital—perfect for travel nurses! *12 min to downtown *16 min to UT's Neyland Stadium & Thompson Boling Arena *1 hr to the Smoky Mountains

2AS Luxury Barndo Europe Style with Highland Cows
Welcome to a premium East Tennessee experience, where farm life charm meets modern European luxury. This high-end apartment offers the perfect retreat for those seeking comfort, sophistication, & a touch of countryside tranquility. Nestled on a scenic farm, this space is ideal for couples, solo travelers, & business looking for a stylish & peaceful getaway. All our unique listings airbnb.com/p/cedarpondfarms Only 25 miles from the UT Knoxville & 3 Miles from Carson-Newman University.

Lake View Cottage on Douglas Lake/ lake access
Totally remodeled home with gorgeous lake views and stunning sunsets along with lake access. Newly remodeled and freshly painted with all new appliances, new mattresses and bedding, new wrap around deck, new fire pit, new flooring, and lots of outdoor furniture to enjoy the views of the lake and amazing sunsets. The home is nestled in a family oriented campground with wildlife close by. *Note* typically between September and March the lake levels are down.

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 luxurious spa, 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!

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.

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!

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.

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.

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.
Popular amenities for Cumberland Gap holiday rentals
Other great holiday rentals in Cumberland Gap

Local Creek Tiny Home (Hot Tub-Fountain City-Wifi)

Sleeping Turtle Lily Pad

Kate and Nate’s Stars and Stripes

Farmhouse Cottage! Peaceful Mountain Getaway

Private Couples Retreat + Dome + House + Hot Tub

The Inn at Mack Farm

Entire Home - Tranquil Haven MTN Retreat

Andrea's Farmhouse
Quick stats about holiday rentals in Cumberland Gap

Nightly prices starting at
Cumberland Gap holiday rentals start at $170 AUD per night before taxes and fees

Verified guest reviews
Over 630 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!
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- Neyland Stadium
- Soaky Mountain Waterpark
- Knoxville Convention Center-SE
- University of Tennessee
- Cumberland Gap National Historical Park
- Zoo Knoxville
- Wilderness At The Smokies
- Tennessee Theatre
- Sevierville Convention Center
- Thompson-Boling Arena at Food City Center
- Knoxville Museum of Art
- Sunsphere
- Bijou Theater
- Knoxville Civic Auditorium and Coliseum
- Cumberland Falls State Resort Park
- Bush Visitor Center
- Smoky Mountain Knife Works
- Smoky Mountain Deer Farm and Exotic Petting Zoo
- World's Fair Park
- Seven Islands State Birding Park
- Panther Creek State Park
- Big South Fork Scenic Railway
- Ut Gardens
- Harland Sanders Cafe And Museum





