
Holiday houses in Cumberland Gap
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Top-rated holiday rentals in Cumberland Gap
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Pump Springs Farm
Cozy Cabin at Pump Springs Farm, Nestled in East Tennessee’s foothills, our 1B1B guest cabin at Pump Springs Farm offers rustic charm & modern comfort. Near LMU, it’s perfect for students, families, or if you're passing through. Enjoy HDTV, standing Desk, Free Fiber Wi-Fi, & mountain views with 🐮s. Hike Cumberland Gap trails! Visit the National park! Canoe Powell River! Pet-friendly. Heat/AC, Washer/Dryer, Kitchen, King, Queen+twin pullout, pack&play, 🔥 pit + seating free 🪵, shared driveway

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.

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.

East TN Hideaway | Trails, Firepit, Spa Shower
🌲 The Wagwoods Tiny, a cozy cabin on a 140-acre private mountain with hiking, mountain biking, and rescue dogs by your side. Every stay helps support local animal rescue organizations, turning your getaway into a meaningful adventure. 🐾 Designed as a peaceful hideaway for couples, small families, or solo travelers, the cabin invites you to slow down and reconnect. It’s the perfect setting for slow mornings, peaceful evenings, and time together that feels effortless.

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!

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.

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.

Cumberland Gap Cabin
This cozy log home sits next to the creek in downtown Cumberland Gap. Walking distance to all the town shops, restaurants, and historic sites. Large, peaceful covered porch with a swing makes for a relaxing stay. Full kitchen with basic cooking necessities, dishes, coffee pot/ living room with tv/ two bedrooms (one room has a queen bed, the other has a full bed)/bathroom, and Wi-Fi access.

Mountainview Manor
Escape to Mountanview Manor, a peaceful mountain retreat with 3 spacious bedrooms, 2 full baths, and a large, fully equipped kitchen. Enjoy stunning mountain views from the outdoor space. Minutes from Lincoln Memorial University, Cumberland Gap National Historical Park, and the Powell River for biking, hiking, and kayaking. Relax, recharge, and take in the beauty of the mountains.

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

Welcome to the Parsonage at The Olde Church

Highlands Cabin~Norris Lake Views & Modern Comfort

Peaceful 1-bedroom cottage. Your lake front escape

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Robertson Ridge Hideaway Cottage

Morrison House Middlesboro KY

Private Couples Retreat + Dome + Hot Tub

Entire Home - Tranquil Haven MTN Retreat
Quick stats about holiday rentals in Cumberland Gap

Nightly prices starting at
Cumberland Gap holiday rentals start at $202 NZD 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
- Zoo Knoxville
- Cumberland Gap National Historical Park
- Wilderness At The Smokies
- Sevierville Convention Center
- Tennessee Theatre
- Sunsphere
- Knoxville Museum of Art
- Thompson-Boling Arena at Food City Center
- Bijou Theater
- Knoxville Civic Auditorium and Coliseum
- Seven Islands State Birding Park
- World's Fair Park
- Smoky Mountain Knife Works
- Cumberland Falls State Resort Park
- Smoky Mountain Deer Farm and Exotic Petting Zoo
- Bush Visitor Center





