Holiday rentals in Middlesboro

Scenic 1 BR Cabin w/ Hiking to Hensley SettlementThe Elk Creek Cottage borders the 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, fish for Brook-Trout, 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.

Harrogate Home with Mountain Views3 bedroom 2 bath pet 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.

Rustic Log Cabin on Powell River & Adventures🚣🏽‍♀️🎣Discover a breathtaking mountain and river living experience. You’ll stay in a fully furnished log house with everything you need to make memories that will last forever! 🐟🚣🏽‍♀️🚴‍♀️🥾 We also offer kayaking, mountain biking, hiking, fishing and camping. Send me a message through this listing to schedule your experiences. You can also check out everything on Airbnb’s “experiences” page. Ask about January discounts.