Vacation rentals in Cumberland Gap

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Top-rated vacation rentals in Cumberland Gap

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Guest favorite

Tiny home in Bell County

4.99 out of 5 average rating, 137 reviews

Pondview Overlook, a delightful tiny log cabin

If you are looking to disconnect from the hustle and bustle of life's craziness and reconnect with nature or just looking to get out of the city into a country setting then this tiny log cabin is whispering in your ear...come, come, come relax, push the pause button, take a deep breath of fresh mountain air, sit in a porch swing with a hot cup of coffee or a cool beverage while enjoying the sights and sounds of nature. Listen to the whispers of tranquility that come through on the gentle breeze.

Guest favorite

Tiny home in Corbin

4.98 out of 5 average rating, 287 reviews

Pet Friendly True Tiny Home

This is a great stay for outdoor enthusiasts, pet lovers, or those travelling and want a homey and private place to stay for the night. The house is located in the country, but approximately 5 minutes from 1-75, 5 from Laurel Lake, 15 from Corbin, and 30 from London. Huge outdoor space which includes 1 acre private lot, large screened in porch with dinning area, a fire pit with chairs and picnic table, and fenced in back yard. Sleeps 3: upstairs loft bed is a full, downstairs is a twin.

Guest favorite

Guesthouse in Pioneer

4.96 out of 5 average rating, 160 reviews

Cozy Cabin at GoodSoil Farms

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.

Guest favorite

Tiny home in Gray

4.96 out of 5 average rating, 178 reviews

Sleeping Turtle Tiny Home

We provide an escape that is situated near a spring lake with beautiful mountain views. It is located just over 9 miles off of the I75 exit. During the day you can find yourself searching out some some local activities such as Cumberland Falls and more. When you're ready to relax; just sit back, make a campfire and roast some marshmallows next to your tiny home. Summertime means fishing! You are welcome to watch the fish unload from the truck and see local fishermen catching their limit!

Guest favorite

Cottage in Pioneer

4.99 out of 5 average rating, 225 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

Home in Williamsburg

4.94 out of 5 average rating, 250 reviews

Cumberland Mountainside Stay 1 mile from UC Campus

Within walking distance to University of the Cumberlands, 5 minutes (2miles) off of I-75, and less than thirty minutes from the original KFC and Cumberlands Falls State Resort Park. This home is newly renovated with 2 bedrooms and 2 bathrooms, and a bonus loft bedroom for 4! Comfortable, plush living room furniture makes for great space to wind down after a day of adventuring in the beautiful Southeastern Kentucky mountains. With a fully stocked kitchen, it's like home away from home.

Guest favorite

Cabin in Whitley City

4.97 out of 5 average rating, 210 reviews

The Bear’s Den

Take a break and unwind in the beautiful Smokey Mountains in southern Kentucky. We are situated less than 5 miles from the famous Cumberland Falls! We are close to many hiking trails and water sports. This one bedroom, one bathroom cabin boasts a full kitchen and a washer and dryer. The deck provides a peaceful view of the beautiful forest as well as a great place to relax and grill your favorite meal! An air mattress is provided for additional guests.

Guest favorite

Farm stay in Sneedville

4.97 out of 5 average rating, 158 reviews

Experience "Unique Getaway" Repurposed Grain Bin

This memorable place is anything but ordinary. This repurposed Silo is located on a working farm. Featuring stunning craftsmanship and lots of relaxing ammenities for up to two guest. The property includes stunning mountain views, hiking trails, a creek for fishing, a hot tub, and 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!

Guest favorite

Cottage in Bell County

4.98 out of 5 average rating, 304 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 favorite

Guest suite in Cumberland Gap

4.91 out of 5 average rating, 181 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

Cabin in Harrogate

4.91 out of 5 average rating, 402 reviews

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, fishing, mountain biking, and camping. You can check out everything on Airbnb’s “experiences” page.

Guest favorite

Home in Speedwell

4.95 out of 5 average rating, 219 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.