Vacation rentals in Pennington Gap

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Top-rated vacation rentals in Pennington Gap

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Guest favorite

Cabin in Rogersville

4.99 out of 5 average rating, 320 reviews

Cozy Country Log Cabin!

Cozy log cabin on quiet 22+ wooded acres with creek and well stocked pond! Enjoy all the comforts of home in a rural, peaceful setting. Seasonal Babbling brook, covered porch, fire pit , picnic & BBQ pavilion, and hiking trails! Bring your hiking Boots ! Located just 11 miles from Rogersville (the second oldest city in Tennessee, founded by Davie Crocket's maternal grandparents!). Located 12 miles from Crockett Springs Park and Historic Site. Public boat launch located at Clinch River nearby.

Nov 24 – Dec 1

R3,198 ZAR per night

Guest favorite

Tiny home in Pineville

4.99 out of 5 average rating, 204 reviews

Nature's Zen

Nestled in a simple back to nature setting in one of Kentucky's oldest settlements (Pineville, KY) is the Nature's Zen, a tiny house retreat. If you are looking to disconnect from the hustle and bustle of life's craziness, Nature's Zen is calling your name. A quaint, restorative retreat where you can pause, take a deep breath and find refreshment for your soul and balance your life. Nature's Zen is for anyone looking for the quiet and solitude outside city limits. On FB @ Nature’s Zen Retreat

Sep 30 – Oct 7

R1,429 ZAR per night

Guest favorite

Apartment in Gate City

4.98 out of 5 average rating, 149 reviews

Roberts Mill Suites Small Town Vibes

Our one bedroom apartment offers a quiet place to stay in a small town just 6 miles from Kingsport, TN and 22 miles to Bristol, TN/VA. Originally an office in a century old building, this space was completely renovated into the apartment it is now. All new appliances, fixtures, furniture,and decor that will give you a glimpse into our part of the world. Located on the second floor, your key locks the building door behind you and a keyless code pad allows access to your apartment.

Sep 30 – Oct 7

R1,687 ZAR per night

Guest favorite

Chalet in Kingsport

4.97 out of 5 average rating, 457 reviews

The Bearfoot Chalet Kingsport, TN

Our Mountain Chalet is the Perfect GETAWAY. Best location to stay in our ENTIRE Area. We are in the City limits of Kingsport, 3 miles from downtown. A DOG MUST BE PRE-APPROVED and there will be an additional pet fee. I do not charge a cleaning fee as long as guest leave place clean as found. Charter cable TV and WIFI access provided. Also located on our 6 acre estate is another BNB rental the "BEARFOOT RETREAT" , a 3BR house should a larger group want to stay close together.

Dec 27 – Jan 3

R1,516 ZAR per night

Guest favorite

Cottage in Whitesburg

4.96 out of 5 average rating, 192 reviews

The Stone Studio

A historic two-room studio cottage built from Kentucky River rock. Entire cottage rented for your privacy. Recently renovated with the modern conveniences of a kitchenette, outdoor smoking area, Wi-Fi, DirectTV, and blackout curtains. High ceilings create a bright and spacious feel. Conveniently located close to downtown. Off street parking by your front door. Walk to Main Street, Appalshop, and Kentucky Mist Distillery as well as many other small businesses and restaurants

Aug 6 – 13

R1,480 ZAR per night

Guest favorite

Home in Lynch

4.91 out of 5 average rating, 123 reviews

Tranquility in the Mountains - House

Peaceful getaway offers relaxation & adventure in the KY mountains. Short drive to VA & TN. Large home has 4 bedrooms - 2 w/ private bath & 2 that share a double-vanity bath. Open living/dining area and kitchen. Nearby is a 7-hole golf course and swimming pool, hiking, and tourist attractions such as Portal 31 and the KY Coalmine Museum, as well as Kingdom Come State Park. Your stay includes a full, home-cooked breakfast. Plenty of parking; can accommodate trailers & RVs.

Jan 19 – 26

R2,328 ZAR per night

Guest favorite

Cottage in Church Hill

4.92 out of 5 average rating, 424 reviews

Woodland Cottage

2BR/1BA One level cottage located on 8.5 acres surrounded by trees. Wi-Fi Internet w/ streaming services, 65" Smart TV, Netflix, Hulu, books & board games are provided: Tea, coffee & coffee maker are supplied. There is no cleaning fee, so please be clean & tidy up after yourselves. Woodland Cottage is kept fresh & clean; accommodates up to 6 people comfortably. We welcome everyone from all walks of life. We are 8 minutes from I-26 & 15 minutes from I-81 (via the I-26).

May 24 – 31

R2,000 ZAR per night

Guest favorite

Home in Whitesburg

4.98 out of 5 average rating, 448 reviews

Cowan Creek Cottage

Cowan Creek Cottage is close to the Cowan Community Center and only 5½ miles outside the city limits of Whitesburg. The cottage is located at the foothills of Pine Mountain. You’ll love the cottage and enjoy the feel of having your own little home in the mountains. Enjoy a clean and comfortable home away from home while visiting friends and family and enjoying our community. Cowan Creek Cottage is good for couples, solo adventurers, business travelers, and families.

Oct 22 – 29

R1,675 ZAR per night

Guest favorite

Camper/RV in Jonesville

4.9 out of 5 average rating, 103 reviews

Happy Camper w/ Theater ·Hot-Tub ·Fire Pit

Enjoy amped up camping at this at this posh mountain escape! Here you can reconnect with nature outdoors while luxury furnishings and full amenities provide all the comforts of home inside a spacious, pet-friendly camper. Add in an epic outdoor entertaining area featuring a 120 inch theater, hot tub, griddle, firepit, and deck and you have the ultimate camping adventure. Bonus –On 25 acres in the VA mountains with views of KY and TN! Book today if available.

Jun 8 – 15

R3,688 ZAR per night

Guest favorite

Chalet in Sneedville

4.94 out of 5 average rating, 170 reviews

Getaway to a very private beautiful Cabin.

Recharge/ bonding needed? This retreat is ±8.6 miles from Sneedville, nestled Newman's Ridge facing Powell mountain. You’ll love this cozy cabin because of the views, the location, the ambiance, the outdoors space, mostly because you have escaped the every day grinding. Come here and unplug & unwind. Take a hike down to the pond, watch the cows graze, look up at the mountain, get refreshed and recharged. There is a fast fiber optic internet access.

Mar 30 – Apr 6

R1,979 ZAR per night

Guest favorite

Cottage in Bell County

4.99 out of 5 average rating, 277 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.

Mar 2 – 9

R1,986 ZAR per night

Guest favorite

Home in Sneedville

4.91 out of 5 average rating, 107 reviews

Quaint Country Cottage, Nice View, hot tub!

Small cute cottage has one bedroom , one tiled bathroom and a kitchen/ living room. There’s a back porch to enjoy the ducks. On the deck is a hot tub, sauna and gas grill. Our home is also attached to the same deck. In warmer months the pool is open and heated! The hot tub is year round. . We are a small remote farm . Bring food or drive 20 min to closest restaurant. We have horses, donkeys and ducks! Fresh eggs daily.

Jul 29 – Aug 5

R1,943 ZAR per night