Pennington Gap Holiday Rentals

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Our top choices for Pennington Gap holiday rentals

Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"

Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"
2.0 star property
Pennington Gap
10.0 out of 10, Exceptional, (3)
"We absolutely loved this place!!!!! Will definitely be back and plus we have family who live in Jonesville"
United States
Carla C.
Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"

Modern Appalachian Vacation Rental w/ River Access

Modern Appalachian Vacation Rental w/ River Access
3.0 star property
Pennington Gap
Modern Appalachian Vacation Rental w/ River Access

Charming 4-bedroom Cabin in Rogersville with Fireplace

Charming 4-bedroom Cabin in Rogersville with Fireplace
Rogersville
10.0 out of 10, Exceptional, (4)
"Amenities and privacy were amazing..we had a great weekend!!"
United States
Alexis S.
Charming 4-bedroom Cabin in Rogersville with Fireplace

Secluded cabin on the Clinch river, kayaks & canoes available! Sleeps 6. WIFI.

Secluded cabin on the Clinch river, kayaks & canoes available! Sleeps 6. WIFI.
2.0 star property
Eidson
9.6 out of 10, Exceptional, (10)
"It was a great place would love to stay again perfect for my little family "
United States
Angela E.
The price is NZ$275
includes taxes & fees
31 Dec - 1 Jan 2026
Secluded cabin on the Clinch river, kayaks & canoes available! Sleeps 6. WIFI.

Laurel Lodge Cabin-Secluded, Spacious, Accessible, Devil's Bathtub/Nat Tunnel

Laurel Lodge Cabin-Secluded, Spacious, Accessible, Devil's Bathtub/Nat Tunnel
DUFFIELD
9.0 out of 10, Wonderful, (2)
"Great spot to explore the area!!"
United States
Joshua T.
The price is NZ$307
includes taxes & fees
4 Jan - 5 Jan 2026
Laurel Lodge Cabin-Secluded, Spacious, Accessible, Devil's Bathtub/Nat Tunnel

Rogersville Barn Apartment on 27 Acres w/ Pond!

Rogersville Barn Apartment on 27 Acres w/ Pond!
3.0 star property
Rogersville
Rogersville Barn Apartment on 27 Acres w/ Pond!

4BR 2 bath house with full kitchen, living room, hot tub and game room.

4BR 2 bath house with full kitchen, living room, hot tub and game room.
Putney
10.0 out of 10, Exceptional, (2)
"Nice place great for rzr riding "
United States
Anthony M.
4BR 2 bath house with full kitchen, living room, hot tub and game room.

Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia

Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia
Dryden
10.0 out of 10, Exceptional, (10)
"We enjoyed our stay at the farmhouse. Close enough to Pennington Gap for groceries and restaurants. "
United States
Laura L.
Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia

Secluded Cabin with a mountain view, hot tub, full kitchen, and living room.

Secluded Cabin with a mountain view, hot tub, full kitchen, and living room.
Putney
10.0 out of 10, Exceptional, (1)
"We can’t wait to return. Everything was great."
United States
Katelyn J.
Secluded Cabin with a mountain view, hot tub, full kitchen, and living room.

Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
Jonesville
9.2 out of 10, Wonderful, (26)
"Everything was good!"
United States
Alex B.
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

Cozy Cottage-Devil's Bathtub/Nat Tunnel-Secluded, WiFi, Fireplace, Whirlpool Tub

Cozy Cottage-Devil's Bathtub/Nat Tunnel-Secluded, WiFi, Fireplace, Whirlpool Tub
Duffield
10.0 out of 10, Exceptional, (3)
"Cabin was very clean and well stocked and in a beautiful setting. We really enjoyed our stay. Thanks !"
United States
Marla P.
The price is NZ$267
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Cottage-Devil's Bathtub/Nat Tunnel-Secluded, WiFi, Fireplace, Whirlpool Tub

Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails

Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails
Jonesville
10.0 out of 10, Exceptional, (10)
"Stayed here for NASCAR race. Camper was very clean. Easy communication with host."
United States
Dawn E.
Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails

Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
Partridge
9.8 out of 10, Exceptional, (7)
"Perfect little place to hang with the pups and use as a base camp for lots of great hiking in the area. "
United States
Paul R.
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

Sleep In A Bit Of History. Welcome To An 1860 Log Cabin And Idle Hour Farm.

Sleep In A Bit Of History. Welcome To An 1860 Log Cabin And Idle Hour Farm.
Rogersville
9.8 out of 10, Exceptional, (143)
"Awesome property and cabin "
United States
matt m.
Sleep In A Bit Of History. Welcome To An 1860 Log Cabin And Idle Hour Farm.

Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails

Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails
Jonesville
10.0 out of 10, Exceptional, (7)
"I enjoyed the hot tub very much. Perfect location for me to visit family and friends. Very friendly folks. "
United States
Bess W.
Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails

Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views

Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views
Jonesville
10.0 out of 10, Exceptional, (2)
"My friends and I had a wonderful time.It’s a very clean, peaceful and pretty place to stay!I would definitely recommend it to anyone who is looking for a nice getaway!"
United States
Isaiah L.
Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views

Charming 1-bedroom house in welcoming Big Stone Gap Virginia!

Charming 1-bedroom house in welcoming Big Stone Gap Virginia!
Big Stone Gap
10.0 out of 10, Exceptional, (4)
"The place was beyond nice and clean. Great locations. We had plenty of family stop by and see us and there were tons of room, never felt cramped. Will definitely be staying there again."
United States
Michael R.
Charming 1-bedroom house in welcoming Big Stone Gap Virginia!

Deer Meadow Cabin-Devil's Bathtub/Nat Tunnel, Secluded, Fireplace, Whirlpool Tub

Deer Meadow Cabin-Devil's Bathtub/Nat Tunnel, Secluded, Fireplace, Whirlpool Tub
Duffield
9.8 out of 10, Exceptional, (8)
"Very clean and property well maintained."
United States
Jessica C.
The price is NZ$278
includes taxes & fees
4 Jan - 5 Jan 2026
Deer Meadow Cabin-Devil's Bathtub/Nat Tunnel, Secluded, Fireplace, Whirlpool Tub

Peaceful tranquility from a river view cabin

Peaceful tranquility from a river view cabin
2.0 star property
Sneedville
10.0 out of 10, Exceptional, (1)
"The cabin itself is the perfect size for 2 people! We loved the view and how excluded the property was from any other houses. The view of the river and mountains from the porch is breathtaking. If you have any questions the host is quick to respond and is very helpful. We will absolutely be coming back next year! "
United States
Grace D.
Peaceful tranquility from a river view cabin

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Harlan
10.0 out of 10, Exceptional, (1)
"Had a few issues but they were resolved."
United States
Kenneth H.
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pennington Gap Hotel Reviews

Find out more about Pennington Gap

Everything you need to know about Pennington Gap holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pennington Gap holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pennington Gap holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pennington Gap holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pennington Gap. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pennington Gap holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pennington Gap holiday rentals we have selected for you start as low as NZ$267 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pennington Gap rentals

At Expedia, we put the best Pennington Gap holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pennington Gap rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pennington Gap holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pennington Gap. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Pennington Gap?

Yes, there are holiday rentals close to the most popular sights in Pennington Gap, or you can select a more secluded option if you're looking for a relaxing stay. Pennington Gap is known for its parks.

What are some of the best holiday rentals that Pennington Gap has to offer?

Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia: This holiday home rental outside of Pennington Gap is located in the mountains, and has a balcony, a private garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

What can I see and do in Pennington Gap?

Jefferson National Forest and Cave Spring Park are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Black Mountain and Black Mountain Offroad Adventure Area - Putney Trailhead.

What are holiday rentals like in Pennington Gap?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pennington Gap. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for families.