Pennington Gap Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

Holiday Rentals in Pennington Gap

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

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

2.0 star property
Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"
Modern Appalachian Vacation Rental w/ River Access
Interior

Modern Appalachian Vacation Rental w/ River Access

3.0 star property
Modern Appalachian Vacation Rental w/ River Access
Sleep In A Bit Of History. Welcome To An 1860 Log Cabin And Idle Hour Farm.
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (141)
"Very nice cabin. They did a great job using the cabin while still maintaining the original feel. Hosts were great to work with and were very helpful. Would definitely recommend. "
Sleep In A Bit Of History. Welcome To An 1860 Log Cabin And Idle Hour Farm.
Cabin 1, Cozy Cottage with WiFi, Fireplace and Whirlpool Tub in Duffield, VA
Fridge, microwave, oven, dishwasher

Cabin 1, Cozy Cottage with WiFi, Fireplace and Whirlpool Tub in Duffield, VA

10.0 out of 10, Exceptional, (2)
"Cabin was very nice and clean as described. There was plenty of outdoor activities but also clod to places to go out to eat. We had a fun and relaxing getaway. Would highly recommend this place. "
Cabin 1, Cozy Cottage with WiFi, Fireplace and Whirlpool Tub in Duffield, VA
Rogersville Barn Apartment on 27 Acres w/ Pond!
Interior

Rogersville Barn Apartment on 27 Acres w/ Pond!

3.0 star property
Rogersville Barn Apartment on 27 Acres w/ Pond!
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Exterior

Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

8.8 out of 10, Excellent, (3)
"We will rent this property again :)"
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Secluded cabin on the Clinch river, kayaks & canoes available! Sleeps 6. WIFI.
Exterior

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

2.0 star property
9.6 out of 10, Exceptional, (5)
"It was a great place would love to stay again perfect for my little family "
The price is HK$981
HK$1,476 total
includes taxes & fees
20 Aug - 21 Aug
Secluded cabin on the Clinch river, kayaks & canoes available! Sleeps 6. WIFI.
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
Pool

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

9.4 out of 10, Exceptional, (23)
"This was the perfect place for a long weekend getaway. The host communicated well and checked in via message to ensure everything was running smoothly. Very cute camper and surprisingly comfy beds - overall a wonderful experience. Thanks!"
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
4BR 2 bath house with full kitchen, living room, hot tub and game room.
Exterior

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

10.0 out of 10, Exceptional, (2)
"Nice place great for rzr riding "
4BR 2 bath house with full kitchen, living room, hot tub and game room.
Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now
Outdoor dining

Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now

10.0 out of 10, Exceptional, (3)
"Great location very close to Black Mountain. Host was awesome"
Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now
Spacious and Accessible 2 BR Cabin in Duffield, VA near Devil's Bathtub
Smart TV

Spacious and Accessible 2 BR Cabin in Duffield, VA near Devil's Bathtub

10.0 out of 10, Exceptional, (1)
"beautiful slice of paradise!"
Spacious and Accessible 2 BR Cabin in Duffield, VA near Devil's Bathtub
Charming 2-bedroom cabin in Duffield, VA. Near Devil's Bathtub & Natural Tunnel
Property grounds

Charming 2-bedroom cabin in Duffield, VA. Near Devil's Bathtub & Natural Tunnel

9.8 out of 10, Exceptional, (7)
"The cabin exceeded expectations. The perfect Virginia stay in a beautiful forest. "
Charming 2-bedroom cabin in Duffield, VA. Near Devil's Bathtub & Natural Tunnel
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
Property grounds

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

9.8 out of 10, Exceptional, (6)
"Perfect little place to hang with the pups and use as a base camp for lots of great hiking in the area. "
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails
Property grounds

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

10.0 out of 10, Exceptional, (7)
"Enjoyed the hot tub and outdoor TV. Looking forward to renting again."
Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails
Charming 1-bedroom house in welcoming Big Stone Gap Virginia!
Microwave, oven, stovetop, dishwasher

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

10.0 out of 10, Exceptional, (2)
"This newly remodeled home was perfect for our family. There were four of us but there was room for two more to sleep. Everything was so clean! We loved the fact that the owner immediately responded when we had questions. The house is walking distance to the cute main street in Big Stone Gap and there are lots of beautiful hiking paths in the nearby mountains. We would definitely stay here again. "
Charming 1-bedroom house in welcoming Big Stone Gap Virginia!
Cozy RV on Clinch River with AC, WiFi, Fire pit
Interior

Cozy RV on Clinch River with AC, WiFi, Fire pit

2.0 star property
2.0 out of 10, (1)
"Roaches as big as my thumb, mouse droppings. Owners didn’t know anything about the camper. Air stopped working, had to call someone myself to tell me how to fix it. Owners didn’t seem to wanna be bothered . They had better things to do Took 2 hours to show up to check it by then I had it working . Daughter knew more about the camper than they did . I get that it’s all new to them . But they could’ve done so much better. Get an exterminator!!!!"
The price is HK$785
HK$1,735 total
includes taxes & fees
15 Aug - 16 Aug
Cozy RV on Clinch River with AC, WiFi, Fire pit
"Getaway" to this private beautiful chalet.
Terrace/patio

"Getaway" to this private beautiful chalet.

8.8 out of 10, Excellent, (6)
"Very peaceful. Loved the cows."
"Getaway" to this private beautiful chalet.
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Exterior

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

10.0 out of 10, Exceptional, (1)
"Had a few issues but they were resolved."
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails
Terrace/patio

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

10.0 out of 10, Exceptional, (6)
"It is a great place for a little relaxation in the hot-tub and as an amazing romantic getaway! "
Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails
Handicapped Friendly House in the peaceful country side
Property grounds

Handicapped Friendly House in the peaceful country side

10.0 out of 10, Exceptional, (25)
"Check in is easy and Nell is very responsive. This was my family's second time staying here and we will definitely stay again. "
Handicapped Friendly House in the peaceful country side
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pennington Gap Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"Everyone was friendly!!"
Melinda 4-night trip
Posted 4 days ago
Quality Inn

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?

Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas): This holiday home rental outside of Pennington Gap is located in the city centre, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals are there in Pennington Gap?

Expedia has 3 holiday rentals for your stay in Pennington Gap.

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.