Book Holiday Homes in Pennington Gap

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Featured Holiday Homes in Pennington Gap

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
This family-friendly vacation home is 0.1 mi (0.1 km) from Jefferson National Forest and 5.2 mi (8.4 km) from Kingdom Come State Park.
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
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
The price is AU$391 per night from 14 Apr to 15 Apr
AU$391
includes taxes & fees
14 Apr - 15 Apr
With a stay at this vacation home in Jonesville, you'll be in the mountains, and 9.1 mi (14.6 km) from Cave Spring Park and 13.1 mi (21.1 km) from Jefferson ...
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

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

Harlan
A stay at this vacation home places you in the heart of Harlan, steps from Cumberland River and 6 minutes by foot from The Harlan Center.
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
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Handicapped Friendly House in the peaceful country side

Handicapped Friendly House in the peaceful country side

Jonesville
When you stay at this vacation home in Jonesville, you'll be on a river and 13 minutes by car from Cave Spring Park.
Handicapped Friendly House in the peaceful country side
Appalachian country views and hikes.

Appalachian country views and hikes.

Sneedville
With a stay at this vacation home in Blackwater, you'll be 30.8 mi (49.6 km) from Norris Lake and 8.5 mi (13.7 km) from Hancock County Hospital.
Appalachian country views and hikes.
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

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

Harlan
A stay at this vacation home places you in the heart of Harlan, steps from Cumberland River and 6 minutes by foot from The Harlan Center.
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Charming 1-bedroom house in welcoming Big Stone Gap Virginia!

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

Big Stone Gap
With a stay at this vacation home in Big Stone Gap, you'll be just steps from Miner's Park and The Trail of the Lonesome Pine Outdoor Drama.
Charming 1-bedroom house in welcoming Big Stone Gap Virginia!
1896 Victorian Farmhouse Farm Stay

1896 Victorian Farmhouse Farm Stay

Dryden
Located in Dryden, this vacation home is in the mountains, within a 10-minute drive of Jefferson National Forest and Cave Spring Park.
1896 Victorian Farmhouse Farm Stay
Modern Appalachian Vacation Rental w/ River Access

Modern Appalachian Vacation Rental w/ River Access

Pennington Gap
Located in Pennington Gap, this vacation home is on a river, within a 15-minute drive of Jefferson National Forest and Cave Spring Park.
Modern Appalachian Vacation Rental w/ River Access
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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.

Pennington Gap Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pennington Gap vacation homes are the perfect way for you to wing it.

Holiday houses in Pennington Gap let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pennington Gap in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pennington Gap adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pennington Gap with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pennington Gap vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pennington Gap Holiday Homes essential information

Accommodation
14 Holiday Homes
Lowest Price
AU$183
Highest Price
AU$391
Popular accommodation
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn., Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails, Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion), Handicapped Friendly House in the peaceful country side, Appalachian country views and hikes., Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas), Charming 1-bedroom house in welcoming Big Stone Gap Virginia! , 1896 Victorian Farmhouse Farm Stay, Modern Appalachian Vacation Rental w/ River Access

Top trending hotels in Pennington Gap

Modern Appalachian Vacation Rental w/ River Access

Modern Appalachian Vacation Rental w/ River Access

Pennington Gap
Located in Pennington Gap, this vacation home is on a river, within a 15-minute drive of Jefferson National Forest and Cave Spring Park.
Modern Appalachian Vacation Rental w/ River Access
Modern Appalachian Vacation Rental w/ River Access

Modern Appalachian Vacation Rental w/ River Access

3 out of 5
385 Screech Trl, Pennington Gap, VA
With a stay at this cottage in Pennington Gap, you'll be within a 15-minute drive of Jefferson National Forest and Cave Spring Park.
Modern Appalachian Vacation Rental w/ River Access
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
128 James Richardson Lane, Rogersville, TN
Fully refundableReserve now, pay when you stay
The price is AU$183 per night from 4 May to 5 May
AU$183
includes taxes & fees
4 May - 5 May
A stay at Comfort Inn & Suites places you in the heart of Rogersville, steps from Rogersville City Park and Parkview Plaza.
Comfort Inn & Suites
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Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
4609 Aerial Way, Big Stone Gap, VA
In the heart of Big Stone Gap, Quality Inn & Suites is within a 5-minute drive of Miner's Park and The Trail of the Lonesome Pine Outdoor Drama.
Quality Inn & Suites
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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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^Subject to availability and chosen travel dates.