Vacation rentals in Harlan County

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Top-rated vacation rentals in Harlan County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Farm stay in Pennington Gap

5.0 out of 5 average rating, 21 reviews

“The Home Place” 3 Bedroom 2 Bath - Farm House

The “Home Place” is idea for visiting family or the perfect weekend getaway! It has beautiful Mountain View’s, and is in a very peaceful setting! Nestled in the mountains, but minutes from groceries, fast food & restaurants! Entertainment is also close by such as Lee Theatre & Axe Handle Distillery! Stone Mountain ATV Trails & Leeman Field RV Park are also close by! Hiking can be enjoyed at Natural Tunnel State Park, Cumberland Gap National Park, Sand Caves, Devil’s Bath Tub all within a hour!

Nov 26 – Dec 3

R1,971 ZAR per night

Home in Harlan

5.0 out of 5 average rating, 4 reviews

Harlan Hideaway

Enjoy your own little private resort in the heart of coal country! With 4 King beds and 4 Queen beds, everyone in your group will be sure to wake rested and ready for the day. With an in-ground swimming pool and water slide, basketball court, hot tub with outdoor tv, corn hole, and grill, the outdoor fun is endless. If it’s a little too cold or rainy, stay inside and enjoy the 6 recliners in the movie theatre room, shoot some pool, play air hockey, foosball, ping pong, or enjoy some board games.

Nov 11 – 18

R11,112 ZAR per night
Guest favorite

Home in Partridge

5.0 out of 5 average rating, 6 reviews

Old Rustic Country Store

Get ready to experience a one of kind stay that will take you back in time! This space housed Bob & Betty’s Grocery store starting in 1974, and for 48 years, the store was selling bologna sandwiches and cold pops. Now remodeled into a residential stay, the moment you drive up to the property you will reminisce on the old signs, memorabilia, and pictures covering the walls inside and out. Nestled between two mountains, near Bad Branch Falls, Kingdom Come State Park, and plenty of mountain views!

Dec 26 – Jan 2

R1,644 ZAR per night

Popular amenities for Harlan County vacation rentals

Other great vacation rentals in Harlan County

Guesthouse in Pennington Gap

Guesthouse at Wynn Farm

Apr 6 – 13

R2,164 ZAR per night

Home in Evarts

4.28 out of 5 average rating, 25 reviews

Off roaders dream cabin

Apr 4 – 11

R2,604 ZAR per night

Home in Harlan County

New place to stay

The Stonehouse

Aug 10 – 17

R4,347 ZAR per night

Cabin in West

Hillbilly Stays Cabin #3

Jun 27 – Jul 4

R1,375 ZAR per night

Cabin in Harlan County

Hidden Hide Away

Sep 13 – 20

R3,060 ZAR per night

Camper/RV in Coldiron

Private camper on farmland.

May 14 – 21

R1,364 ZAR per night
Guest favorite

Home in Pennington Gap

4.9 out of 5 average rating, 153 reviews

Mother's Place

Jun 12 – 19

R2,456 ZAR per night
Guest favorite

Camper/RV in Jonesville

4.91 out of 5 average rating, 99 reviews

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

Jul 20 – 27

R4,096 ZAR per night
Guest favorite

Camper/RV in Jonesville

4.93 out of 5 average rating, 60 reviews

Ramblin Rose Camper - Theater - Hot-Tub - Fire Pit

Jul 5 – 12

R3,668 ZAR per night
Superhost

Apartment in Harlan

Upper Room Guest Apartment

May 14 – 21

R1,188 ZAR per night

Villa in Harlan

5.0 out of 5 average rating, 3 reviews

Appalachian Downtown Harlan KY 4 Guest Houses

Jun 23 – 30

R15,317 ZAR per night

Home in Harlan

New place to stay

Harlan 306

Sep 18 – 25

R2,609 ZAR per night

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