Photo by Brittany Davidson

Harlan County Holiday Rentals

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Featured Harlan County Holiday Rentals

Exterior
Beautiful Loft in the Woods

Beautiful Loft in the Woods

Harlan
10.0 out of 10, Exceptional, (3)
"Beautiful setting. Incredible space well laid out. Owner was very engaging. "
United States
Fred
The price is HK$856
HK$1,810 total
includes taxes & fees
7 Dec - 8 Dec
Beautiful Loft in the Woods
Terrace/patio
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.
The price is HK$771
HK$1,606 total
includes taxes & fees
7 Dec - 8 Dec
Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails
Property grounds
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)
"Enjoyed the hot tub and outdoor TV. Looking forward to renting again."
United States
Keith R.
The price is HK$973
HK$1,855 total
includes taxes & fees
7 Dec - 8 Dec
Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails
Exterior
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 HK$771
HK$1,237 total
includes taxes & fees
7 Dec - 8 Dec
Secluded cabin on the Clinch river, kayaks & canoes available! Sleeps 6. WIFI.
Exterior
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cumberland Gap
9.2 out of 10, Wonderful, (42)
"Just as advertised. Very quiet and enjoyable stay!"
United States
Anonymous traveller
The price is HK$771
HK$1,645 total
includes taxes & fees
7 Dec - 8 Dec
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Fridge, microwave, oven, stovetop
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 HK$940
HK$1,209 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Cottage-Devil's Bathtub/Nat Tunnel-Secluded, WiFi, Fireplace, Whirlpool Tub
Smart TV, fireplace
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 HK$1,103
HK$1,388 total
includes taxes & fees
5 Jan - 6 Jan 2026
Laurel Lodge Cabin-Secluded, Spacious, Accessible, Devil's Bathtub/Nat Tunnel
2 bedrooms, iron/ironing board, free WiFi, bed sheets
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

Middlesboro
10.0 out of 10, Exceptional, (22)
"Great property! Very clean and homey!"
United States
Lillian I.
The price is HK$926
HK$1,759 total
includes taxes & fees
6 Jan - 7 Jan 2026
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Fridge, microwave, oven, stovetop
Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly

Harrogate
10.0 out of 10, Exceptional, (22)
"Great location with friendly neighbors!"
United States
Evan C.
The price is HK$1,226
HK$2,283 total
includes taxes & fees
7 Dec - 8 Dec
Harrogate Home Mountain View’s Dog Friendly
Exterior detail
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

Pineville
9.0 out of 10, Wonderful, (2)
"The home was just perfect for what we needed. Looking forward to seeing how it comes out when all construction is finished! Host was very responsive. Will stay again"
United States
Kami L.
The price is HK$1,219
HK$2,022 total
includes taxes & fees
9 Dec - 10 Dec
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
Property grounds
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

Pineville
10.0 out of 10, Exceptional, (2)
"We stayed here for a wedding weekend in Pineville, KY, and it was absolutely perfect from start to finish. The home was spotless, cozy, and had everything we could possibly need. The beds were so comfortable, and we instantly felt at home the moment we walked in.What truly set this stay apart was the host’s kindness and above-and-beyond hospitality. We got lost in the middle of the night trying to find the property, and the host stayed on the phone with us, patiently guiding us right to the...
United States
Samantha P.
The price is HK$1,240
HK$2,302 total
includes taxes & fees
8 Dec - 9 Dec
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Dining
Historic Charm: 5 Star Comfort Room 2

Historic Charm: 5 Star Comfort Room 2

Pineville
Historic Charm: 5 Star Comfort Room 2
Fridge, microwave, oven, stovetop
Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell

Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell

2.0 star property
Tazewell
10.0 out of 10, Exceptional, (6)
"Great place that is well stocked and close to amenities as well. Spacious house with an awesome porch with a view!"
United States
Brendan W.
The price is HK$1,549
HK$3,400 total
includes taxes & fees
7 Dec - 8 Dec
Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell
3 bedrooms, desk, iron/ironing board, travel cot
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Middlesboro
9.2 out of 10, Wonderful, (5)
"We enjoyed our stay. "
United States
Emily S.
The price is HK$1,362
HK$2,891 total
includes taxes & fees
6 Jan - 7 Jan 2026
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Property grounds
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 HK$981
HK$1,253 total
includes taxes & fees
5 Jan - 6 Jan 2026
Deer Meadow Cabin-Devil's Bathtub/Nat Tunnel, Secluded, Fireplace, Whirlpool Tub
Living area
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville

Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville

Pineville
10.0 out of 10, Exceptional, (1)
"Well cared for property with nice upgrades! Perfect for our stay, everything we needed, and accommodating. "
United States
Hope C.
The price is HK$1,471
HK$2,102 total
includes taxes & fees
7 Dec - 8 Dec
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville
Property grounds
Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro

Middlesboro
The price is HK$1,044
HK$2,052 total
includes taxes & fees
7 Dec - 8 Dec
Welcoming 3-bedroom house with AC in charming Middlesboro
Interior
Vicco Cottage Between Hazard and Whitesburg

Vicco Cottage Between Hazard and Whitesburg

2.0 star property
Vicco
The price is HK$1,401
HK$2,563 total
includes taxes & fees
28 Dec - 29 Dec
Vicco Cottage Between Hazard and Whitesburg
Private kitchen
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

Pineville
4.8 out of 10, (3)
"I did not stay at this property due to a double booking. I stayed at a nearby house that needs to be cleaned better, specially the floors, a shower curtain needs to be added to the beautiful update in bathroom, some plates woukd be nice. House rules and check in, check out procedures, places to visit and eat nearby would have been helpful to have posted at the house. Overall was a decent place to stay, quiet neighborhood. I would at least consider staying again."
United States
Stephanie F.
The price is HK$537
HK$1,631 total
includes taxes & fees
8 Dec - 9 Dec
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
Exterior
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.
The price is HK$2,482
HK$3,648 total
includes taxes & fees
7 Dec - 8 Dec
Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views
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 Harlan County Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"It was short stay met our needs "
Karen 1-night trip
Posted 4 days ago
Quality Inn