A sunlit path through a wooded area with a wooden fence.

Vacation Rentals in Harlan County

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Top Cities in Harlan County

A waterfall cascading over rocky terrain surrounded by dense forest.
Vacation RentalsVacation Rentals

Cumberland

Cumberland

Our top choices for Harlan County vacation rentals

A cozy living room with a fireplace, a black leather sofa, a TV, and a wooden floor.

1. Beautiful Loft in the Woods

Beautiful Loft in the Woods
Harlan
10.0 out of 10, Exceptional, (7 reviews)
"Melody was very friendly and welcoming! The Loft was beautiful, immaculate, cozy and a wonderful place to stay! 100% positive review!"
United States
James
The price is ￥22,726
￥46,996 total
includes taxes & fees
Nov 15 - Nov 16
Beautiful Loft in the Woods
A living room with a wooden floor, a ceiling fan, a sofa, a chair, and a wall-mounted sign.

2. Nan’s Porch - 2 Bedroom home with outdoor firepit

Nan’s Porch - 2 Bedroom home with outdoor firepit
Cumberland
The price is ￥21,354
￥49,705 total
includes taxes & fees
Nov 16 - Nov 17
Nan’s Porch - 2 Bedroom home with outdoor firepit
A log cabin interior with a stone fireplace, a television, and a cozy seating area.

3. Dan’s Den - Two-bedroom home with hot tub, fire pit, and dog park

Dan’s Den - Two-bedroom home with hot tub, fire pit, and dog park
Cumberland
The price is ￥27,232
￥55,481 total
includes taxes & fees
Oct 25 - Oct 26
Dan’s Den - Two-bedroom home with hot tub, fire pit, and dog park
Living Room

4. Outback Behind the Barn

Outback Behind the Barn
Ewing
The price is ￥16,133
￥21,618 total
includes taxes & fees
Oct 24 - Oct 25
Outback Behind the Barn
Private kitchen

5. Harrogate Hideaway - 5 Min to LMU & Nat`l Park

Harrogate Hideaway - 5 Min to LMU & Nat`l Park
Harrogate
9.8 out of 10, Exceptional, (20 reviews)
"Absolutely perfect!Plenty of space, beds were great and so comfortable. Well equipped and the best part so quiet!!! Perfect location for parents visiting LMU students, I highly recommend!"
United States
Amy C.
The price is ￥15,673
￥30,517 total
includes taxes & fees
Oct 25 - Oct 26
Harrogate Hideaway - 5 Min to LMU & Nat`l Park
A wooden deck with a railing, a brick building, and a door with a window.

6. 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, (13 reviews)
"Clean and quiet place to stay when visiting the area. Will definitely consider this place again when we visit Pineville again! "
United States
seth r.
The price is ￥26,660
￥48,394 total
includes taxes & fees
Oct 31 - Nov 1
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
A kitchen with wooden cabinets, a granite countertop, a refrigerator, a microwave, and a sink. There are three bar stools and a vase with flowers on the countertop.

7. Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (43 reviews)
"Very convenient to everything we needed to do, very clean and neat"
United States
Brandi L.
The price is ￥17,240
￥35,410 total
includes taxes & fees
Nov 4 - Nov 5
Blissful Bungalow across from LMU campus
A dining area with a wooden table set for four, a lamp, and framed artwork on the walls.

8. 2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park

2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park
Pineville
10.0 out of 10, Exceptional, (1 review)
"We stayed for the 95th Mountain Laurel Festival and LOVED the location, access to all festival activities, and how easy it was to communicate with the renter. We hope to make this a tradition and will stay here again!"
United States
jennifer w.
The price is ￥20,312
￥46,746 total
includes taxes & fees
Nov 4 - Nov 5
2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park
A living room with a green sofa, a lamp, and a painting on the wall.

9. 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
9.6 out of 10, Exceptional, (14 reviews)
"Best stay we have had in the area. Wonderful place. Will stay here again!!!"
United States
Darren
The price is ￥16,927
￥22,116 total
includes taxes & fees
Oct 27 - Oct 28
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a sign reading "EVERYDAY COOKING".

10. Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
10.0 out of 10, Exceptional, (31 reviews)
"Great place to stay. "
United States
Jodi D.
The price is ￥21,300
￥44,040 total
includes taxes & fees
Nov 4 - Nov 5
Harrogate Home Mountain View’s Dog Friendly
An outdoor patio with a wooden table and wicker chairs.

11. Park Ave Laurel Cove, Bell Theatre & LMU

Park Ave Laurel Cove, Bell Theatre & LMU
Pineville
9.4 out of 10, Exceptional, (6 reviews)
"Such a cute little place we have stayed twice already"
United States
Cassie S.
The price is ￥29,622
￥58,753 total
includes taxes & fees
Nov 4 - Nov 5
Park Ave Laurel Cove, Bell Theatre & LMU
A covered outdoor seating area with a sofa, chairs, and planters.

12. LMU Pine Mtn State Park Cumberland Gap Laurel Cove

LMU Pine Mtn State Park Cumberland Gap Laurel Cove
Pineville
10.0 out of 10, Exceptional, (1 review)
"Well cared for property with nice upgrades! Perfect for our stay, everything we needed, and accommodating. "
United States
Hope C.
The price is ￥25,965
￥56,218 total
includes taxes & fees
Nov 5 - Nov 6
LMU Pine Mtn State Park Cumberland Gap Laurel Cove
A dining area with a table set for four, a ceiling fan, and a sign above reading 'BE OUR GUEST'.

13. Private bungalow close to LMU, ARH, Cumberland Gap

Private bungalow close to LMU, ARH, Cumberland Gap
Middlesboro
8.0 out of 10, Very good, (1 review)
"This house was conveniently located. Upstairs bedroom was hot but everything else was nice."
United States
Leann L.
The price is ￥24,544
￥52,356 total
includes taxes & fees
Oct 25 - Oct 26
Private bungalow close to LMU, ARH, Cumberland Gap
A bedroom with a bed, pillows, a nightstand, a lamp, a window with blinds, and a kitchen area with a refrigerator.

14. 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
9.0 out of 10, Wonderful, (8 reviews)
"We enjoyed our stay. "
United States
Emily S.
The price is ￥31,992
￥61,846 total
includes taxes & fees
Oct 26 - Oct 27
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
A wooden porch with a red door, a bench with heart-shaped cutouts, and two pillows with floral designs.

15. Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg

Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
whitesburg
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Lotsa room & everything very nice clean. "
United States
Aaron G.
The price is ￥17,082
￥36,268 total
includes taxes & fees
Nov 2 - Nov 3
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
A living room with a stone fireplace, wooden walls, a sofa, a coffee table, and a TV mounted on the wall.

16. Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU

Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU
Middlesboro
10.0 out of 10, Exceptional, (19 reviews)
"Lots of room. Clean. Good host."
United States
Konnie D.
The price is ￥28,211
￥64,792 total
includes taxes & fees
Oct 28 - Oct 29
Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU
A covered porch with white columns, outdoor furniture, and potted plants.

17. Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath

Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
Wise
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable stay! "
United States
Chasity F.
The price is ￥19,591
￥25,294 total
includes taxes & fees
Oct 31 - Nov 1
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
A brick house with a covered porch, a front door, and a small garden area with potted plants.

18. Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro
Middlesboro
8.0 out of 10, Very good, (3 reviews)
"Great area to stay in "
United States
Corinna E.
The price is ￥31,542
￥61,327 total
includes taxes & fees
Oct 25 - Oct 26
Welcoming 3-bedroom house with AC in charming Middlesboro
A living room with a TV on a wooden stand, a white chair, a small table, and a sofa.

19. House close to ARH Hospital, Tackett Creek & LMU!

House close to ARH Hospital, Tackett Creek & LMU!
Middlesboro
7.4 out of 10, Good, (3 reviews)
"Advertised would sleep 12, yes it had beds for 12, but I guess we were to share towels , could be cleaner, food and trash under sofa cushions. Had to hunt for the WiFi password."
United States
Elita W.
The price is ￥29,622
￥60,744 total
includes taxes & fees
Nov 19 - Nov 20
House close to ARH Hospital, Tackett Creek & LMU!
A rustic wooden building with a porch, stone pillars, and potted plants.

20. Luxury Brooklyn St APT - Near LMU & Nat’l Park

Luxury Brooklyn St APT - Near LMU & Nat’l Park
Cumberland Gap
9.8 out of 10, Exceptional, (32 reviews)
"Great location So close to so much hiking."
United States
Theresa l.
The price is ￥15,659
￥31,625 total
includes taxes & fees
Nov 19 - Nov 20
Luxury Brooklyn St APT - Near LMU & Nat’l Park
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

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"."
Kelly 1-night trip
Posted 3 days ago
Sleep Inn & Suites Middlesboro

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Vacation Apartments in Harlan County

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