A waterfall cascading down a rocky cliff surrounded by lush greenery.

Harlan County Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Our top choices for Harlan County holiday 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, (6 reviews)
"Very comfortable, modern and spacious."
United States
Kellie
The price is HK$981
HK$2,050 total
includes taxes & fees
11 Oct - 12 Oct
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 HK$1,026
HK$2,433 total
includes taxes & fees
18 Oct - 19 Oct
Nan’s Porch - 2 Bedroom home with outdoor firepit
A bedroom with a bed, a wooden nightstand, a chair, a door, and a view of the outside.

3. Dan’s Den - Two bedroom home with outdoor firepit

Dan’s Den - Two bedroom home with outdoor firepit
Cumberland
The price is HK$1,309
HK$2,718 total
includes taxes & fees
22 Oct - 23 Oct
Dan’s Den - Two bedroom home with outdoor firepit
Living Room

4. Outback Behind the Barn

Outback Behind the Barn
Ewing
The price is HK$800
HK$1,073 total
includes taxes & fees
12 Oct - 13 Oct
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 HK$777
HK$1,512 total
includes taxes & fees
11 Oct - 12 Oct
Harrogate Hideaway - 5 Min to LMU & Nat`l Park
A rustic wooden building with a porch, stone pillars, and potted plants.

6. 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, (31 reviews)
"Great location So close to so much hiking."
United States
Theresa l.
Luxury Brooklyn St APT - Near LMU & Nat’l Park
A wooden deck with a railing, a brick building, and a door with a window.

7. 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, (12 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 HK$1,250
HK$2,321 total
includes taxes & fees
13 Oct - 14 Oct
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
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 HK$1,017
HK$2,341 total
includes taxes & fees
11 Oct - 12 Oct
2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park
An aerial view of a campus with multiple buildings, a central tower, and a large open grassy area.

9. 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 HK$855
HK$1,725 total
includes taxes & fees
11 Oct - 12 Oct
Blissful Bungalow across from LMU campus
An outdoor patio with a wooden table and wicker chairs.

10. 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
9.4 out of 10, Exceptional, (6 reviews)
"Such a cute little place we have stayed twice already"
United States
Cassie S.
The price is HK$1,483
HK$2,942 total
includes taxes & fees
11 Oct - 12 Oct
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a sign reading "EVERYDAY COOKING".

11. Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
10.0 out of 10, Exceptional, (30 reviews)
"Great place to stay. "
United States
Jodi D.
The price is HK$1,059
HK$2,143 total
includes taxes & fees
21 Oct - 22 Oct
Harrogate Home Mountain View’s Dog Friendly
A shower curtain with a plant and cat design.

12. 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, (13 reviews)
"Host is the BEST!"
United States
Melissa L.
The price is HK$848
HK$1,107 total
includes taxes & fees
11 Oct - 12 Oct
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
A living room with a stone fireplace, wooden walls, a sofa, a coffee table, and a TV mounted on the wall.

13. 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 HK$1,020
HK$2,734 total
includes taxes & fees
28 Oct - 29 Oct
Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU
A dining area with a table set for four, a ceiling fan, and a sign above reading 'BE OUR GUEST'.

14. 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 HK$1,229
HK$2,621 total
includes taxes & fees
10 Oct - 11 Oct
Private bungalow close to LMU, ARH, Cumberland Gap
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 HK$848
HK$1,791 total
includes taxes & fees
19 Oct - 20 Oct
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
A bedroom with a bed, pillows, a nightstand, a lamp, a window with blinds, and a kitchen area with a refrigerator.

16. 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 HK$1,602
HK$3,097 total
includes taxes & fees
11 Oct - 12 Oct
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
A brick house with a covered porch, a front door, and a small garden area with potted plants.

17. 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 HK$1,579
HK$3,071 total
includes taxes & fees
10 Oct - 11 Oct
Welcoming 3-bedroom house with AC in charming Middlesboro
A covered porch with white columns, outdoor furniture, and potted plants.

18. 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, (13 reviews)
"Very comfortable stay! "
United States
Chasity F.
The price is HK$902
HK$1,179 total
includes taxes & fees
18 Oct - 19 Oct
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
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 HK$1,559
HK$3,173 total
includes taxes & fees
5 Nov - 6 Nov
House close to ARH Hospital, Tackett Creek & LMU!
A two-story house with a porch decorated with red, white, and blue accents.

20. Nottingham Place in Wise, King Bedrm, Private Living Rm, Near UVa-Wise & Main St

Nottingham Place in Wise, King Bedrm, Private Living Rm, Near UVa-Wise & Main St
Wise
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful accommodations, and the hosts were absolutely fabulous! "
United States
Dan B.
The price is HK$1,020
HK$1,310 total
includes taxes & fees
13 Oct - 14 Oct
Nottingham Place in Wise, King Bedrm, Private Living Rm, Near UVa-Wise & Main St
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Harlan County Hotel Reviews

Days Inn by Wyndham Norton

Days Inn by Wyndham Norton

10/10 Excellent
"I love the front desk people I have delt with, Charlie and Kim! They are always friendly and so helpful. They always make me feel welcome! Rooms are clean, great for the price!"
Christine 1-night trip
Posted 1 hour ago
Days Inn by Wyndham Norton