Harlan County Vacation Rentals

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Top cities in Harlan County

A snow-covered town at dusk with illuminated buildings and a prominent red building in the center.
Vacation Rentals

Harlan

Harlan

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Harlan County vacation rentals

A grassy area with a brick fire pit and a building with a sloped roof.

1. Beautiful Loft in the Woods

Beautiful Loft in the Woods
Harlan
10.0 out of 10, Exceptional, (8 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 CA $207
CA $412 total
includes taxes & fees
Nov 16 - Nov 17
Beautiful Loft in the Woods
A porch with two Adirondack chairs and a small table, white siding, and a door with a glass panel.

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

Nan’s Porch - 2 Bedroom home with outdoor firepit
Cumberland
The price is CA $194
CA $426 total
includes taxes & fees
Nov 16 - Nov 17
Nan’s Porch - 2 Bedroom home with outdoor firepit
A covered porch with a doormat, a view of a backyard with a pool, and a wooden deck.

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 CA $248
CA $510 total
includes taxes & fees
Nov 19 - Nov 20
Dan’s Den - Two-bedroom home with hot tub, fire pit, and dog park
Private kitchen

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

Harrogate Hideaway - 5 Min to LMU & Nat`l Park
Harrogate
9.6 out of 10, Exceptional, (21 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 CA $141
CA $263 total
includes taxes & fees
Nov 16 - Nov 17
Harrogate Hideaway - 5 Min to LMU & Nat`l Park
Living Room

5. Outback Behind the Barn

Outback Behind the Barn
Ewing
The price is CA $146
CA $182 total
includes taxes & fees
Nov 16 - Nov 17
Outback Behind the Barn
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 CA $243
CA $419 total
includes taxes & fees
Nov 20 - Nov 21
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
A single-story house with a porch, a mailbox, and a small garden.

7. Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Cumberland Gap
9.4 out of 10, Exceptional, (52 reviews)
"The house was nice and clean and ready for us. When we checked in, the location was absolutely perfect from downtown, Everything worked out the way it should be. If we go back to Cumberland Gap, which I hope we will we will try to stay in the same location."
United States
JOHN H.
The price is CA $141
CA $290 total
includes taxes & fees
Nov 19 - Nov 20
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
An aerial view of a campus with multiple buildings, a central tower, and a large open grassy area.

8. Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (46 reviews)
"The house is beautiful and cozy on the inside. Communication with the host was quick and efficient. We will definitely be back."
United States
Eva M.
The price is CA $156
CA $307 total
includes taxes & fees
Nov 19 - Nov 20
Blissful Bungalow across from LMU campus
A rustic wooden building with a porch, stone pillars, and potted plants.

9. 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, (35 reviews)
"Great location So close to so much hiking."
United States
Theresa l.
The price is CA $141
CA $275 total
includes taxes & fees
Nov 23 - Nov 24
Luxury Brooklyn St APT - Near LMU & Nat’l Park
A kitchen with a brick wall, stainless steel appliances, white cabinets, and a wooden table.

10. 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 CA $185
CA $393 total
includes taxes & fees
Nov 16 - Nov 17
2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park
A covered outdoor seating area with a sofa, chairs, and planters.

11. 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 CA $212
CA $442 total
includes taxes & fees
Nov 16 - Nov 17
LMU Pine Mtn State Park Cumberland Gap Laurel Cove
A beach with clear skies, a sandy shore, and a pier in the background.

12. Robertson Ridge Hideaway Cottage

Robertson Ridge Hideaway Cottage
Hinkle
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful place "
United States
Isaac L.
The price is CA $173
CA $226 total
includes taxes & fees
Nov 17 - Nov 18
Robertson Ridge Hideaway Cottage
An outdoor patio with a wooden table and wicker chairs.

13. 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 CA $270
CA $494 total
includes taxes & fees
Nov 16 - Nov 17
Park Ave Laurel Cove, Bell Theatre & LMU
An outdoor patio with a wooden ceiling, string lights, a sofa, chairs, and a table.

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
9.2 out of 10, Wonderful, (9 reviews)
"We enjoyed our stay. "
United States
Emily S.
The price is CA $199
CA $428 total
includes taxes & fees
Nov 19 - Nov 20
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
A wooden deck with two chairs and a small table, overlooking a green landscape.

15. Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
10.0 out of 10, Exceptional, (32 reviews)
"Great place to stay. "
United States
Jodi D.
The price is CA $225
CA $424 total
includes taxes & fees
Nov 16 - Nov 17
Harrogate Home Mountain View’s Dog Friendly
An outdoor patio with a table and benches, a wooden fence, and a door labeled "OUTHOUSE".

16. 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
9.8 out of 10, Exceptional, (16 reviews)
"Best stay we have had in the area. Wonderful place. Will stay here again!!!"
United States
Darren
The price is CA $180
CA $206 total
includes taxes & fees
Nov 16 - Nov 17
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
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 CA $238
CA $476 total
includes taxes & fees
Nov 16 - Nov 17
Welcoming 3-bedroom house with AC in charming Middlesboro
A single-story house with a front porch, a door with a wreath, and a number '303' on the front.

18. 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 CA $208
CA $440 total
includes taxes & fees
Nov 16 - Nov 17
Private bungalow close to LMU, ARH, Cumberland Gap
A portable barbecue grill with a black and green design, mounted on a metal stand with adjustable legs.

19. 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, (20 reviews)
"Lots of room. Clean. Good host."
United States
Konnie D.
The price is CA $235
CA $538 total
includes taxes & fees
Nov 19 - Nov 20
Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU
A wooden cabin with a porch, a door, a window with a view of the outdoors, and a small table with a potted plant.

20. Studio 8 Mi to Norris Lake! Couples & Pets Welcome

Studio 8 Mi to Norris Lake! Couples & Pets Welcome
3.0 star property
Tazewell
The price is CA $171
CA $349 total
includes taxes & fees
Nov 16 - Nov 17
Studio 8 Mi to Norris Lake! Couples & Pets Welcome
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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Find vacation rentals that suit your style

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Top Harlan County Hotel Reviews

Room
Quality Inn & Suites Big Stone Gap

Quality Inn & Suites Big Stone Gap

Quality Inn & Suites Big Stone Gap
Big Stone Gap

10/10 Excellent

If you don’t want to drive back into town for dinner and drinks , local taxi was $10 each way very reasonable (you’re on motorbikes so that was very handy)
Canada
Donald
Reviewed September 22, 2026
Quality Inn & Suites Big Stone Gap

Find out more about Harlan County

Everything you need to know about Harlan County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Harlan County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Harlan County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Harlan County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Harlan County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Harlan County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Harlan County vacation rentals we have selected for you start as low as CA $141 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Harlan County rentals

At Expedia, we put the best Harlan County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Harlan County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Harlan County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Harlan County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.