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Vacation Rentals in Harlan County

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Top Cities in Harlan County

Top Vacation Rentals in Harlan County

Cabin in Putney

10.0 out of 10, Exceptional, (2)
"Nice place great for rzr riding "
United States
Anthony M.
4BR 2 bath house with full kitchen, living room, hot tub and game room.

Vacation Home in Harlan

8.8 out of 10, Excellent, (3)
"We will rent this property again :)"
United States
David M.
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

Vacation Home in Harlan

10.0 out of 10, Exceptional, (1)
"Had a few issues but they were resolved."
United States
Kenneth H.
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

Vacation Home in Middlesboro

$239 nightly
The price is $264
Dec 8 - Dec 9
Total with taxes and fees
Welcoming 3-bedroom house with AC in charming Middlesboro

Cabin in Eidson

2.0 star property
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.
$144 nightly
The price is $159
Dec 8 - Dec 9
Total with taxes and fees
Secluded cabin on the Clinch river, kayaks & canoes available! Sleeps 6. WIFI.

Vacation Home in Middlesboro

10.0 out of 10, Exceptional, (1)
"Clean"
United States
Phineas S.
$493 nightly
The price is $544
Dec 8 - Dec 9
Total with taxes and fees
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

Cabin in DUFFIELD

9.0 out of 10, Wonderful, (2)
"Great spot to explore the area!!"
United States
Joshua T.
$162 nightly
The price is $178
Jan 4 - Jan 5, 2026
Total with taxes and fees
Laurel Lodge Cabin-Secluded, Spacious, Accessible, Devil's Bathtub/Nat Tunnel

Apartment in Harrogate

9.8 out of 10, Exceptional, (8)
"Harrogate Hideaway was a very clean and cute place to stay. We really enjoyed our time here. Our host Ciara was great!"
United States
Carla P.
$178 nightly
The price is $193
Dec 8 - Dec 9
Total with taxes and fees
Harrogate Hideaway - 5 Min to LMU & Nat'l Park

Vacation Home in Harrogate

9.6 out of 10, Exceptional, (27)
"Everything was wonderful and excellent "
United States
Richard C.
Blissful Bungalow across from LMU campus

Cottage in 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.
$236 nightly
The price is $260
Dec 9 - Dec 10
Total with taxes and fees
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

Cabin in Pennington Gap

2.0 star property
10.0 out of 10, Exceptional, (3)
"We absolutely loved this place!!!!! Will definitely be back and plus we have family who live in Jonesville"
United States
Carla C.
Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"

Vacation Home in Cumberland Gap

9.8 out of 10, Exceptional, (93)
"The host was easy to reach and the house was clean. Cumberland Gap has really nice trails to walk, and lots of antique stores. Shout out to the restaurant just down the street "1919" Great food We would definetly stay again."
United States
Edith G.
1928 Home in the heart of Cumberland Gap

Vacation Home in Middlesboro

10.0 out of 10, Exceptional, (22)
"Great property! Very clean and homey!"
United States
Lillian I.
$208 nightly
The price is $229
Dec 8 - Dec 9
Total with taxes and fees
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

Vacation Home in Pineville

3.5 star property
$402 nightly
The price is $435
Dec 8 - Dec 9
Total with taxes and fees
The House on Park Avenue

Cottage in Cumberland Gap

9.2 out of 10, Wonderful, (42)
"Just as advertised. Very quiet and enjoyable stay!"
United States
Anonymous traveler
$191 nightly
The price is $213
Dec 15 - Dec 16
Total with taxes and fees
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cottage in Whitesburg

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property was clean and just as advertised. The owner was also very flexible in extending our check out time by a little bit since the checkout time was 10 and we had a funeral at 1, leaving us with 3 hours of downtime. We were all very appreciative and would leave a higher review if possible!"
United States
Samantha
Whitesburg Vacation Home w/ Screened Porch

Mobile Home in Jonesville

9.2 out of 10, Wonderful, (25)
"Everything was good!"
United States
Alex B.
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

Vacation Home in Yeaddiss

10.0 out of 10, Exceptional, (5)
"Very cute house with everything you need"
United States
Jennifer A.
Rachel’s Retreat Near Leatherwood Off Road Park

Apartment in Harrogate

2.0 star property
9.8 out of 10, Exceptional, (9)
"Excellent property and excellent owner! Lovely property, attention to detail, comfortable bed and a great place to relax. Highly recommend!"
United States
Nancy
Mountain Views - LMU 1 1/2

Cabin in 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.
$141 nightly
The price is $155
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy Cottage-Devil's Bathtub/Nat Tunnel-Secluded, WiFi, Fireplace, Whirlpool Tub
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

Find out more about Harlan County

Discover your perfect Harlan County vacation rental with Expedia

How many vacation rentals are available in Harlan County?


Expedia has plenty of vacation rentals to choose from in and around  Harlan County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Harlan County?


The selection of Harlan County vacation rentals we have selected for you start as low as $159 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Harlan County?


Vacation rentals in Harlan County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Harlan County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Harlan County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. 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. 


How do I find the best deal on a vacation rental in Harlan County?


Find vacation rentals in Harlan County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Harlan County.  


What amenities are available in a vacation rental in Harlan County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Harlan County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Harlan County?   


Everytime is a great time to head to Harlan County! Staying in a Harlan County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Harlan County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Harlan County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Harlan County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Harlan County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.