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Find Vacation Homes in Harlan County, KY from $137

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Top Cities in Harlan County

Vacation Homes in Harlan County

Small Town Charmer - Rent Entire Home

10.0 out of 10, Exceptional, (63)
"We had a wonderful stay at this beautiful house! The home itself was spotless, well-maintained, and full of charm. One of our favorite features was the lovely back porch—perfect for relaxing in the morning with coffee or winding down in the evening.The location was central and convenient, with easy access to nearby lakes and only about two hours from both the Kentucky Horse Park and Natural Bridge State Resort Park. It made for a perfect base for day trips and outdoor adventures.Would definitely...
Small Town Charmer - Rent Entire Home

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

10.0 out of 10, Exceptional, (16)
"Our group had a wonderful time staying at Uncle Ernie's! Everything was neat, tidy, and felt like home. We definitely will be back next time we are in the area!"
$189 nightly
The price is $208
Oct 2 - Oct 3
Total with taxes and fees
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (91)
"Prominent house in historic Cumberland Gap.Family friendly and comfortable accommodations. Lots of different seating options inside and out. We would stay here again."
1928 Home in the heart of Cumberland Gap

Blissful Bungalow across from LMU campus

9.6 out of 10, Exceptional, (25)
"visiting family at lmu, very close! We had a great weekend, would stay again! "
Blissful Bungalow across from LMU campus

Harrogate Home Mountain View’s Dog Friendly

9.8 out of 10, Exceptional, (20)
"Good space for me, my family, and my dogs to crash while we did a quick visit to the Gap."
$195 nightly
The price is $223
Oct 7 - Oct 8
Total with taxes and fees
Harrogate Home Mountain View’s Dog Friendly

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

10.0 out of 10, Exceptional, (13)
"Very comfortable stay! "
$124 nightly
The price is $137
Oct 14 - Oct 15
Total with taxes and fees
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath

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

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."
$213 nightly
The price is $235
Oct 2 - Oct 3
Total with taxes and fees
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park

10.0 out of 10, Exceptional, (5)
"Very cute house with everything you need"
Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park

The House on Park Avenue

3.5 star property
$402 nightly
The price is $435
Oct 2 - Oct 3
Total with taxes and fees
The House on Park Avenue

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

10.0 out of 10, Exceptional, (1)
$184 nightly
The price is $203
Oct 2 - Oct 3
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

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

9.2 out of 10, Wonderful, (5)
"We enjoyed our stay. "
$328 nightly
The price is $362
Oct 28 - Oct 29
Total with taxes and fees
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

9.8 out of 10, Exceptional, (7)
"Perfect little place to hang with the pups and use as a base camp for lots of great hiking in the area. "
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

Appalachian country views and hikes.

9.6 out of 10, Exceptional, (14)
"What a lovely place. Everything we needed and then some. Would stay here again. So relaxing. The view, ping pong, & super happy to discover puzzles for us to do on the rainy day!(Only issue we had was it was wasp season & they kept getting in. Glad they were slow ones!)"
Appalachian country views and hikes.

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

10.0 out of 10, Exceptional, (1)
"Well cared for property with nice upgrades! Perfect for our stay, everything we needed, and accommodating. "
$243 nightly
The price is $268
Oct 2 - Oct 3
Total with taxes and fees
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville

Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

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

Close to town, the college and a beautiful serene surrounding

9.6 out of 10, Exceptional, (53)
"The outside was not as clean and mowed as I expected , we complained about a blocked sink but no one responded . The bed was comfortable and I loved the size of the living room with its decor . "
Close to town, the college and a beautiful serene surrounding

Charming 1-bedroom house in welcoming Big Stone Gap Virginia!

10.0 out of 10, Exceptional, (3)
"Property was VERY clean and newly renovated! Perfect location in safe neighborhood. Stores entertainment, and restaurants within walking distance. We had a wonderful stay. "
Charming 1-bedroom house in welcoming Big Stone Gap Virginia!

Entire Home near Whitesburg

8.0 out of 10, Very Good, (1)
Entire Home near Whitesburg

Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views

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!"
$235 nightly
The price is $260
Oct 2 - Oct 3
Total with taxes and fees
Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

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

Find out more about Harlan County

Booking Tips to Find the Best Harlan County Vacation Homes


How much does it cost to rent a vacation home in Harlan County?

You can find incredible Harlan County vacation homes for all types of budgets: between $137 and $435 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Harlan County?

If you are looking for a great deal on your vacation home in Harlan County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Harlan County?

There are 43 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Harlan County?

Begin by entering your trip dates to see what type of Harlan County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Harlan County?

Booking Harlan County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Harlan County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Harlan County along with your vacation property, into a Harlan County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Harlan County Vacation Homes information

Number of reviews
315
Accommodation
43 Vacation Homes
Lowest Price
$137
Highest Price
$435

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