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

Harlan Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Harlan vacation rentals

Smart TV, fireplace

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 ￥19,118
￥41,273 total
includes taxes & fees
Aug 18 - Aug 19
Beautiful Loft in the Woods
Coffee/tea maker, fridge, microwave, oven

2. Outback Behind the Barn

Outback Behind the Barn
Ewing
The price is ￥16,251
￥21,776 total
includes taxes & fees
Sep 1 - Sep 2
Outback Behind the Barn
Property grounds

3. 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, (10 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 ￥25,380
￥47,122 total
includes taxes & fees
Aug 18 - Aug 19
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Coffee/tea maker, fridge, microwave, oven

4. 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, (18 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 ￥17,366
￥33,065 total
includes taxes & fees
Aug 18 - Aug 19
Harrogate Hideaway - 5 Min to LMU & Nat`l Park
Exterior

5. Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (39 reviews)
"Very convenient to everything we needed to do, very clean and neat"
United States
Brandi L.
The price is ￥17,366
￥35,975 total
includes taxes & fees
Aug 23 - Aug 24
Blissful Bungalow across from LMU campus
Dining

6. 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 ￥20,648
￥48,046 total
includes taxes & fees
Aug 18 - Aug 19
2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park
Exterior detail

7. Min. to Laurel Cove, LMU & Union, & Bell Theater

Min. to Laurel Cove, LMU & Union, & Bell Theater
Pineville
4.8 out of 10, (3 reviews)
"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."
United States
Stephanie F.
The price is ￥17,034
￥43,327 total
includes taxes & fees
Aug 18 - Aug 19
Min. to Laurel Cove, LMU & Union, & Bell Theater
Outdoor dining

8. 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 ￥30,111
￥60,426 total
includes taxes & fees
Aug 18 - Aug 19
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
Coffee/tea maker, fridge, microwave, oven

9. Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
10.0 out of 10, Exceptional, (27 reviews)
"Great place to stay. "
United States
Jodi D.
The price is ￥21,795
￥43,407 total
includes taxes & fees
Aug 18 - Aug 19
Harrogate Home Mountain View’s Dog Friendly
Dining

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

Private bungalow close to LMU, ARH, Cumberland Gap
Middlesboro
The price is ￥24,950
￥53,924 total
includes taxes & fees
Aug 21 - Aug 22
Private bungalow close to LMU, ARH, Cumberland Gap
Desk, WiFi, bed sheets

11. 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 ￥28,735
￥60,852 total
includes taxes & fees
Aug 20 - Aug 21
House close to ARH Hospital, Tackett Creek & LMU!
Exterior

12. 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 ￥32,063
￥63,043 total
includes taxes & fees
Aug 18 - Aug 19
Welcoming 3-bedroom house with AC in charming Middlesboro
Desk, iron/ironing board, WiFi, bed sheets

13. 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, (6 reviews)
"We enjoyed our stay. "
United States
Emily S.
The price is ￥32,520
￥63,219 total
includes taxes & fees
Sep 7 - Sep 8
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Exterior

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

Nan’s Porch - 2 Bedroom home with outdoor firepit
Cumberland
The price is ￥19,102
￥49,065 total
includes taxes & fees
Sep 6 - Sep 7
Nan’s Porch - 2 Bedroom home with outdoor firepit
Exterior

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

Dan’s Den - Two bedroom home with outdoor firepit
Cumberland
The price is ￥20,855
￥50,994 total
includes taxes & fees
Aug 18 - Aug 19
Dan’s Den - Two bedroom home with outdoor firepit
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 Hotel Reviews

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"The gym is janky and almost scary. It’s very dark and just very isolated. Scary as a female to go to alone. Otherwise nice property. Gym is important to me so I would not stay here again. But I would not discourage someone who isn’t concerned about a gym to stay."
Shelley 1-night trip
Posted 4 days ago
Holiday Inn Express Middlesboro by IHG

Find out more about Harlan

Search for holiday rentals in Harlan on Expedia! You can easily find your home rentals, villas, holiday apartments in Harlan using one of the methods below:

  • View our selection of featured holiday rentals in Harlan
  • Use the map to find apartments and other holiday homes in the Harlan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Harlan while they last

Look no further and take a look at our great range of rental properties in Harlan!

Frequently asked questions

Can I find a vacation rental in Harlan?

Yes, we offer vacation rentals near the most popular sights in Harlan, or you can go with a more remote option if you want a relaxing place to stay. Harlan is known for its shopping and mountain views. Make sure you have time to check out the lake views and churches during your trip.

What are some of the best vacation rentals that Harlan has to offer?

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion): Visitors like this Harlan vacation home rental. It is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Harlan?

Choose from 4 Expedia vacation rentals in Harlan for a memorable vacation.

What can I see and do in Harlan?

Cumberland River and Martins Fork Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Cumberland Gap National Historical Park and Smith Recreation Area Beach.

What are vacation rentals like in Harlan?

Vacation rentals are privately owned properties you can book for several days or more in Harlan. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.