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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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 AED 441
AED 939 total
includes taxes & fees
9 Aug - 10 Aug
Beautiful Loft in the Woods
Coffee/tea maker, fridge, microwave, oven

2. Outback Behind the Barn

Outback Behind the Barn
Ewing
The price is AED 375
AED 502 total
includes taxes & fees
1 Sep - 2 Sep
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, (9 reviews)
"clean house very beautiful, host was amazing, scenery stunning. "
United States
Evelyn B.
The price is AED 585
AED 1,078 total
includes taxes & fees
7 Aug - 8 Aug
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Exterior

4. 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 AED 404
AED 819 total
includes taxes & fees
11 Aug - 12 Aug
Blissful Bungalow across from LMU campus
Dining

5. 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 AED 476
AED 1,104 total
includes taxes & fees
9 Aug - 10 Aug
2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park
Exterior detail

6. 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 AED 393
AED 995 total
includes taxes & fees
7 Aug - 8 Aug
Min. to Laurel Cove, LMU & Union, & Bell Theater
Outdoor dining

7. 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)
"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.
The price is AED 694
AED 1,377 total
includes taxes & fees
8 Aug - 9 Aug
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
Coffee/tea maker, fridge, microwave, oven

8. Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
10.0 out of 10, Exceptional, (26 reviews)
"Great place to stay. "
United States
Jodi D.
The price is AED 509
AED 942 total
includes taxes & fees
11 Aug - 12 Aug
Harrogate Home Mountain View’s Dog Friendly
Dining

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

Private bungalow close to LMU, ARH, Cumberland Gap
Middlesboro
The price is AED 575
AED 1,227 total
includes taxes & fees
8 Aug - 9 Aug
Private bungalow close to LMU, ARH, Cumberland Gap
Desk, iron/ironing board, WiFi, bed sheets

10. 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 AED 750
AED 1,449 total
includes taxes & fees
7 Aug - 8 Aug
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Exterior

11. 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 AED 739
AED 1,437 total
includes taxes & fees
7 Aug - 8 Aug
Welcoming 3-bedroom house with AC in charming Middlesboro
Desk, WiFi, bed sheets

12. 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 AED 662
AED 1,383 total
includes taxes & fees
20 Aug - 21 Aug
House close to ARH Hospital, Tackett Creek & LMU!
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 desk clerks were excellent especially Devante."
Bruce 1-night trip
Posted 8 hours ago
Holiday Inn Express Middlesboro by IHG

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 Modern Private Guesthouse 304 Historic Downtown (Vela's Villas): Visitors like this Harlan vacation home rental. It is located in the city center and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.