scenic mountain town, blue hour and fresh snow

Harlan Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Harlan holiday rentals

Smart TV, fireplace

Beautiful Loft in the Woods

Beautiful Loft in the Woods
Harlan
10.0 out of 10, Exceptional, (4 reviews)
"Another perfect stay in Melody's loft ! We highly recommend anyone stay here when in the Harlan area. It is quiet, absolutely spotless,with possibly the most comfortable bed we have ever slept on. Very close to restaurants and stores yet with that wonderful quiet country feel with a few deer running around. Thoughtfully stocked with bathroom items in case you forget something and some snacks and coffee and tea. Thanks again for a great weekend!!"
United States
Charles T.
The price is HK$940
HK$1,978 total
includes taxes & fees
17 Jun - 18 Jun
Beautiful Loft in the Woods
Fridge, microwave, oven, stovetop

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, (16 reviews)
"Such a cute little apartment! It had everything we needed for our stay. "
United States
Cindy
The price is HK$839
HK$1,578 total
includes taxes & fees
14 Jun - 15 Jun
Harrogate Hideaway - 5 Min to LMU & Nat`l Park
Exterior

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Cumberland Gap
9.2 out of 10, Wonderful, (46 reviews)
"Cozy place perfect for what we needed. "
United States
Emily N.
The price is HK$964
HK$1,900 total
includes taxes & fees
14 Jun - 15 Jun
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Exterior

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, (28 reviews)
"Great location So close to so much hiking."
United States
Theresa l.
Luxury Brooklyn St APT - Near LMU & Nat’l Park
Exterior

Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (36 reviews)
"Very convenient to everything we needed to do, very clean and neat"
United States
Brandi L.
The price is HK$1,011
HK$1,945 total
includes taxes & fees
14 Jun - 15 Jun
Blissful Bungalow across from LMU campus
Property grounds

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, (7 reviews)
"We stayed here for a wedding weekend in Pineville, KY, and it was absolutely perfect from start to finish. The home was spotless, cozy, and had everything we could possibly need. The beds were so comfortable, and we instantly felt at home the moment we walked in.What truly set this stay apart was the host’s kindness and above-and-beyond hospitality. We got lost in the middle of the night trying to find the property, and the host stayed on the phone with us, patiently guiding us right to the...
United States
Samantha P.
The price is HK$1,093
HK$2,121 total
includes taxes & fees
14 Jun - 15 Jun
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Fridge, microwave, oven, stovetop

Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
10.0 out of 10, Exceptional, (25 reviews)
"Great place to stay. "
United States
Jodi D.
The price is HK$1,199
HK$2,297 total
includes taxes & fees
15 Jun - 16 Jun
Harrogate Home Mountain View’s Dog Friendly
Dining

Private bungalow close to LMU, ARH, Cumberland Gap

Private bungalow close to LMU, ARH, Cumberland Gap
Middlesboro
The price is HK$923
HK$2,212 total
includes taxes & fees
15 Jun - 16 Jun
Private bungalow close to LMU, ARH, Cumberland Gap
Exterior

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 HK$1,307
HK$2,736 total
includes taxes & fees
16 Jun - 17 Jun
Welcoming 3-bedroom house with AC in charming Middlesboro
Outdoor dining

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
9.6 out of 10, Exceptional, (5 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 HK$1,481
HK$2,929 total
includes taxes & fees
14 Jun - 15 Jun
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
Dining

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 HK$1,041
HK$2,358 total
includes taxes & fees
5 Jul - 6 Jul
2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park
Desk, iron/ironing board, WiFi, bed sheets

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, (5 reviews)
"We enjoyed our stay. "
United States
Emily S.
The price is HK$1,346
HK$2,781 total
includes taxes & fees
14 Jun - 15 Jun
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Terrace/patio

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 HK$1,278
HK$2,767 total
includes taxes & fees
15 Jun - 16 Jun
LMU Pine Mtn State Park Cumberland Gap Laurel Cove
Interior

Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Middlesboro
8.0 out of 10, Very good, (2 reviews)
"Clean"
United States
Phineas S.
The price is HK$1,625
HK$3,187 total
includes taxes & fees
23 Jun - 24 Jun
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & 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

Suburban Studios Middlesboro

Suburban Studios Middlesboro

10/10 Excellent
"Would recommend."
Vantage 1-night trip
Posted 11 hours ago
Suburban Studios Middlesboro

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 holiday rental in Harlan?

Yes, there are holiday rentals close to the most popular sights in Harlan, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Harlan has to offer?

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion): This highly rated holiday home rental in Harlan is located in the city centre, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Harlan?

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

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 holiday rentals like in Harlan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Harlan. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for small groups.