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Harlan Holiday Rentals

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Holiday Rentals in Harlan

Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
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)
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
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)
Beautiful Loft in the Woods
10.0 out of 10, Exceptional, (3)
"Beautiful setting. Incredible space well laid out. Owner was very engaging. "
United States
Fred
The price is AU$361
includes taxes & fees
29 Oct - 30 Oct
Beautiful Loft in the Woods
Harlan, Ky Modern Private Guesthouse 304 Historic Downtown (Vela's Villas)
10.0 out of 10, Exceptional, (1)
"We loved our stay at Vela’s Villa! We had a family gathering and it was wonderful for us to all be together we had a family reunion and it was such a great stay! thanks so much"
United States
Joy Y.
Harlan, Ky Modern Private Guesthouse 304 Historic Downtown (Vela's Villas)
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
10.0 out of 10, Exceptional, (19)
"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!"
United States
Savannah P.
The price is AU$359
includes taxes & fees
26 Oct - 27 Oct
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
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! "
United States
Cherrish S.
Blissful Bungalow across from LMU campus
1928 Home in the heart of Cumberland Gap
9.8 out of 10, Exceptional, (91)
"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.
The price is AU$357
includes taxes & fees
3 Nov - 4 Nov
1928 Home in the heart of Cumberland Gap
Luxury Brooklyn St APT - Near LMU & Nat’l Park
9.6 out of 10, Exceptional, (24)
"This apartment was perfect for my husband and I and 2 adult children. It was right downtown Cumberland Gap with great views and a cute patio to enjoy morning coffee. It had everything we needed and was extremely clean. The hosts was easy to communicate with and provided all the information we needed to enjoy our stay. "
United States
kim s.
The price is AU$315
includes taxes & fees
30 Oct - 31 Oct
Luxury Brooklyn St APT - Near LMU & Nat’l Park
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"
United States
Jennifer A.
Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
9.2 out of 10, Wonderful, (25)
"Everything was good!"
United States
Alex B.
The price is AU$368
includes taxes & fees
26 Oct - 27 Oct
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
4BR 2 bath house with full kitchen, living room, hot tub and game room.
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.
Secluded Cabin with a mountain view, hot tub, full kitchen, and living room.
10.0 out of 10, Exceptional, (1)
"We can’t wait to return. Everything was great."
United States
Katelyn J.
Secluded Cabin with a mountain view, hot tub, full kitchen, and living room.
Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia
10.0 out of 10, Exceptional, (10)
"We enjoyed our stay at the farmhouse. Close enough to Pennington Gap for groceries and restaurants. "
United States
Laura L.
Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia
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."
United States
Stephanie F.
The price is AU$329
includes taxes & fees
27 Oct - 28 Oct
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"
2.0 star property
10.0 out of 10, Exceptional, (1)
"Great cabin and beautiful location!!!"
United States
Martha D.
Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
10.0 out of 10, Exceptional, (2)
"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 AU$459
includes taxes & fees
26 Oct - 27 Oct
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
9.2 out of 10, Wonderful, (40)
"Just as advertised. Very quiet and enjoyable stay!"
United States
Anonymous traveller
The price is AU$329
includes taxes & fees
27 Oct - 28 Oct
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
The House on Park Avenue
3.5 star property
The price is AU$613
includes taxes & fees
26 Oct - 27 Oct
The House on Park Avenue
Harrogate Hideaway - 5 Min to LMU & Nat'l Park
9.8 out of 10, Exceptional, (7)
"We enjoyed our stay at this property. It was quiet and met our needs for a two night stay to visit our son in the area."
United States
Kathy H.
The price is AU$300
includes taxes & fees
3 Nov - 4 Nov
Harrogate Hideaway - 5 Min to LMU & Nat'l Park
Welcoming 3-bedroom house with AC in charming Middlesboro
The price is AU$380
includes taxes & fees
2 Nov - 3 Nov
Welcoming 3-bedroom house with AC in charming Middlesboro
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

Find out more about Harlan

Everything you need to know about Harlan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Harlan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Harlan holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Harlan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Harlan. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Harlan holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Harlan holiday rentals we have selected for you start as low as AU$300 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Harlan rentals

At Expedia, we put the best Harlan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Harlan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Harlan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Harlan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 Modern Private Guesthouse 302 Historic Downtown (Vela's Villas): This highly rated holiday home rental in Harlan is located in the city centre, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind. Our travellers also rate Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion) as a favourite home for rent in Harlan.

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 Smith Recreation Area Beach are a couple of lovely local spots to get outside and enjoy nature. Cumberland Gap National Historical Park and Black Mountain Offroad Adventure Area - Putney Trailhead are a couple of places you'll find in the wider area.

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.