Harlan Holiday Rentals

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Our top choices for Harlan holiday rentals

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

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

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

Beautiful Loft in the Woods
Harlan
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$354
includes taxes & fees
21 Dec - 22 Dec
Beautiful Loft in the Woods

Harlan, Ky Modern Private Guesthouse 304 Historic Downtown (Vela's Villas)

Harlan, Ky Modern Private Guesthouse 304 Historic Downtown (Vela's Villas)
Harlan
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)

Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro
Middlesboro
The price is AU$402
includes taxes & fees
15 Dec - 16 Dec
Welcoming 3-bedroom house with AC in charming Middlesboro

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

Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Middlesboro
10.0 out of 10, Exceptional, (1)
"Clean"
United States
Phineas S.
The price is AU$898
includes taxes & fees
12 Dec - 13 Dec
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

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, (8)
"Harrogate Hideaway was a very clean and cute place to stay. We really enjoyed our time here. Our host Ciara was great!"
United States
Carla P.
Harrogate Hideaway - 5 Min to LMU & Nat'l Park

Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (27)
"visiting family at lmu, very close! We had a great weekend, would stay again! "
United States
Cherrish S.
Blissful Bungalow across from LMU campus

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
9.0 out of 10, Wonderful, (2)
"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 AU$437
includes taxes & fees
16 Dec - 17 Dec
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

4BR 2 bath house with full kitchen, living room, hot tub and game room.

4BR 2 bath house with full kitchen, living room, hot tub and game room.
Putney
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.

Secluded Cabin with a mountain view, hot tub, full kitchen, and living room.
Putney
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.

Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"

Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"
2.0 star property
Pennington Gap
10.0 out of 10, Exceptional, (3)
"We absolutely loved this place!!!!! Will definitely be back and plus we have family who live in Jonesville"
United States
Carla C.
Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"

Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia

Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia
Dryden
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

1928 Home in the heart of Cumberland Gap

1928 Home in the heart of Cumberland Gap
Cumberland Gap
9.8 out of 10, Exceptional, (94)
"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.
1928 Home in the heart of Cumberland Gap

The House on Park Avenue

The House on Park Avenue
3.5 star property
Pineville
The price is AU$602
includes taxes & fees
12 Dec - 13 Dec
The House on Park Avenue

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, (42)
"Great location. Easy walk to town and close to hiking areas. Highly recommend. "
United States
Linda O.
The price is AU$320
includes taxes & fees
14 Dec - 15 Dec
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
Jonesville
9.2 out of 10, Wonderful, (26)
"Everything was good!"
United States
Alex B.
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

Rachel’s Retreat Near Leatherwood Off Road Park

Rachel’s Retreat Near Leatherwood Off Road Park
Yeaddiss
10.0 out of 10, Exceptional, (5)
"Very cute house with everything you need"
United States
Jennifer A.
Rachel’s Retreat Near Leatherwood Off Road Park

Mountain Views - LMU 1 1/2

Mountain Views - LMU 1 1/2
2.0 star property
Harrogate
9.8 out of 10, Exceptional, (9)
"Excellent property and excellent owner! Lovely property, attention to detail, comfortable bed and a great place to relax. Highly recommend!"
United States
Nancy
Mountain Views - LMU 1 1/2

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

Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville
Pineville
10.0 out of 10, Exceptional, (1)
"Well cared for property with nice upgrades! Perfect for our stay, everything we needed, and accommodating. "
United States
Hope C.
The price is AU$408
includes taxes & fees
24 Dec - 25 Dec
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville
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$320 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.