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Harlan Vacation Rentals

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Nov 10 - Nov 11
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Nov 21 - Nov 23

Vacation Rentals in Harlan

Exterior
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)
Exterior
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)
Exterior
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
$212 nightly
The price is $234
Nov 11 - Nov 12
Total with taxes and fees
Beautiful Loft in the Woods
Exterior detail
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)
Fridge, microwave, oven, stovetop
Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus

Harrogate
9.6 out of 10, Exceptional, (25)
"Visiting our son on LMU campus and it was perfect! Property was clean, easy to access and plenty of parking space. Would recommend! "
United States
Molly B.
Blissful Bungalow across from LMU campus
Exterior
1928 Home in the heart of Cumberland Gap

1928 Home in the heart of Cumberland Gap

Cumberland Gap
9.8 out of 10, Exceptional, (93)
"In town but no near neighbors; comfy and fun for close friends/relatives. (1 bath) Some antiques and restaurants close but quiet and clean"
United States
Paul D.
$205 nightly
The price is $229
Nov 11 - Nov 12
Total with taxes and fees
1928 Home in the heart of Cumberland Gap
1 bedroom, bed sheets
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, (1)
"Great cabin and beautiful location!!!"
United States
Martha D.
Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"
Microwave, oven, stovetop
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.
$304 nightly
The price is $335
Dec 9 - Dec 10
Total with taxes and fees
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Terrace/patio
Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park

Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park

Yeaddiss
10.0 out of 10, Exceptional, (5)
"The property is great. Very well kept both inside and out.The rear porch by the bubbling brook is very enjoyable. The view from the front porch is great as well. Plenty of clean towels and wash clothes. Only 2 minor items to mention. The water in the shower is poor and the front door gets stuck on the uneven floor. These items did not affect our stay. We would recommend this property to anyone. "
United States
Curt H.
Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park
Property grounds
Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails

Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails

Jonesville
10.0 out of 10, Exceptional, (9)
"We needed to get away and it was still too cold to camp (for me, lol!). This retreat was just perfect - comfy and welcoming and private. Easy access to the nearby town but really feels away from it all. We can't wait to get back!"
United States
Samantha Y.
$213 nightly
The price is $235
Nov 11 - Nov 12
Total with taxes and fees
Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails
Fridge, microwave, oven, stovetop
Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell

Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell

2.0 star property
Tazewell
10.0 out of 10, Exceptional, (6)
"The country setting is very nice with the cows in the field next door. The house is very open with plenty of room. They did a really good job updating this house. The beds are nice and comfortable. We enjoyed our stay."
United States
Patty F.
Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell
Exterior
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.
Private kitchen
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.
Exterior
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
Pool
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, (25)
"Definitely one of my favorite places I've ever stayed and I've been a lot of places. From the camper to the fire pit with wood included to the s'mores fixings to the hot tub to the theatre to the thoughtful pet friendly touches. I could have stayed forever and definitely hope to return sooner than later! "
United States
Kara L.
$210 nightly
The price is $232
Nov 12 - Nov 13
Total with taxes and fees
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
Private kitchen
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

Pineville
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.
$203 nightly
The price is $224
Nov 17 - Nov 18
Total with taxes and fees
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
2 bedrooms, iron/ironing board, free WiFi, bed sheets
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

Middlesboro
10.0 out of 10, Exceptional, (20)
"Uncle Ernie's was amazing and beautiful! We enjoyed everything about our stay there. Monica and Terry were great host. We will definitely stay here again for our future visits."
United States
Carla P.
$211 nightly
The price is $233
Nov 11 - Nov 12
Total with taxes and fees
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
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, (42)
"Everything I needed and a great location for everything in the gap!"
United States
Madison O.
$191 nightly
The price is $213
Nov 17 - Nov 18
Total with taxes and fees
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
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, (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.
$233 nightly
The price is $257
Nov 11 - Nov 12
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Comfort House | Private kitchen | Full-size fridge, microwave, oven, stovetop
The House on Park Avenue

The House on Park Avenue

3.5 star property
Pineville
$402 nightly
The price is $435
Nov 11 - Nov 12
Total with taxes and fees
The House on Park Avenue
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

Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"Staff were amazing! Very unique experience in the cottage and the fireplace was really special highly recommended!"
Andrew 1-night trip
Posted 2 days ago
Pine Mountain State Resort Park

Find out more about Harlan

Everything you need to know about Harlan vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Harlan vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Harlan vacation 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 low season months. For more hustle and bustle, you may prefer to visit Harlan in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $213 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Harlan rentals

At Expedia, we put the best Harlan vacation 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 vacation.

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.

Explore a world of travel with Expedia

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

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 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 larger area.

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.