Harlan Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Harlan vacation rentals

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
$209 nightly
The price is $230
Dec 10 - Dec 11
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)
Property grounds
Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro

Middlesboro
$239 nightly
The price is $264
Dec 10 - Dec 11
Total with taxes and fees
Welcoming 3-bedroom house with AC in charming Middlesboro
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.
$493 nightly
The price is $544
Dec 10 - Dec 11
Total with taxes and fees
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
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, (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
Fridge, microwave, oven, stovetop
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
Exterior detail
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.
$260 nightly
The price is $287
Dec 10 - Dec 11
Total with taxes and fees
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
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.
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, (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"
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
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, (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
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
Dec 10 - Dec 11
Total with taxes and fees
The House on Park Avenue
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)
"Just as advertised. Very quiet and enjoyable stay!"
United States
Anonymous traveler
$189 nightly
The price is $211
Dec 14 - Dec 15
Total with taxes and fees
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
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, (26)
"Everything was good!"
United States
Alex B.
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
Terrace/patio
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
Fridge, microwave, oven, stovetop
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
Living area
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.
$245 nightly
The price is $270
Dec 10 - Dec 11
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Harlan Hotel Reviews

Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"The check in and out was very easy. Staff was pleasant and helpful. The cottage was very clean and well kept. The outside lighting could have been better as we arrived in the dark and it was hard to see. Overall great stay. "
DeAnna 1-night trip
Posted 21 hours 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 $211 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.