Photo by Dawn Sanders

Harlan Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Vacation Rentals in Harlan

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

9.4 out of 10, Exceptional, (23)
"This was the perfect place for a long weekend getaway. The host communicated well and checked in via message to ensure everything was running smoothly. Very cute camper and surprisingly comfy beds - overall a wonderful experience. Thanks!"
The price is CA $214
CA $377 total
includes taxes & fees
Jul 20 - Jul 21
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

5 minutes from LMU!

9.8 out of 10, Exceptional, (6)
"Have stayed here several times. Always a great stay. Place is clean and tidy and owner is always responsive to my needs. Will definitely stay here again!"
The price is CA $206
CA $428 total
includes taxes & fees
Aug 5 - Aug 6
5 minutes from LMU!

Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

10.0 out of 10, Exceptional, (1)
The price is CA $181
CA $358 total
includes taxes & fees
Jul 21 - Jul 22
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

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

10.0 out of 10, Exceptional, (8)
"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."
The price is CA $163
CA $291 total
includes taxes & fees
Aug 17 - Aug 18
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

9.0 out of 10, Wonderful, (4)
"We enjoyed our stay. "
The price is CA $185
CA $442 total
includes taxes & fees
Aug 3 - Aug 4
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Harrogate Home Mountain View’s Dog Friendly

9.8 out of 10, Exceptional, (19)
"The entire stay was great. The house was nice and cozy, the beds were comfortable and the showers were great. Overall a very comfortable stay. Great hosts."
The price is CA $216
CA $412 total
includes taxes & fees
Jul 22 - Jul 23
Harrogate Home Mountain View’s Dog Friendly

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

10.0 out of 10, Exceptional, (1)
"Well cared for property with nice upgrades! Perfect for our stay, everything we needed, and accommodating. "
The price is CA $204
CA $295 total
includes taxes & fees
Aug 3 - Aug 4
Charming 2-bedroom bungalow with AC, WiFi in pleasant Pineville

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (86)
"Nice spot that is conveniently located in Cumberland Gap. Highly recommend!!!"
The price is CA $247
CA $315 total
includes taxes & fees
Jul 21 - Jul 22
1928 Home in the heart of Cumberland Gap

The House on Park Avenue

3.5 star property
The price is CA $398
CA $547 total
includes taxes & fees
Jul 30 - Jul 31
The House on Park Avenue

Pine Mountain Inn - Minutes from the Laurel Cove and Bell Theatre music venues!

10.0 out of 10, Exceptional, (2)
"Perfect for our event! Very laid back atmosphere. "
The price is CA $406
CA $752 total
includes taxes & fees
Aug 3 - Aug 4
Pine Mountain Inn - Minutes from the Laurel Cove and Bell Theatre music venues!

A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!

8.8 out of 10, Excellent, (25)
"Stayed for LMU graduation. Great location and great property, very accommodating hosts. Thank you!"
The price is CA $369
CA $835 total
includes taxes & fees
Jul 19 - Jul 20
A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!

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

4.0 out of 10, (2)
"The inside photos are somewhat representative of the interior. This is not a “peaceful” location. There were rowdy teens and basketball games very late. Also, you are literally right beside the highway so expect traffic noise. I could deal with all of this, but the smell. I have never left an accommodation nor have I ever left a negative review. However, I must warn others that the smell of tobacco smoke in this place was unlike anything I’ve ever experienced. I went and bought a candle hoping...
The price is CA $107
CA $306 total
includes taxes & fees
Jul 21 - Jul 22
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre

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

The price is CA $429
CA $712 total
includes taxes & fees
Aug 11 - Aug 12
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.
Save an average of 15% on thousands of hotels when you're signed in

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 GuestHouse 300 Vacation/Weddings/Events (Cole Mansion): Visitors like this Harlan vacation home rental. It is located in the city center and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

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 Gap National Historical Park and Cumberland River are a couple of lovely local spots to get outside and enjoy nature. Smith Recreation Area Beach 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.