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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)
"Plenty of space for a family. Adequate furnishings in kitchen to fix meals. I found parking confusing, as the streets are one-way."
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."
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. "
The price is AU$331
includes taxes & fees
23 July - 24 July
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"
Harlan, Ky Modern Private Guesthouse 304 Historic Downtown (Vela's Villas)

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

10.0 out of 10, Exceptional, (2)
"Very cute house with everything you need"
Direct Access to Waterfall/Creek Trail of Leatherwood Off Road Park

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 AU$353
includes taxes & fees
13 July - 14 July
1928 Home in the heart of Cumberland Gap

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

9.2 out of 10, Wonderful, (36)
"The old house is need of a few updates (kitchen was really nice) but overall we are having a very enjoyable stay. "
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

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

10.0 out of 10, Exceptional, (7)
"Perfect! Owner was awesome and incredibly responsive. The house was immaculate and ideal for us. Wish we could have enjoyed the fire pit too but we were able to stay high and dry and cozy in the house and avoid the torrential downpours. There is even a nice covered area to get to the carport from the house. Neat historical home close to everything and we were honored to be the first VRBO customer. Thank you for a great experience. We will be back!"
The price is AU$327
includes taxes & fees
14 July - 15 July
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

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 AU$883
includes taxes & fees
7 Aug - 8 Aug
Pine Mountain Inn - Minutes from the Laurel Cove and Bell Theatre music venues!

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 AU$517
includes taxes & fees
3 Aug - 4 Aug
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

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"
The price is AU$580
includes taxes & fees
7 Aug - 8 Aug
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

Mountain Views - LMU 1 1/2

2.0 star property
9.6 out of 10, Exceptional, (5)
"Great place to stay. Julie was great and responsive. Close to area sites. Guiet and good for a restful get away "
Mountain Views - LMU 1 1/2

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

Handicapped Friendly House in the peaceful country side

10.0 out of 10, Exceptional, (25)
"If you want peace and quiet, this is the place to vacation to!"
Handicapped Friendly House in the peaceful country side

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 AU$428
includes taxes & fees
13 July - 14 July
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

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 AU$934
includes taxes & fees
19 July - 20 July
A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!

Harrogate, TN - 5 min. From LMU

9.4 out of 10, Exceptional, (3)
"The apartment was very comfortable. We didn't realize that it was upstairs. It was very hot temperature wise. Our manager was sending me e-mails. But I wasn't getting them. But once we were inside everything was perfect. Everything was very clean and well stocked. Everything was comfortable and very nice to return to after sightseeing. Once we had the wifi everything was a lot better on both sides. The house/apartment was located in a quiet neighborhood. We enjoyed the peace and quiet."
Harrogate, TN - 5 min. From LMU

Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now

10.0 out of 10, Exceptional, (3)
"Cane up from SC to ride Black mountain atv and had a blast definitely will stay here again BJ and his wife are amazing "
Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now

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 AU$461
includes taxes & fees
13 July - 14 July
Harrogate Home Mountain View’s Dog Friendly

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

10.0 out of 10, Exceptional, (7)
"Enjoyed the hot tub and outdoor TV. Looking forward to renting again."
The price is AU$352
includes taxes & fees
17 July - 18 July
Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails
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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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 GuestHouse 300 Vacation/Weddings/Events (Cole Mansion): This highly rated holiday home rental in Harlan is located in the city centre, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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 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 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.