Photo by Dawn Sanders

Search Vacation Homes in Harlan

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 30 Vacation Homes in Harlan with updated reviews, rates, and availability.

1928 Home in the heart of Cumberland Gap
Exterior

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (82)
"The location was great for walking to dining and local shops. Perfect for visiting LMU. The host was very helpful answering questions and informing us about activities close by. We even had a question about the house and he responded immediately. Great place to stay!"
The price is SAR 751
SAR 959 total
includes taxes & fees
21 Apr - 22 Apr
1928 Home in the heart of Cumberland Gap
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
Private kitchen

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

6.0 out of 10, (1)
"It was convenience to downtown. It was right around the corner from PicPac. The price was good but there was some issues when we first got there. The heat wasn’t on and wven when it said it was it wouldn’t come on. I had to contact the property owner and the property opener said everything was good but after about 30 minutes of being there, some thing happening and it got turned on. It would’ve not of been a big deal but it was 50° outside. The hot water from the sink was leaking all over the...
The price is SAR 390
SAR 960 total
includes taxes & fees
21 Apr - 22 Apr
3-Bedroom Cottage, Peaceful setting, Close to Parks, 2 min. from Bell Theatre
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (1)
"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 SAR 447
SAR 799 total
includes taxes & fees
19 Apr - 20 Apr
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Blissful Bungalow across from LMU campus
Fridge, microwave, oven, stovetop

Blissful Bungalow across from LMU campus

9.6 out of 10, Exceptional, (21)
"visiting family at lmu, very close! We had a great weekend, would stay again! "
The price is SAR 409
SAR 832 total
includes taxes & fees
16 Apr - 17 Apr
Blissful Bungalow across from LMU campus
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
Pool

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

9.4 out of 10, Exceptional, (21)
"Delightful property and hosts. "
The price is SAR 466
SAR 874 total
includes taxes & fees
16 Apr - 17 Apr
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
3 bedrooms, desk, iron/ironing board, travel crib

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

10.0 out of 10, Exceptional, (1)
"The property manager was kind enough to let us check in a night early. He only charged a small fee. Upon arriving the house was very clean. We absolutely loved our stay. We will be booking this one again. If you have kids this is the perfect rental. It has a large fenced back yard, lots of beds, and plenty of seating. "
The price is SAR 368
SAR 1,030 total
includes taxes & fees
16 Apr - 17 Apr
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Exterior

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)
Handicapped Friendly House in the peaceful country side
Property grounds

Handicapped Friendly House in the peaceful country side

10.0 out of 10, Exceptional, (23)
"Very impressed, the house was very clean, we loved how it was decorated. The property was in a quite area but not isolated, the town was about 15 minutes out should we decide to go. All instructions concerning the location was easy to follow. The view was beautiful and would definitely recommend this rental and would be pleased to use it again."
Handicapped Friendly House in the peaceful country side
5 minutes from LMU!
Terrace/patio

5 minutes from LMU!

10.0 out of 10, Exceptional, (3)
"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 SAR 484
SAR 1,080 total
includes taxes & fees
24 Apr - 25 Apr
5 minutes from LMU!
A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!
Property grounds

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 SAR 1,122
SAR 2,444 total
includes taxes & fees
16 Apr - 17 Apr
A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!
Pine Mountain Inn - Minutes from the Laurel Cove and Bell Theatre music venues!
Exterior

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 SAR 1,104
SAR 1,858 total
includes taxes & fees
22 Apr - 23 Apr
Pine Mountain Inn - Minutes from the Laurel Cove and Bell Theatre music venues!
Appalachian country views and hikes.
TV, fireplace, table tennis

Appalachian country views and hikes.

9.6 out of 10, Exceptional, (13)
"We absolutely loved the mountain home. There was plenty of room for our family of 9. The kitchen was well stocked and ready to use. The beds were comfortable. We utilized the beautiful front porch and fire pit. We loved hearing the cows. We were surprised by the fact you didn’t smell farm smells at all. The whole area was peaceful and allowed for multigenerational family bonding. It was within easy access of Sneedville and the beautiful Elrod Falls. The drive up to the home is...
Appalachian country views and hikes.
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Exterior

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

10.0 out of 10, Exceptional, (2)
"I was very pleased with the hospitality, having a wash room to use, and great kitchen, too. Could relax a little watching streaming channels, too."
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Harrogate Home Mountain View’s Dog Friendly
Fridge, microwave, oven, stovetop

Harrogate Home Mountain View’s Dog Friendly

10.0 out of 10, Exceptional, (17)
"Nice 3bedroom split level home with everything you would need. "
The price is SAR 657
SAR 1,222 total
includes taxes & fees
20 Apr - 21 Apr
Harrogate Home Mountain View’s Dog Friendly
Rachel's Retreat- Close to Leatherwood Off Road Park!
Living area

Rachel's Retreat- Close to Leatherwood Off Road Park!

Rachel's Retreat- Close to Leatherwood Off Road Park!
Charming 3-bedroom Cottage with AC and WiFi in delightful Hyden, KY
Exterior

Charming 3-bedroom Cottage with AC and WiFi in delightful Hyden, KY

10.0 out of 10, Exceptional, (1)
"Had the most peaceful relaxing stay in the mountains. If you can, open the windows and listen to the creek and sleep well."
Charming 3-bedroom Cottage with AC and WiFi in delightful Hyden, KY
1896 Victorian Farmhouse Farm Stay
Exterior

1896 Victorian Farmhouse Farm Stay

10.0 out of 10, Exceptional, (9)
"We enjoyed our stay at the farmhouse. Close enough to Pennington Gap for groceries and restaurants. "
1896 Victorian Farmhouse Farm Stay
Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell
Fridge, microwave, oven, stovetop

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"The House was very clean organized lots of dishes, Clean counters and fridge.We were very comfortable from the moment we arrived. I have enjoyed the stay."
Tranquil Haven MTN Retreat, 3-bedroom, 2-bath, WIFI, AC in Beautiful Tazewell
Historic Cabin on the Tolliver Manor
Property grounds

Historic Cabin on the Tolliver Manor

9.0 out of 10, Wonderful, (43)
"Country setting easy access to everything you could need"
Historic Cabin on the Tolliver Manor
The House on Park Avenue
Comfort House | Private kitchen | Full-size fridge, microwave, oven, stovetop

The House on Park Avenue

3.5 star property
The price is SAR 1,091
SAR 1,500 total
includes taxes & fees
15 May - 16 May
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.
Don't see what you're looking for?
See all available properties in Harlan
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Harlan

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

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
Exterior

Beautiful Loft in the Woods

The price is SAR 372
SAR 736 total
includes taxes & fees
15 May - 16 May
Beautiful Loft in the Woods
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Exterior

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

10.0 out of 10, Exceptional, (2)
"I was very pleased with the hospitality, having a wash room to use, and great kitchen, too. Could relax a little watching streaming channels, too."
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
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.