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Letcher County Holiday Rentals

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Top Holiday Rentals Destinations in Letcher County

House (3 Bedrooms) | Interior
Whitesburg Vacation Home w/ Screened Porch

Whitesburg Vacation Home w/ Screened Porch

3.0 star property
Whitesburg
10.0 out of 10, Exceptional, (1)
"The property was clean and just as advertised. The owner was also very flexible in extending our check out time by a little bit since the checkout time was 10 and we had a funeral at 1, leaving us with 3 hours of downtime. We were all very appreciative and would leave a higher review if possible!"
United States
Samantha
Whitesburg Vacation Home w/ Screened Porch
Fridge, microwave, oven, stovetop
Entire Home near Whitesburg

Entire Home near Whitesburg

whitesburg
8.0 out of 10, Very good, (1)
Entire Home near Whitesburg
Property grounds
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

Partridge
9.8 out of 10, Exceptional, (7)
"Perfect little place to hang with the pups and use as a base camp for lots of great hiking in the area. "
United States
Paul R.
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
5 bedrooms, iron/ironing board, free WiFi, bed sheets
360 Degree Mountain View

360 Degree Mountain View

Jenkins
9.8 out of 10, Exceptional, (8)
"The house was perfect for us, had many places to sleep. The house was big enough for us to feel like we weren’t on top of one another."
United States
Tyler O.
The price is AU$462
includes taxes & fees
25 Nov - 26 Nov
360 Degree Mountain View
Interior
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Langley
9.8 out of 10, Exceptional, (12)
"Excellent service, very friendly"
United States
Briseida S.
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Property grounds
Coal Town Gem

Coal Town Gem

Haysi
9.6 out of 10, Exceptional, (28)
"Very nice loft, private and modern. Perfectly comfortable stay."
United States
Tom
The price is AU$221
includes taxes & fees
22 Nov - 23 Nov
Coal Town Gem
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, (2)
"Great cabin and beautiful location!!!"
United States
Martha D.
Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"
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
3 bedrooms, desk, iron/ironing board, travel cot
New 3 Bdrm unit w/ great location & ex. amenities

New 3 Bdrm unit w/ great location & ex. amenities

Pikeville
9.6 out of 10, Exceptional, (19)
"After staying here a year ago, I was happy to book a second stay. Our stay was great, with very pleasant communications with Amelia and a seamless arrival. We enjoyed the thoughtful updates to the property that made it even more comfortable. The property remains spotlessly clean, with comfy beds and kitchen basics supplied. We enjoyed the assortment of coffee. It was short drive to anywhere we wanted to go and we easily walked to all downtown destinations. We enjoyed meeting the family staying...
United States
Blaine S.
New 3 Bdrm unit w/ great location & ex. amenities
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.
The price is AU$364
includes taxes & fees
15 Nov - 16 Nov
Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails
Living area
Red Oak- Charming 3-bedroom Cottage with AC, WiFi in quaint Sassafras/Red Oak.

Red Oak- Charming 3-bedroom Cottage with AC, WiFi in quaint Sassafras/Red Oak.

Sassafras
Red Oak- Charming 3-bedroom Cottage with AC, WiFi in quaint Sassafras/Red Oak.
Fridge, microwave, oven, stovetop
The Nook in Downtown Pikeville

The Nook in Downtown Pikeville

Pikeville
9.0 out of 10, Wonderful, (4)
"The unit is spotless, greatly appreciate how immaculate it is. It was not explicitly stated it was on the second floor only accessible by outside stairs. Yes, the was a picture of the stairs in the listing but there was also a picture of the front of the building and several doors. I did communicate this to the owner and was told I should have known from the picture. Highly disappointed by the response. "
United States
Mary C.
The Nook in Downtown Pikeville
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.
The price is AU$360
includes taxes & fees
16 Nov - 17 Nov
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails
Fridge, microwave, oven, stovetop
The 100 Acker Woods located in the Appalachian mountains

The 100 Acker Woods located in the Appalachian mountains

Clintwood
10.0 out of 10, Exceptional, (5)
"Stay was great everything was satisfactory. Great host"
United States
Ernest C.
The 100 Acker Woods located in the Appalachian mountains
Fridge, microwave, oven, stovetop
The Lofts at Three Rivers

The Lofts at Three Rivers

Haysi
10.0 out of 10, Exceptional, (14)
"We loved the place. A lot of space for our family and extended family. The beds were comfortable and we had space for everyone to spread out and do their own thing."
United States
Heidi W.
The price is AU$570
includes taxes & fees
22 Nov - 23 Nov
The Lofts at Three Rivers
Property grounds
Eccentric Privy-Sleeps6. 2nd floor & outdoor deck

Eccentric Privy-Sleeps6. 2nd floor & outdoor deck

Pikeville
9.6 out of 10, Exceptional, (8)
"Good for light travel. Must be able to navigate narrow spiral staircase. Place was very clean with cute decor."
United States
Mahoney C.
Eccentric Privy-Sleeps6. 2nd floor & outdoor deck
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)
Fridge, microwave, oven, stovetop
Close to town, the college and a beautiful serene surrounding

Close to town, the college and a beautiful serene surrounding

wise
9.6 out of 10, Exceptional, (55)
"This stay was our 3rd visit to the property. We enjoy the location it is very quiet and convenient to area shops. "
United States
Ben K.
Close to town, the college and a beautiful serene surrounding
Property grounds
Small Town Charmer - Rent Entire Home

Small Town Charmer - Rent Entire Home

Hazard
10.0 out of 10, Exceptional, (64)
"We had a wonderful stay at this beautiful house! The home itself was spotless, well-maintained, and full of charm. One of our favorite features was the lovely back porch—perfect for relaxing in the morning with coffee or winding down in the evening.The location was central and convenient, with easy access to nearby lakes and only about two hours from both the Kentucky Horse Park and Natural Bridge State Resort Park. It made for a perfect base for day trips and outdoor adventures.Would definitely...
United States
Stephanie M.
Small Town Charmer - Rent Entire Home
Outdoor dining
Charming 2-bedroom house in Wise, Virginia

Charming 2-bedroom house in Wise, Virginia

Wise
10.0 out of 10, Exceptional, (6)
"We loved our stay at the Cozy Cottage in Wise. Bonita was wonderful to work with and responded to all communication in a timely manner. The house was clean and set up very well. We will return."
United States
Dan and Joannette L.
The price is AU$309
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom house in Wise, Virginia
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 Letcher County Hotel Reviews

The Landmark Hotel

The Landmark Hotel

10/10 Excellent
"The beds were very comfortable and the room was spacious "
Jennifer 1-night trip
Posted 3 days ago
The Landmark Hotel

Find out more about Letcher County

Everything you need to know about Letcher County holiday rentals

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

Letcher County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Letcher County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Letcher County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Letcher County holiday rentals we have chosen for you start as low as AU$221 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Letcher County rentals

At Expedia, we put the best Letcher County holiday 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 Letcher County 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 Letcher County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Letcher County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.