A snow-covered highway curving through a mountainous landscape with a sunset sky. A road sign indicates the direction to Whitesburg and Harlan.

Search Letcher County Cottage Rentals from CA $317

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Top Cities in Letcher County

A winding road through a forested valley with mist-covered mountains in the background.
CottagesCottages

Whitesburg

Whitesburg
A mountainous landscape with dense forests and rolling hills covered in mist.
CottagesCottages

Jenkins

Jenkins

Our top choices for Letcher County cottages

A residential building with a brick exterior, a window, and a concrete patio area.

1. Whitesburg Vacation Home w/ Glass-enclosed Porch

Whitesburg Vacation Home w/ Glass-enclosed Porch
3.0 star property
Whitesburg
10.0 out of 10, Exceptional, (1 review)
"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/ Glass-enclosed Porch
A rustic wooden cabin with a covered porch, surrounded by lush greenery and a wooden fence.

2. Wendover Cottage - 3 BR 2 BA

Wendover Cottage - 3 BR 2 BA
Hyden
10.0 out of 10, Exceptional, (5 reviews)
"Absolutely beautiful home. Head a hiccup when we arrived but host resolved it immediately and her and team went above and beyond our expectations. We stayed for a family reunion in area and plan on staying here every year. "
United States
Heidi E.
Wendover Cottage - 3 BR 2 BA
A covered porch with white railings, a brick wall, and a view of a forested area.

3. Breaks Home: 3 Mi to ATV Trails!

Breaks Home: 3 Mi to ATV Trails!
3.0 star property
Breaks
The price is CA $193
CA $717 total
includes taxes & fees
Nov 1 - Nov 2
Breaks Home: 3 Mi to ATV Trails!
A two-story brick house with a stone facade, a front porch, and a picnic table in a wooded area.

4. Haysi Nature Getaway w/ Fire Pit & On-site Creek!

Haysi Nature Getaway w/ Fire Pit & On-site Creek!
2.0 star property
Haysi
Haysi Nature Getaway w/ Fire Pit & On-site Creek!
A house surrounded by lush greenery and a gravel path leading to it.

5. Modern Appalachian Vacation Rental w/ River Access

Modern Appalachian Vacation Rental w/ River Access
3.0 star property
Pennington Gap
Modern Appalachian Vacation Rental w/ River Access
A wooden cabin with a porch, a dog, and a person sitting on a swing.

6. Historic Cottage Near PMC, UPIKE and Arena

Historic Cottage Near PMC, UPIKE and Arena
Pikeville
10.0 out of 10, Exceptional, (1 review)
"Beautiful little cottage! We absolutely loved the decor and the historic artifacts with accompanying literature! Fav part by far is the bunkbeds and LED lighting with historic copies of newspaper articles. Very close to town! We would definitely return!"
United States
Jamie V.
The price is CA $175
CA $317 total
includes taxes & fees
Nov 5 - Nov 6
Historic Cottage Near PMC, UPIKE and Arena
A covered porch with two chairs, a small table with flowers, and a view of a residential area with houses and mountains.

7. Laptop-friendly Appalachian Mountain Retreat!

Laptop-friendly Appalachian Mountain Retreat!
3.0 star property
Norton
Laptop-friendly Appalachian Mountain Retreat!
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 Inn at Wise

The Inn at Wise

10/10 Excellent
"The Inn at Wise is more than a conventional hotel. The building is a historic building that is decorated as such."
Robert 4-night trip
Posted 16 hours ago
The Inn at Wise

Find out more about Letcher County

Letcher County Cottages information

Number of reviews
7
Accommodation
6 Cottages
Lowest Price
CA $317
Highest Price
CA $717

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