Vacation Homes in Letcher County

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Letcher County holiday homes

Interior

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

Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Harlan
7.6 out of 10, Good, (5 reviews)
"We will rent this property again :)"
United States
David M.
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)
Exterior

Red Oak Cottage

Red Oak Cottage
Sassafras
Red Oak Cottage
Exterior

Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia

Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia
Dryden
10.0 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay at the farmhouse. Close enough to Pennington Gap for groceries and restaurants. "
United States
Laura L.
Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia
Exterior

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, (16 reviews)
"Great place to stay for our family. Loved everything about the location, house, pool, and overall value."
United States
Rick S.
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Terrace/patio

Rachel’s Retreat Near Leatherwood Off Road Park

Rachel’s Retreat Near Leatherwood Off Road Park
Yeaddiss
10.0 out of 10, Exceptional, (6 reviews)
"Very cute house with everything you need"
United States
Jennifer A.
Rachel’s Retreat Near Leatherwood Off Road Park
Fridge, microwave, oven, stovetop

Valley View Retreat Near Whitesburg KY

Valley View Retreat Near Whitesburg KY
Whitesburg
8.0 out of 10, Very good, (1 review)
Valley View Retreat Near Whitesburg KY
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, (8 reviews)
"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.
Golf

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 reviews)
"We were in wise for my son’s wedding. This property met our needs for multiple family members to stay and relax comfortably."
United States
James G.
Close to town, the college and a beautiful serene surrounding
Property grounds

Small Town Charmer - Hazards Best Airbnb!

Small Town Charmer - Hazards Best Airbnb!
Hazard
10.0 out of 10, Exceptional, (65 reviews)
"Beautiful home, very clean and conveniently located to our family. We would definitely stay here again "
United States
Sue B.
Small Town Charmer - Hazards Best Airbnb!
Exterior

Charming 2-bedroom house in Wise, Virginia

Charming 2-bedroom house in Wise, Virginia
Wise
10.0 out of 10, Exceptional, (7 reviews)
"We had everything we needed and the neighborhood was quiet. Will definitely stay again! "
United States
Kendra T.
The price is HK$860
HK$1,551 total
includes taxes & fees
3 Feb - 4 Feb
Charming 2-bedroom house in Wise, Virginia
Exterior

Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views

Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views
Jonesville
10.0 out of 10, Exceptional, (2 reviews)
"My friends and I had a wonderful time.It’s a very clean, peaceful and pretty place to stay!I would definitely recommend it to anyone who is looking for a nice getaway!"
United States
Isaiah L.
Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views
Interior

Charming 1-bedroom house in welcoming Big Stone Gap Virginia!

Charming 1-bedroom house in welcoming Big Stone Gap Virginia!
Big Stone Gap
10.0 out of 10, Exceptional, (5 reviews)
"Property was VERY clean and newly renovated! Perfect location in safe neighborhood. Stores entertainment, and restaurants within walking distance. We had a wonderful stay. "
United States
Sarah K.
Charming 1-bedroom house in welcoming Big Stone Gap Virginia!
Dining

360 Degree Mountain View

360 Degree Mountain View
Jenkins
9.8 out of 10, Exceptional, (8 reviews)
"Very clean and comfortable. Everything we needed was there and available. "
United States
Sue T.
The price is HK$703
HK$2,369 total
includes taxes & fees
2 Feb - 3 Feb
360 Degree Mountain View
Microwave, oven, stovetop, dishwasher

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

Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now
Evarts
10.0 out of 10, Exceptional, (4 reviews)
"Great location very close to Black Mountain. Host was awesome"
United States
Robin
Welcome to The Mayor's Retreat! 4-bedroom house in Evarts KY. Book now
Terrace/patio

Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath

Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
Wise
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable stay! "
United States
Chasity F.
The price is HK$668
HK$918 total
includes taxes & fees
2 Feb - 3 Feb
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
Property grounds

Big Tree Lodge- Near Leatherwood Off Road Park!

Big Tree Lodge- Near Leatherwood Off Road Park!
Slemp
Big Tree Lodge- Near Leatherwood Off Road Park!
Exterior

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

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Harlan
10.0 out of 10, Exceptional, (1 review)
"Had a few issues but they were resolved."
United States
Kenneth H.
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

Handicapped Friendly House in the peaceful country side

Handicapped Friendly House in the peaceful country side
Jonesville
10.0 out of 10, Exceptional, (28 reviews)
"Quiet , Beautiful "
United States
Kevin
Handicapped Friendly House in the peaceful country side
Terrace/patio

Victorian Spa EnSuite @ Nottingham PL, King Bed, Jacuzzi Near UVa-Wise & Main St

Victorian Spa EnSuite @ Nottingham PL, King Bed, Jacuzzi Near UVa-Wise & Main St
Wise
10.0 out of 10, Exceptional, (15 reviews)
"Everything is fabulous.."
United States
Jarmy
Victorian Spa EnSuite @ Nottingham PL, King Bed, Jacuzzi Near UVa-Wise & Main St
Property grounds

Wendover Cottage - 3 BR 2 BA

Wendover Cottage - 3 BR 2 BA
Hyden
10.0 out of 10, Exceptional, (3 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
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

Hampton Inn Pikeville

Hampton Inn Pikeville

10/10 Excellent
"Great staff and enjoyed breakfast! "
Wendy 2-night trip
Posted 5 days ago
Hampton Inn Pikeville

Find out more about Letcher County

Letcher County Vacation Homes information

Number of reviews
244
Accommodation
34 Vacation Homes
Lowest Price
HK$918
Highest Price
HK$2,369

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