Photo by Destany Cornett

Vacation Rentals in Letcher County

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Top cities in Letcher County

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

Whitesburg

Whitesburg

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Letcher County vacation rentals

A wooden porch with a red door, a bench with heart-shaped cutouts, and two pillows with floral designs.

1. Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg

Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
whitesburg
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Lotsa room & everything very nice clean. "
United States
Aaron G.
$197 nightly
The price is $217
Nov 17 - Nov 18
Total with taxes and fees
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
A shower curtain with a plant and cat design.

2. 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, (16 reviews)
"Best stay we have had in the area. Wonderful place. Will stay here again!!!"
United States
Darren
$138 nightly
The price is $152
Nov 12 - Nov 13
Total with taxes and fees
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
A covered outdoor area with wooden flooring, a wooden fence, and several Adirondack chairs.

3. Coal Town Gem

Coal Town Gem
Haysi
9.6 out of 10, Exceptional, (33 reviews)
"Enjoyed our stay in the small town of Haysi. It gave us easy access to the Breaks Interstate Park. We also enjoyed visiting the gift shop located below the VRBO."
United States
Bob T.
$125 nightly
The price is $137
Nov 11 - Nov 12
Total with taxes and fees
Coal Town Gem
A covered porch with white columns, outdoor furniture, and potted plants.

4. 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, (14 reviews)
"Very comfortable stay! "
United States
Chasity F.
$137 nightly
The price is $152
Nov 13 - Nov 14
Total with taxes and fees
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
A cozy living room with a fireplace, a black leather sofa, a TV, and a wooden floor.

5. Beautiful Loft in the Woods

Beautiful Loft in the Woods
Harlan
10.0 out of 10, Exceptional, (8 reviews)
"Melody was very friendly and welcoming! The Loft was beautiful, immaculate, cozy and a wonderful place to stay! 100% positive review!"
United States
James
$253 nightly
The price is $279
Nov 11 - Nov 12
Total with taxes and fees
Beautiful Loft in the Woods
A log cabin interior with a stone fireplace, a television, and a cozy seating area.

6. Dan’s Den - Two-bedroom home with hot tub, fire pit, and dog park

Dan’s Den - Two-bedroom home with hot tub, fire pit, and dog park
Cumberland
$313 nightly
The price is $344
Nov 11 - Nov 12
Total with taxes and fees
Dan’s Den - Two-bedroom home with hot tub, fire pit, and dog park
An outdoor seating area with a table and two chairs, a tree, and a view of buildings and hills in the background.

7. Nan’s Porch - 2 Bedroom home with outdoor firepit

Nan’s Porch - 2 Bedroom home with outdoor firepit
Cumberland
$273 nightly
The price is $301
Nov 11 - Nov 12
Total with taxes and fees
Nan’s Porch - 2 Bedroom home with outdoor firepit
A wooden deck with two plastic chairs and a view of a grassy area with trees.

8. The 100 Acre Woods located in the Appalachian mountains Clintwood Va

The 100 Acre Woods located in the Appalachian mountains Clintwood Va
Clintwood
10.0 out of 10, Exceptional, (5 reviews)
"Stay was great everything was satisfactory. Great host"
United States
Ernest C.
$183 nightly
The price is $202
Nov 11 - Nov 12
Total with taxes and fees
The 100 Acre Woods located in the Appalachian mountains Clintwood Va
A house with a covered porch and a staircase leading to the entrance.

9. Charming 2-bedroom house in Wise, Virginia

Charming 2-bedroom house in Wise, Virginia
Wise
10.0 out of 10, Exceptional, (15 reviews)
"Such a beautiful place with so many special touches. We love being here and enjoying Wise County. The host creates a beautiful and comfortable space."
United States
Chasity F.
$178 nightly
The price is $196
Nov 22 - Nov 23
Total with taxes and fees
Charming 2-bedroom house in Wise, Virginia
A kitchen with white cabinets, a stove, oven, and a window with curtains.

10. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System

2 Bedroom Creekside Getaway Near the Hillbilly Trail System
Jenkins
$192 nightly
The price is $214
Dec 8 - Dec 9
Total with taxes and fees
2 Bedroom Creekside Getaway Near the Hillbilly Trail System
A covered porch with white railings, a brick wall, and a view of a forested area.

11. Breaks Home: 3 Mi to ATV Trails!

Breaks Home: 3 Mi to ATV Trails!
3.0 star property
Breaks
$478 nightly
The price is $513
Nov 11 - Nov 12
Total with taxes and fees
Breaks Home: 3 Mi to ATV Trails!
A hallway with a chandelier, a bench, and a reception desk.

12. Spacious 5-bedroom house in town-within walking distance to everything

Spacious 5-bedroom house in town-within walking distance to everything
Clintwood
9.0 out of 10, Wonderful, (2 reviews)
"We really enjoyed our stay here. Melinda was amazing. Quick to respond to any questions I had. The location was perfect as we were attending a graduation in Wise. Home was clean and large enough for my family. Fully stocked with linens, beds were very comfortable, kitchen had everything we needed. A bonus was the coffee shop right next store. If we ever pass through this area again we would definitely stay here. "
United States
Cheryl
$197 nightly
The price is $221
Nov 16 - Nov 17
Total with taxes and fees
Spacious 5-bedroom house in town-within walking distance to everything
A covered porch with white railings, a brick wall, and a view of a forested area.

13. Breaks Home: 3 Mi to ATV Trails!

Breaks Home: 3 Mi to ATV Trails!
Breaks
10.0 out of 10, Exceptional, (7 reviews)
"Loved this place. Its very well appointed and my kids enjoyed playing in the creek. My favorite was the front porch. Very comfortable and the property managers were very responsive."
United States
Leah G.
$449 nightly
The price is $482
Nov 11 - Nov 12
Total with taxes and fees
Breaks Home: 3 Mi to ATV Trails!
A wooden cabin with a porch, a dog, and a person sitting on a swing.

14. Historic Cottage Near PMC, UPIKE and Arena

Historic Cottage Near PMC, UPIKE and Arena
Pikeville
10.0 out of 10, Exceptional, (2 reviews)
"This was a very convenient location to Pikeville. Check-in was easy and the cottage was very cute."
United States
Amanda F.
$189 nightly
The price is $216
Nov 12 - Nov 13
Total with taxes and fees
Historic Cottage Near PMC, UPIKE and Arena
A covered outdoor seating area with wicker furniture, a glass table, and a blue kayak.

15. The Lofts at Three Rivers

The Lofts at Three Rivers
Haysi
9.8 out of 10, Exceptional, (18 reviews)
"Very nice, lots of room & perfect spot to relax while visiting...one thing they could do is put more supplies in kitchen. We would stay again‼"
United States
Clara R.
$326 nightly
The price is $360
Nov 12 - Nov 13
Total with taxes and fees
The Lofts at Three Rivers
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.
View all properties

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Top Letcher County Hotel Reviews

A large, two-story building with a grand entrance, columns, and a sign that reads "The Inn at".
The Inn at Wise

The Inn at Wise

The Inn at Wise
Wise

10/10 Excellent

Very personable staff. Comfy bed. Could use better coffee in the room.
United States
Anonymous traveler
Reviewed December 7, 2018
The Inn at Wise

Frequently Asked Questions

How many vacation rentals are available in Letcher County?

Expedia has plenty of vacation rentals to choose from in and around Letcher County, so you’re guaranteed to find the right one for you.


How much is a vacation rental in Letcher County?

The selection of Letcher County vacation rentals we have selected for you start as low as $137 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Letcher County?

Vacation rentals in Letcher County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Letcher County vacation rentals to suit everyone.


Why should I choose a vacation rental in Letcher County?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Letcher County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.


How do I find the best deal on a vacation rental in Letcher County?

Find vacation rentals in Letcher County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Letcher County.


What amenities are available in a vacation rental in Letcher County?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Letcher County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Letcher County?

Everytime is a great time to head to Letcher County! Staying in a Letcher County vacation rentals you will always find lots going on to keep you entertained.


Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Letcher County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Letcher County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Letcher County, you can save even more.


Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your Letcher County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.


Explore a world of travel with Expedia