A sunset over a mountainous landscape with dense forest.

Dickenson County Vacation Rentals

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Our top choices for Dickenson County vacation rentals

A covered outdoor area with wooden flooring, a wooden fence, and several Adirondack chairs.

1. 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.
The price is CA $159
CA $194 total
includes taxes & fees
Nov 10 - Nov 11
Coal Town Gem
A wooden deck with two plastic chairs and a view of a grassy area with trees.

2. 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.
The price is CA $160
CA $282 total
includes taxes & fees
Nov 10 - Nov 11
The 100 Acre Woods located in the Appalachian mountains Clintwood Va
A hallway with a chandelier, a bench, and a reception desk.

3. 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
The price is CA $160
CA $332 total
includes taxes & fees
Nov 16 - Nov 17
Spacious 5-bedroom house in town-within walking distance to everything
A covered outdoor seating area with wicker furniture, a glass table, and a blue kayak.

4. 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.
The price is CA $318
CA $508 total
includes taxes & fees
Nov 10 - Nov 11
The Lofts at Three Rivers
A covered porch with white columns, outdoor furniture, and potted plants.

5. 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.
The price is CA $177
CA $215 total
includes taxes & fees
Nov 13 - Nov 14
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
A house with a covered porch and a staircase leading to the entrance.

6. 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.
The price is CA $170
CA $288 total
includes taxes & fees
Nov 22 - Nov 23
Charming 2-bedroom house in Wise, Virginia
A covered porch with white railings, a brick wall, and a view of a forested area.

7. 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.
The price is CA $140
CA $706 total
includes taxes & fees
Nov 10 - Nov 11
Breaks Home: 3 Mi to ATV Trails!
A covered porch with white railings, a brick wall, and a view of a forested area.

8. Breaks Home: 3 Mi to ATV Trails!

Breaks Home: 3 Mi to ATV Trails!
3.0 star property
Breaks
The price is CA $195
CA $725 total
includes taxes & fees
Nov 10 - Nov 11
Breaks Home: 3 Mi to ATV Trails!
A compact living space with a dining area, a sofa, a television, and a kitchen counter.

9. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System

2 Bedroom Creekside Getaway Near the Hillbilly Trail System
Jenkins
The price is CA $191
CA $302 total
includes taxes & fees
Dec 8 - Dec 9
2 Bedroom Creekside Getaway Near the Hillbilly Trail System
A wooden deck with a bench, a grill, and a view of a green landscape.

10. Cozy Cabin Retreat: Peaceful Mountain Views

Cozy Cabin Retreat: Peaceful Mountain Views
Dungannon
8.0 out of 10, Very good, (2 reviews)
"This home is beautiful. It is very quiet if you just need some rest. It was super clean and the stocked. We had one small issue and the owner had a wonderful couple to handle it within about an hour."
United States
Terrina M.
The price is CA $154
CA $376 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Cabin Retreat: Peaceful Mountain Views
A living room with a sofa, a fireplace, a TV, and a dining area with a table and chairs.

11. Your Private Mountain Retreat Awaits!

Your Private Mountain Retreat Awaits!
Grundy
10.0 out of 10, Exceptional, (4 reviews)
"The property was very clean and comfortable, incredible value."
United States
Mike M.
The price is CA $114
CA $141 total
includes taxes & fees
Nov 10 - Nov 11
Your Private Mountain Retreat Awaits!
A living room with a fireplace, a television, a sofa, and a coffee table.

12. The Nest on Mill

The Nest on Mill
Lebanon
10.0 out of 10, Exceptional, (60 reviews)
"Always a great stay. "
United States
Patty W.
The price is CA $146
CA $263 total
includes taxes & fees
Nov 10 - Nov 11
The Nest on Mill
A wooden cabin with a porch, a dog, and a person sitting on a swing.

13. 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 $177
CA $304 total
includes taxes & fees
Nov 12 - Nov 13
Historic Cottage Near PMC, UPIKE and Arena
A wooden porch with a red door, a bench with heart-shaped cutouts, and two pillows with floral designs.

14. 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.
The price is CA $153
CA $296 total
includes taxes & fees
Nov 16 - Nov 17
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
A cozy cabin interior with a wooden floor, a sofa with patterned cushions, a wooden armchair, a table with a vase of flowers, and a window with blinds.

15. Peaceful Country Stay Covered Porch, Fire-pit and Wildlife

Peaceful Country Stay Covered Porch, Fire-pit and Wildlife
Mendota
10.0 out of 10, Exceptional, (15 reviews)
"No exaggeration, the best host we’ve ever encountered and the place was perfection!!!!!This is an absolute gem of a stay. "
United States
Russell G.
The price is CA $170
CA $198 total
includes taxes & fees
Nov 22 - Nov 23
Peaceful Country Stay Covered Porch, Fire-pit and Wildlife
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a view into the adjacent living space.

16. Whitesburg Vacation Home w/ Glass-Enclosed Porch

Whitesburg Vacation Home w/ Glass-Enclosed Porch
Whitesburg
9.6 out of 10, Exceptional, (14 reviews)
"Wonderful place to stay."
United States
Maria H.
Whitesburg Vacation Home w/ Glass-Enclosed Porch
A living room with a brown leather sofa, wooden flooring, a ceiling fan, and two framed paintings.

17. Cozy Cabin Retreat: Peaceful Mountain Views

Cozy Cabin Retreat: Peaceful Mountain Views
3.0 star property
Dungannon
The price is CA $211
CA $385 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Cabin Retreat: Peaceful Mountain Views
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 Dickenson County Hotel Reviews

The Landmark Hotel

The Landmark Hotel

10/10 Excellent
"Staff was extremely friendly. Room was cute and perfect. Loved that there is a restaurant on site."
Amber 1-night trip
Posted 1 hour ago
The Landmark Hotel

Find out more about Dickenson County

Everything you need to know about Dickenson County vacation rentals

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

Dickenson County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dickenson 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dickenson 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.  The selection of Dickenson County vacation rentals we have selected for you start as low as CA $141 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dickenson County rentals

At Expedia, we put the best Dickenson County vacation 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 Dickenson 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 Dickenson County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dickenson 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.