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Wheelwright Vacation Rentals

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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

Our top choices for Wheelwright vacation rentals

A wooden dining table with a woven placemat, a tray with a mug and a sign saying "STAY COZY," and a small sign that reads "let it."

1. Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Martin
9.6 out of 10, Exceptional, (14 reviews)
"We found it to be a very clean, cozy, and quiet get-away!"
United States
Kimberly H.
The price is ￥10,664
￥23,949 total
includes taxes & fees
Oct 29 - Oct 30
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Interior

2. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System

2 Bedroom Creekside Getaway Near the Hillbilly Trail System
Jenkins
The price is ￥21,261
￥36,635 total
includes taxes & fees
Nov 2 - Nov 3
2 Bedroom Creekside Getaway Near the Hillbilly Trail System
A wooden interior with a kitchen, a sofa, a ceiling fan, and a sign reading 'Backwoods Bungalow'.

3. Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
The price is ￥13,229
￥24,338 total
includes taxes & fees
Nov 3 - Nov 4
Backwoods Bungalow
A wooden interior with a sofa, a blue armchair, and a potted plant.

4. Inspiration Station

Inspiration Station
Pikeville
9.4 out of 10, Exceptional, (11 reviews)
"Everything was wonderful. It was peaceful and quiet. We loved the resident cat. Just a beautiful cabin and beautiful place! We will stay down here anytime we come to visit in the area."
United States
Susan
The price is ￥15,749
￥27,035 total
includes taxes & fees
Oct 29 - Oct 30
Inspiration Station
A wooden porch with a red door, a bench with heart-shaped cutouts, and two pillows with floral designs.

5. 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 ￥17,009
￥35,939 total
includes taxes & fees
Nov 3 - Nov 4
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
A covered deck with a grill, two chairs, and a table.

6. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Nice and cozy , we had a great time while in the area . Nice amenities for the price, was a wonderful stay. Thanks to the host for having us"
United States
Morris D.
The price is ￥11,654
￥22,653 total
includes taxes & fees
Nov 2 - Nov 3
Modern Escape
A wooden interior with two doors, a sign reading 'Wanda's Cafe,' and two woven plates on the wall.

7. Wanderers Oasis

Wanderers Oasis
Pikeville
10.0 out of 10, Exceptional, (1 review)
"Very quaint and quiet. Nice relaxing evening in the woods and mountains."
United States
Paul F.
The price is ￥14,174
￥25,349 total
includes taxes & fees
Nov 10 - Nov 11
Wanderers Oasis
A wooden cabin with a porch, a dog, and a person sitting on a swing.

8. 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 ￥19,686
￥35,698 total
includes taxes & fees
Nov 18 - Nov 19
Historic Cottage Near PMC, UPIKE and Arena
A hallway with a chandelier, a bench, and a reception desk.

9. 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 ￥18,001
￥39,138 total
includes taxes & fees
Nov 9 - Nov 10
Spacious 5-bedroom house in town-within walking distance to everything
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 Wheelwright Hotel Reviews

The Landmark Hotel

The Landmark Hotel

10/10 Excellent
"Nice place to stay, loved the balcony area, no good views there but loved the fresh air. Would be nice to have more handicapped parking."
Sandra 1-night trip
Posted 6 hours ago
The Landmark Hotel

Find out more about Wheelwright

Search for holiday rentals in Wheelwright on Expedia! You can easily find your home rentals, villas, holiday apartments in Wheelwright using one of the methods below:

  • View our selection of featured holiday rentals in Wheelwright
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Look no further and take a look at our great range of rental properties in Wheelwright!

Frequently asked questions

Can I find vacation rentals in Wheelwright?

Yes, there are vacation rentals near the most popular attractions in Wheelwright, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Wheelwright has to offer?

Red Oak Cottage: Visitors like this Wheelwright vacation home rental. It is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Wheelwright?

While exploring the area, visit the sights like University of Pikeville, Appalachian Wireless Arena, and Big Sandy Heritage Center Museum. Birch Knob Observation Tower and Appalachian Center for the Arts are a couple of places you'll find in the larger area.

What’s a vacation rental in Wheelwright like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Wheelwright. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.