Default HTG hotel image

Wheelwright Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Wheelwright vacation rentals

A dining area with a marble table, black chairs, a potted plant, a window with a view of greenery, and a mounted TV.

1. Cozy studio on US 23 between Pikeville and Prestonsburg

Cozy studio on US 23 between Pikeville and Prestonsburg
Harold
9.4 out of 10, Exceptional, (3 reviews)
"Our host stayed in good contact and the place was very cute and felt super comfortable. We were very happy with our stay :)"
United States
Lacy S.
The price is AED 248
AED 557 total
includes taxes & fees
30 Sep - 1 Oct
Cozy studio on US 23 between Pikeville and Prestonsburg
Dining

2. 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 AED 248
AED 557 total
includes taxes & fees
29 Sep - 30 Sep
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Interior

3. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System

2 Bedroom Creekside Getaway Near the Hillbilly Trail System
Jenkins
The price is AED 502
AED 845 total
includes taxes & fees
27 Oct - 28 Oct
2 Bedroom Creekside Getaway Near the Hillbilly Trail System
Terrace/patio

4. 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 AED 397
AED 822 total
includes taxes & fees
5 Oct - 6 Oct
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
Smart TV

5. Inspiration Station

Inspiration Station
Pikeville
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay for a solo outing or couples getaway. The road leading up to the property is pretty dicey, but the place itself was great and the host was fantastic!"
United States
John H.
The price is AED 485
AED 756 total
includes taxes & fees
8 Oct - 9 Oct
Inspiration Station
Outdoor dining

6. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is AED 338
AED 599 total
includes taxes & fees
4 Oct - 5 Oct
Modern Escape
A wooden interior with a kitchen, a sofa, a ceiling fan, and a sign reading 'Backwoods Bungalow'.

7. 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 AED 489
AED 760 total
includes taxes & fees
20 Oct - 21 Oct
Backwoods Bungalow
Interior

8. 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 AED 393
AED 834 total
includes taxes & fees
12 Oct - 13 Oct
Spacious 5-bedroom house in town-within walking distance to everything
A bathroom with a wooden vanity, a mirror with lights, a towel rack, and a patterned floor.

9. Cozy 1-bedroom studio in the beautiful town of Clintwood, Virginia.

Cozy 1-bedroom studio in the beautiful town of Clintwood, Virginia.
Clintwood
Cozy 1-bedroom studio in the beautiful town of Clintwood, Virginia.
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wheelwright Hotel Reviews

The Landmark Hotel

The Landmark Hotel

10/10 Excellent
"It was the perfect stay. No issues. Very accommodating. The check in process was smooth (and the office was cute). The room was standard and clean. No issues!"
Rebecca 2-night trip
Posted 3 hours ago
The Landmark Hotel

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. The Real McCoy Trailhead 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.