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Wheelwright Holiday Rentals

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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 holiday 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 HK$529
HK$1,189 total
includes taxes & fees
30 Sept - 1 Oct
Cozy studio on US 23 between Pikeville and Prestonsburg
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."

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 HK$529
HK$1,189 total
includes taxes & fees
29 Sept - 30 Sept
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 HK$1,073
HK$1,805 total
includes taxes & fees
27 Oct - 28 Oct
2 Bedroom Creekside Getaway Near the Hillbilly Trail System
A wooden porch with a red door, a bench with heart-shaped cutouts, and two pillows with floral designs.

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 HK$847
HK$1,755 total
includes taxes & fees
5 Oct - 6 Oct
Holler's End, at the "head of the holler" but just 4.5 miles from Whitesburg
A wooden interior with a sofa, a blue armchair, and a potted plant.

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 HK$1,043
HK$1,623 total
includes taxes & fees
8 Oct - 9 Oct
Inspiration Station
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)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is HK$722
HK$1,279 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 HK$1,043
HK$1,623 total
includes taxes & fees
20 Oct - 21 Oct
Backwoods Bungalow
A hallway with a chandelier, a bench, and a reception desk.

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 HK$840
HK$1,780 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
The price is HK$941
HK$1,233 total
includes taxes & fees
29 Sept - 30 Sept
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.
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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

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
  • Use the map to find apartments and other holiday homes in the Wheelwright neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wheelwright while they last

Look no further and take a look at our great range of rental properties in Wheelwright!

Frequently asked questions

Can I find holiday rentals in Wheelwright?

Yes, there are holiday rentals close to the most popular sights in Wheelwright, or you can select a more secluded option if you're looking for a relaxing stay.

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

Red Oak Cottage: This holiday home rental outside of Wheelwright 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 that 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 wider area.

What’s a holiday rental in Wheelwright like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wheelwright. Holiday rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.