Wheelwright Holiday Rentals from €133: Search Short-Term Rentals

Q: 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.

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Our top choices for Wheelwright holiday 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

Martin

Kimberly H.

includes taxes & fees

29 Oct - 30 Oct

2. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System

Jenkins

includes taxes & fees

2 Nov - 3 Nov

A wooden interior with a kitchen, a sofa, a ceiling fan, and a sign reading 'Backwoods Bungalow'.

3. Backwoods Bungalow

Pikeville

Cole A.

includes taxes & fees

3 Nov - 4 Nov

A wooden interior with a sofa, a blue armchair, and a potted plant.

4. Inspiration Station

Pikeville

Susan

includes taxes & fees

29 Oct - 30 Oct

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

whitesburg

Aaron G.

includes taxes & fees

4 Nov - 5 Nov

A covered deck with a grill, two chairs, and a table.

6. Modern Escape

Pikeville

Morris D.

includes taxes & fees

29 Oct - 30 Oct

A wooden interior with two doors, a sign reading 'Wanda's Cafe,' and two woven plates on the wall.

7. Wanderers Oasis

Pikeville

Paul F.

includes taxes & fees

28 Nov - 29 Nov

A wooden cabin with a porch, a dog, and a person sitting on a swing.

8. Historic Cottage Near PMC, UPIKE and Arena

Pikeville

Jamie V.

includes taxes & fees

28 Nov - 29 Nov

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Top Wheelwright Hotel Reviews

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."

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

10/10 Excellent

"My fiance (now wife) are just average people with average jobs so this was a stretch for us. From start to finish the experience was top notch. We hadn’t seen the property in person until we arrived for our wedding weekend and immediately knew it was going to be magical. If you’re looking to be a prince and princess for a weekend, there’s no better spot! We were so sad how fast the time there went."

Find out more about Wheelwright

Everything you need to know about Wheelwright holiday rentals

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

Wheelwright holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wheelwright. 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 Wheelwright holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wheelwright holiday rentals we have selected for you start as low as €133 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wheelwright rentals

At Expedia, we put the best Wheelwright holiday 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 Wheelwright 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 Wheelwright holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wheelwright. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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. Birch Knob Observation Tower 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.

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Check prices for these dates

Our top choices for Wheelwright holiday rentals

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