Wheelwright Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Wheelwright

Exterior
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Cabin in Pikeville

2.0 star property
10.0 out of 10, Exceptional, (9)
"I stayed here with my mom while visiting town, and we absolutely loved it! It was clean, cozy, and had plenty of space for the two of us. The location was quiet but still convenient to everything we needed. Would definitely stay here again! "
United States
Arielle D.
$136 nightly
The price is $151
Dec 7 - Dec 8
Total with taxes and fees
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
Interior
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Vacation Home in Langley

9.8 out of 10, Exceptional, (13)
"Great place to stay for our family. Loved everything about the location, house, pool, and overall value."
United States
Rick S.
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Fridge, microwave, stovetop, coffee/tea maker
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

Cabin in Pikeville

2.0 star property
8.8 out of 10, Excellent, (6)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
United States
Lyle G.
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
3 bedrooms, desk, iron/ironing board, travel crib
New 3 Bdrm unit w/ great location & ex. amenities

Apartment in Pikeville

9.6 out of 10, Exceptional, (19)
"The property is in a great location in Pikeville. You can walk to several restaurants and the venue where we seen the Red Clay Strays! It was clean and spacious and just a fantastic place to stay in Pikeville, KY."
United States
Jeff
New 3 Bdrm unit w/ great location & ex. amenities
Fridge, microwave, oven, stovetop
The Nook in Downtown Pikeville

Apartment in Pikeville

9.0 out of 10, Wonderful, (4)
"Small clean apartment like accommodations. Nicer than any hotel room I’ve stayed at in Pikeville and the price was great. "
United States
Dyana F.
$159 nightly
The price is $182
Dec 19 - Dec 20
Total with taxes and fees
The Nook in Downtown Pikeville
House (3 Bedrooms) | Interior
Whitesburg Vacation Home w/ Screened Porch

Cottage in Whitesburg

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property was clean and just as advertised. The owner was also very flexible in extending our check out time by a little bit since the checkout time was 10 and we had a funeral at 1, leaving us with 3 hours of downtime. We were all very appreciative and would leave a higher review if possible!"
United States
Samantha
Whitesburg Vacation Home w/ Screened Porch
Fridge, microwave, coffee/tea maker, toaster
Tiny Home on Wheels: Your Modern Escape Awaits"

Apartment in Pikeville

2.0 star property
10.0 out of 10, Exceptional, (7)
"Had a great time at this little mountain getaway, would absolutely come back!"
United States
Dakota C.
$122 nightly
The price is $135
Dec 7 - Dec 8
Total with taxes and fees
Tiny Home on Wheels: Your Modern Escape Awaits"
Property grounds
Eccentric Privy-Sleeps6. 2nd floor & outdoor deck

Apartment in Pikeville

9.6 out of 10, Exceptional, (8)
"Walkable to downtown"
United States
Brian G.
Eccentric Privy-Sleeps6. 2nd floor & outdoor deck
Fridge, microwave, oven, stovetop
Cozy studio on US 23 between Pikeville and Prestonsburg

Apartment in Harold

2.0 star property
9.0 out of 10, Wonderful, (2)
"I have no complaints. The property was nice and comfortable. It was clean. The property manager was very easy to get ahold of and extremely. Would stay her again. "
United States
Zach S.
$138 nightly
The price is $152
Nov 27 - Nov 28
Total with taxes and fees
Cozy studio on US 23 between Pikeville and Prestonsburg
1 bedroom, iron/ironing board, free WiFi, bed sheets
Convenient & Modern 2 Bed Apt Free Wi-Fi & Parking

Apartment in Pikeville

10.0 out of 10, Exceptional, (1)
"It was a great place I’ll be booking with you again thank you"
United States
Alexis J.
Convenient & Modern 2 Bed Apt Free Wi-Fi & Parking
5 bedrooms, iron/ironing board, free WiFi, bed sheets
360 Degree Mountain View

Vacation Home in Jenkins

9.8 out of 10, Exceptional, (8)
"Very clean and comfortable. Everything we needed was there and available. "
United States
Sue T.
$271 nightly
The price is $299
Nov 30 - Dec 1
Total with taxes and fees
360 Degree Mountain View
Interior
Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cabin in Martin

9.6 out of 10, Exceptional, (5)
"Very nice places. Clean and cute. Love the surrounding Mountain View’s. Definitely on my list to stay again."
United States
Kevin S.
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
1 bedroom, desk, iron/ironing board, free WiFi
Convenient & Cozy | Free Laundry, Wi-Fi, & Parking

Apartment in Pikeville

Convenient & Cozy | Free Laundry, Wi-Fi, & Parking
Smart TV
Spacious 3 Bedroom Apartment at Harold KY!

Apartment in Harold

10.0 out of 10, Exceptional, (1)
"Patrina was a wonderful host. She left a sweet little basket of snacks and bottled water in the refrigerator. Property was very clean and spacious. It was a little hard to find at first."
United States
Brandi L.
Spacious 3 Bedroom Apartment at Harold KY!
Interior
Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat

Apartment in Pikeville

2.0 star property
Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat
Property grounds
Cozy 2-bedroom cottage in Town

Cottage in Clintwood

Cozy 2-bedroom cottage in Town
Private kitchen
Dream On..

Apartment in Pikeville

Dream On..
Private kitchen
The Nook

Apartment in Pikeville

The Nook
Private kitchen
The Cub House

Apartment in Pikeville

The Cub House
Private kitchen
Sweet Dreams

Apartment in Pikeville

Sweet Dreams
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

Sleep Inn & Suites

Sleep Inn & Suites

10/10 Excellent
"."
Jeffrey 1-night trip
Posted 2 days ago
Sleep Inn & Suites

Find out more about Wheelwright

Everything you need to know about Wheelwright 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 Wheelwright vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wheelwright vacation 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 low season months. For more hustle and bustle, you may prefer to visit Wheelwright in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $135 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wheelwright rentals

At Expedia, we put the best Wheelwright 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 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 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 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.

Explore a world of travel with Expedia

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?

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace: Visitors like this Wheelwright vacation home rental. It is located in the mountains and has an indoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Wheelwright?

While exploring the area, visit the sights like Knott County Sportsplex, University of Pikeville, and Appalachian Wireless Arena. 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.