Title: Wheelwright Vacation Rentals from $150: Search Short-Term Rentals | Expedia.com

[Hotels in Wheelwright](https://expedia.com/Wheelwright-Hotels.d553248634999424426.Travel-Guide-Hotels)[Car Rentals in Wheelwright](https://expedia.com/Car-Rentals-In-Wheelwright.d553248634999424426.Car-Rental-Guide)[Wheelwright Vacation Packages](https://expedia.com/Wheelwright.d553248634999424426.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=553248634999424426&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=553248634999424426&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248634999424426&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=553248634999424426&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Wheelwright vacation rentals

![Dining](https://images.trvl-media.com/lodging/101000000/100540000/100535900/100535857/76149f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100540000/100535900/100535857/a33bb22d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100535900/100535857/8398294c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100540000/100535900/100535857/79f61f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Martin

[](https://www.expedia.com/Martin-Hotels-Cozy-Tiny-Home-Quiet-11-Close-To-Riding-Trails.h100535857.Hotel-Information)

9.8/10

Exceptional

(6 reviews)

"Very nice places. Clean and cute. Love the surrounding Mountain View’s. Definitely on my list to stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin S.

$138 nightly

$152 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Martin-Hotels-Cozy-Tiny-Home-Quiet-11-Close-To-Riding-Trails.h100535857.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111880000/111876700/111876610/6378bb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111880000/111876700/111876610/98f7fdc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111880000/111876700/111876610/017ac422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111880000/111876700/111876610/a8752dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Pikeville

[](https://www.expedia.com/Pikeville-Hotels-The-Nook-In-Downtown-Pikeville.h111876610.Hotel-Information)

9.0/10

Wonderful

(4 reviews)

"Small clean apartment like accommodations. Nicer than any hotel room I’ve stayed at in Pikeville and the price was great. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dyana F.

$159 nightly

$182 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Pikeville-Hotels-The-Nook-In-Downtown-Pikeville.h111876610.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109010000/109005500/109005436/975797a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109010000/109005500/109005436/eebed972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109010000/109005500/109005436/9382cda7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109010000/109005500/109005436/e4bac460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Pikeville

[](https://www.expedia.com/Pikeville-Hotels-Rustic-Retreat-At-Backwoods-Bungalow-Secluded-Cabin-With-Modern-Comforts.h109005436.Hotel-Information)

9.8/10

Exceptional

(10 reviews)

"Worked out very nice for our stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cole A.

$154 nightly

$171 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Pikeville-Hotels-Rustic-Retreat-At-Backwoods-Bungalow-Secluded-Cabin-With-Modern-Comforts.h109005436.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/73000000/72390000/72390000/72389943/a770aa88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72390000/72390000/72389943/162b8ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72390000/72390000/72389943/f18ed467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/73000000/72390000/72390000/72389943/42efe9eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Jenkins

[](https://www.expedia.com/Jenkins-Hotels-360-Degree-Mountain-View.h72389943.Hotel-Information)

9.8/10

Exceptional

(8 reviews)

"Very clean and comfortable. Everything we needed was there and available. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sue T.

$271 nightly

$299 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Jenkins-Hotels-360-Degree-Mountain-View.h72389943.Hotel-Information)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/109000000/108840000/108836400/108836357/834dce12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108840000/108836400/108836357/7c4b849f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108840000/108836400/108836357/b93be0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108840000/108836400/108836357/b50be5a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Pikeville

[](https://www.expedia.com/Pikeville-Hotels-Tiny-Home-On-Wheels-Your-Modern-Escape-Awaits.h108836357.Hotel-Information)

10/10

Exceptional

(7 reviews)

"Super nice place will stay again for sure. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rosa M.

$135 nightly

$150 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Pikeville-Hotels-Tiny-Home-On-Wheels-Your-Modern-Escape-Awaits.h108836357.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123430000/123424100/123424065/7d278217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123430000/123424100/123424065/adc06ff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123430000/123424100/123424065/17e964b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123430000/123424100/123424065/244665d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Clintwood

[](https://www.expedia.com/Clintwood-Hotels-Spacious-4-Bedroom-House-In-Town-Close-To-Everything.h123424065.Hotel-Information)

$217 nightly

$243 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Clintwood-Hotels-Spacious-4-Bedroom-House-In-Town-Close-To-Everything.h123424065.Hotel-Information)

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](https://expedia.com/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&regionId=553248634999424426&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Wheelwright%2C+Kentucky%2C+United+States+of+America&regionId=553248634999424426&latLong=37.332602%2C-82.72099&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Wheelwright%2C+Kentucky%2C+United+States+of+America&regionId=553248634999424426&latLong=37.332602%2C-82.72099&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Wheelwright%2C+Kentucky%2C+United+States+of+America&regionId=553248634999424426&latLong=37.332602%2C-82.72099&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APARTMENT)

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## Top Wheelwright Hotel Reviews

![The Landmark Hotel](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/734943c8_y.jpg)

### The Landmark Hotel

10/10 Excellent

"Good clean quiet place"

[](https://expedia.com/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information)

![Daniel Boone Motor Inn](https://images.trvl-media.com/lodging/14000000/13280000/13279500/13279412/f4cf2616_y.jpg)

### Daniel Boone Motor Inn

2/10 Terrible

"Bedbugs."

[](https://expedia.com/Prestonsburg-Hotels-Daniel-Boone-Motor-Inn.h13279412.Hotel-Information)

![Holiday Inn Express Hotel & Suites Pikeville by IHG](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/e3c62ae5_y.jpg)

### Holiday Inn Express Hotel & Suites Pikeville by IHG

10/10 Excellent

"Staff was awesome."

[](https://expedia.com/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information)

![Cozy Tiny Home Quiet 1/1 Close to Riding Trails](https://images.trvl-media.com/lodging/101000000/100540000/100535900/100535857/76149f0c_y.jpg)

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

10/10 Excellent

"Wonderful little home, we didn’t show up until super late but the stars where something people dream about. Iv never saw stars so clear in my life. I could see every constellation, it was truly breath taking not to mention hearing the water from the creek in the back was just relaxing coming from a big city. They also utilized the space well. Very clean, cute decor, everything we needed. We even got greeted with a goody basket (which was nice after 6hrs in the car) and a hand wrote letter to us. I would most definitely recommend. "

[](https://expedia.com/Martin-Hotels-Cozy-Tiny-Home-Quiet-11-Close-To-Riding-Trails.h100535857.Hotel-Information)

![New 3 Bdrm unit w/ great location & ex. amenities](https://images.trvl-media.com/lodging/79000000/78490000/78483500/78483428/ab699a52_y.jpg)

### New 3 Bdrm unit w/ great location & ex. amenities

10/10 Excellent

"Perfect location for a college visit stay"

[](https://expedia.com/Pikeville-Hotels-New-3-Bdrm-Unit-W-Great-Location-Ex-Amenities.h78483428.Hotel-Information)

![Sleep Inn & Suites](https://images.trvl-media.com/lodging/6000000/5940000/5932000/5931981/3563352e_y.jpg)

### Sleep Inn & Suites

10/10 Excellent

"Great staff- so friendly, helpful, and welcoming. "

[](https://expedia.com/Clintwood-Hotels-Sleep-Inn-Suites.h5931981.Hotel-Information)

![Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace](https://images.trvl-media.com/lodging/108000000/107270000/107268200/107268119/386605be_y.jpg)

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

10/10 Excellent

"The Palace is awesome! We had 5 families and had a blast hot tubbing, swimming and entertaining Place is so big you can escape when you need to or gather together when you want to "

[](https://expedia.com/Langley-Hotels-Kentuckys-Majestic-Mountaintop-Estate-The-Bluegrass-Palace.h107268119.Hotel-Information)

![Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature](https://images.trvl-media.com/lodging/109000000/108770000/108764400/108764375/53e87847_y.jpg)

### Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

10/10 Excellent

"It was an absolute beautiful little place, decorated great. Everything was so planned out down to shampoo and conditner in the bathroom. Thank you for the opportunity to enjoy your place!"

[](https://expedia.com/Pikeville-Hotels-Inspiration-Station-Your-Peaceful-Getaway-To-Recharge-And-Refocus-In-Nature.h108764375.Hotel-Information)

![Eccentric Privy-Sleeps6. 2nd floor & outdoor deck](https://images.trvl-media.com/lodging/84000000/83800000/83795900/83795839/92d71ce3_y.jpg)

### Eccentric Privy-Sleeps6\. 2nd floor & outdoor deck

10/10 Excellent

"This VRBO is fantastic! Three adults stayed in here comfortably and had plenty of space. The host was very communicative and has decorated the whole place with modern decor. The areas were clean and sanitary. Thank you and we will recommend to others!"

[](https://expedia.com/Pikeville-Hotels-Eccentric-Privy-Sleeps6-2nd-Floor-Outdoor-Deck.h83795839.Hotel-Information)

## 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 $150 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.

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- [Apartments in Wheelwright ](https://expedia.com/Wheelwright-Apartments.d553248634999424426-aaApartments.Travel-Guide-Accommodation)
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Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app