Wheelwright Vacation Rentals

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Jul 28 - Jul 29
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Aug 8 - Aug 10

Vacation Rentals in Wheelwright

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
Cozy cabin with a front porch and steps leading up to the entrance.

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

2.0 star property
10.0 out of 10, Exceptional, (7)
"I liked that the property was very secluded and quiet the owner was very cool and was easy going I also loved the cabin feel for the property I was there for a weekend and enjoyed my stay the picture doesn't do any justice the inside is bigger than it looks "
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Stunning interior space with a grand staircase, ornate chandelier, and polished marble floor.

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

9.6 out of 10, Exceptional, (9)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
New 3 Bdrm unit w/ great location & ex. amenities
Cozy retreat with a comfortable bed, round mirror, and a nightstand with a lamp.

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

9.6 out of 10, Exceptional, (15)
"This place is exactly as advertised and quieter than expected. Hostess thought of everything. Lovely place for my family of 5. "
New 3 Bdrm unit w/ great location & ex. amenities
Newly restored Victorian home on Main Street.
Fridge, microwave, oven, stovetop

Newly restored Victorian home on Main Street.

6.0 out of 10, (1)
"We didn’t get to use the whole house. There was a party going on by the bakery that is downstairs "
The price is ￥17,575
￥55,561 total
includes taxes & fees
Aug 12 - Aug 13
Newly restored Victorian home on Main Street.
The Nook in Downtown Pikeville
Enjoy meals in the kitchen with a stove, refrigerator, and dining area featuring a table and chairs.

The Nook in Downtown 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. "
The Nook in Downtown Pikeville
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
Compact kitchen with a refrigerator, microwave, toaster, and kitchen essentials.

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

2.0 star property
7.4 out of 10, Good, (3)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
The price is ￥11,963
￥22,356 total
includes taxes & fees
Aug 3 - Aug 4
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
Tiny Home on Wheels: Your Modern Escape Awaits"
Modern kitchen with stainless steel appliances, sink, and storage shelves, offering a coffee maker and kettle for guests.

Tiny Home on Wheels: Your Modern Escape Awaits"

2.0 star property
10.0 out of 10, Exceptional, (3)
"Had a great time at this little mountain getaway, would absolutely come back!"
The price is ￥9,969
￥18,495 total
includes taxes & fees
Aug 3 - Aug 4
Tiny Home on Wheels: Your Modern Escape Awaits"
Entire Home near Whitesburg
Enjoy cooking in this well-equipped kitchen with a refrigerator, coffee maker, and sink with a window.

Entire Home near Whitesburg

Entire Home near Whitesburg
Whitesburg Vacation Home w/ Screened Porch
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and microwave, plus a convenient countertop with a coffee maker and sink.

Whitesburg Vacation Home w/ Screened Porch

9.6 out of 10, Exceptional, (7)
"We enjoyed our stay hope to come back next year"
Whitesburg Vacation Home w/ Screened Porch
Whitesburg Vacation Home w/ Screened Porch
House (3 Bedrooms) | Interior

Whitesburg Vacation Home w/ Screened Porch

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!"
Whitesburg Vacation Home w/ Screened Porch
360 Degree Mountain View
Cozy bedroom with a traditional design, featuring a wooden bed, bedside table, and dresser.

360 Degree Mountain View

9.8 out of 10, Exceptional, (8)
"Family reunion great time! "
The price is ￥13,292
￥44,449 total
includes taxes & fees
Aug 5 - Aug 6
360 Degree Mountain View
Eccentric Privy-Sleeps6. 2nd floor & outdoor deck
Relax on the deck with two comfortable chairs and a small table, offering a view of the surrounding cityscape.

Eccentric Privy-Sleeps6. 2nd floor & outdoor deck

9.0 out of 10, Wonderful, (4)
"Walkable to downtown"
Eccentric Privy-Sleeps6. 2nd floor & outdoor deck
Cozy 2 Bed Apartment - Free Wi-Fi & Parking
Cozy living space with a kitchenette, flat-screen TV, and comfortable sofa.

Cozy 2 Bed Apartment - Free Wi-Fi & Parking

10.0 out of 10, Exceptional, (1)
"It was a great place I’ll be booking with you again thank you"
Cozy 2 Bed Apartment - Free Wi-Fi & Parking
Spacious 3 Bedroom Apartment at Harold KY!
Relax in this inviting living area with a sofa, flat-screen TV, and sliding glass door to an outdoor space.

Spacious 3 Bedroom Apartment at Harold KY!

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."
Spacious 3 Bedroom Apartment at Harold KY!
Cozy studio on US 23 between Pikeville and Prestonsburg
Kitchen features a stainless steel refrigerator, gas stove, microwave, and sink with a faucet, set against a backdrop of white cabinetry and a countertop.

Cozy studio on US 23 between Pikeville and Prestonsburg

2.0 star property
10.0 out of 10, Exceptional, (1)
"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. "
The price is ￥9,969
￥22,388 total
includes taxes & fees
Aug 5 - Aug 6
Cozy studio on US 23 between Pikeville and Prestonsburg
Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat
Traditional doors lead to Wanda's Cafe, surrounded by rustic charm.

Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat

2.0 star property
Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat
RYLEIGH BROWN
Experience the vibrant atmosphere of our hotel.

RYLEIGH BROWN

RYLEIGH BROWN
Charming 3-bedroom Cottage with AC, WiFi in quaint Sassafras/Red Oak.
Living area

Charming 3-bedroom Cottage with AC, WiFi in quaint Sassafras/Red Oak.

Charming 3-bedroom Cottage with AC, WiFi in quaint Sassafras/Red Oak.
Big Blue House Apt 1
Kitchen features a central island with seating, stove, microwave, and coffee maker.

Big Blue House Apt 1

Big Blue House Apt 1
The Bear’s Den
Cozy retreat with a bed, wicker ottomans, and a decorative wall hanging.

The Bear’s Den

The Bear’s Den
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
"Very clean"
Doris 1-night trip
Posted 3 days 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?

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 Appalshop 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.