Pikeville Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks

Our top choices for Pikeville vacation rentals

9.8 out of 10, Exceptional, (10)
"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.
$127 nightly
The price is $141
Jan 4 - Jan 5, 2026
Total with taxes and fees
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
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.
$117 nightly
The price is $130
Jan 4 - Jan 5, 2026
Total with taxes and fees
Tiny Home on Wheels: Your Modern Escape Awaits"

Apartment in Pikeville

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. "
United States
Dyana F.
$159 nightly
The price is $182
Dec 28 - Dec 29
Total with taxes and fees
The Nook in Downtown Pikeville
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.
$154 nightly
The price is $171
Jan 8 - Jan 9, 2026
Total with taxes and fees
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
$113 nightly
The price is $125
Jan 4 - Jan 5, 2026
Total with taxes and fees
Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat
9.6 out of 10, Exceptional, (12)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
$181 nightly
The price is $201
Dec 28 - Dec 29
Total with taxes and fees
Appalachian Hideaways Cabin #2
9.8 out of 10, Exceptional, (7)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
$169 nightly
The price is $188
Dec 28 - Dec 29
Total with taxes and fees
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner
10.0 out of 10, Exceptional, (2)
"Great spot cabin had everything we needed and was a short drive from the buffalo mountain trail head. Would gladly stay there again. Host was very nice and is local to the cabin. "
United States
Carson G.
$144 nightly
The price is $160
Jan 2 - Jan 3, 2026
Total with taxes and fees
Cozy Creekside Tiny Home w/ Full Kitchen - New Paint & Flooring
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
Dec 30 - Dec 31
Total with taxes and fees
Cozy studio on US 23 between Pikeville and Prestonsburg

Vacation Home in Delbarton

*The Decked out Den*
10.0 out of 10, Exceptional, (15)
"Great location and accommodations for riding the Hatfield McCoy trail system"
United States
Steven K.
$229 nightly
The price is $244
Dec 31 - Jan 1, 2026
Total with taxes and fees
*The Decked out Den*

Vacation Home in Prestonsburg

Cozy Home in Heart of Prestonsburg
9.8 out of 10, Exceptional, (9)
"We loved our stay at The Shotgun House! It was very clean, peaceful and safe. The bed was super comfortable, and we lacked for nothing as the host has the place fully stocked. Super easy check-in and out process. The location is perfect! You’re in town and within minutes of food, shopping and local entertainment. We will definitely stay again soon. "
United States
Tracey N.
$155 nightly
The price is $175
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cozy Home in Heart of Prestonsburg
10.0 out of 10, Exceptional, (5)
"It was a great place to stay, quiet and peaceful. The lake was right up the road and the whole house just felt like home. The owners were very nice and helpful. Anytime I needed something they were there to answer any questions I had. Would definitely stay there again!"
United States
Christy
$245 nightly
The price is $260
Dec 28 - Dec 29
Total with taxes and fees
Sheppard's Holler: Your WV Adventure Home

Vacation Home in Jenkins

360 Degree Mountain View
9.8 out of 10, Exceptional, (8)
"Very clean and comfortable. Everything we needed was there and available. "
United States
Sue T.
$292 nightly
The price is $322
Jan 12 - Jan 13, 2026
Total with taxes and fees
360 Degree Mountain View

Cabin in Boons Camp

The Boons Camp Cabin
$343 nightly
The price is $346
Dec 28 - Dec 29
Total with taxes and fees
The Boons Camp Cabin
9.8 out of 10, Exceptional, (41)
"Amazing place close to Hatfield and McCoy trail systems and local places to eat, will highly stay again "
United States
Douglas H.
$235 nightly
The price is $262
Jan 2 - Jan 3, 2026
Total with taxes and fees
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
10.0 out of 10, Exceptional, (1)
"We absolutely loved this home. Plenty of rooms and parking for our rides and a nice garage to empty in so we didn’t drag mud and dirt everywhere. Love the decorating fall touches made you feel welcomed. Definitely will be back. "
United States
Martha
$742 nightly
The price is $826
Jan 3 - Jan 4, 2026
Total with taxes and fees
Large spacious house with ample parking for large groups.
9.8 out of 10, Exceptional, (9)
"Great spot, really enjoyed our stay."
United States
Seth W.
$257 nightly
The price is $278
Jan 4 - Jan 5, 2026
Total with taxes and fees
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
9.6 out of 10, Exceptional, (8)
"The house had everything imaginable that you'd need, neat and clean and cofy cozy!!! The host sent us info needed the day before we arrived. We totally enjoyed our stay!!! "
United States
Lisa W.
$305 nightly
The price is $340
Dec 28 - Dec 29
Total with taxes and fees
2 miles from Buffalo Mountain Trail 8 Devil Anse
8.8 out of 10, Excellent, (5)
"One end of the neighborhood is sketch, other end is nice. People were nice to us in both ends."
United States
Michael K.
$288 nightly
The price is $321
Dec 28 - Dec 29
Total with taxes and fees
Ryder's Retreat overlooking the city of Williamson!

Condo in South Williamson

South Williamson Suites 8br 6 bath
$820 nightly
The price is $913
Dec 31 - Jan 1, 2026
Total with taxes and fees
South Williamson Suites 8br 6 bath
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pikeville Hotel Reviews

Find out more about Pikeville

Everything you need to know about Pikeville 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 Pikeville 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 Pikeville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pikeville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pikeville. 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 Pikeville 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 $130 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 Pikeville rentals

At Expedia, we put the best Pikeville 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 Pikeville 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 Pikeville 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 Pikeville. 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 vacation rentals in Pikeville?

Yes, you can find vacation rentals close to the most popular sights in Pikeville, or you can go with a secluded option if you're looking for a relaxing stay. Our travelers say Pikeville has a good selection of restaurants. Make sure you have time to check out the mountain views and shopping during your trip.

What are some of the best vacation home rentals that Pikeville has to offer?

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games! : Visitors like this Pikeville vacation home rental. It offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Pikeville?

Choose from 4 Expedia vacation rentals in Pikeville for a memorable vacation.

What’s there to see and do in Pikeville?

Cultural attractions include Appalachian Center for the Arts, whereas Russel Fork is a spot to enjoy nature. Other places in town to visit include Appalachian Wireless Arena and Pike County Hall of Justice.

What’s a vacation rental in Pikeville like?

Vacation rentals are private properties you can book for several days or longer in Pikeville. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip.