Paintsville Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Paintsville vacation rentals

10.0 out of 10, Exceptional, (148 reviews)
"Very peaceful and a perfect view loved it cabin was very nice "
United States
Pat A.
The price is ¥14,831
¥19,829 total
includes taxes & fees
Mar 21 - Mar 22
Workman's Wildlife Haven, Secluded country setting vacation cabin
9.8 out of 10, Exceptional, (7 reviews)
"Very nice places. Clean and cute. Love the surrounding Mountain View’s. Definitely on my list to stay again."
United States
Kevin S.
The price is ¥10,650
¥23,918 total
includes taxes & fees
Mar 9 - Mar 10
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
10.0 out of 10, Exceptional, (2 reviews)
"Secluded and peaceful. Well maintained with trails and pond to fish. Owners are extremely friendly "
United States
randy l.
The price is ¥19,723
¥47,129 total
includes taxes & fees
Mar 9 - Mar 10
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi

Vacation Home in Prestonsburg

Cozy Home in Heart of Prestonsburg
9.8 out of 10, Exceptional, (10 reviews)
"Clean but noisy location late into night"
United States
Juanita S.
The price is ¥15,336
¥28,132 total
includes taxes & fees
Mar 11 - Mar 12
Cozy Home in Heart of Prestonsburg
10.0 out of 10, Exceptional, (7 reviews)
"It’s a beautiful home that was perfect location for my large family to meet for an early Thanksgiving dinner. We had plenty of rooms and a large kitchen."
United States
Lisa G.
The price is ¥43,595
¥113,632 total
includes taxes & fees
Mar 9 - Mar 10
Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life
10.0 out of 10, Exceptional, (1 review)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is ¥28,164
¥44,390 total
includes taxes & fees
Mar 17 - Mar 18
The Mountain Magnolia *Hot tub on private deck*
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 Paintsville Hotel Reviews

Find out more about Paintsville

Search for holiday rentals in Paintsville on Expedia! You can easily find your home rentals, villas, holiday apartments in Paintsville using one of the methods below:

  • View our selection of featured holiday rentals in Paintsville
  • Use the map to find apartments and other holiday homes in the Paintsville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Paintsville while they last

Look no further and take a look at our great range of rental properties in Paintsville!

Frequently asked questions

Can I find vacation rentals in Paintsville?

Yes, we offer vacation rentals in Paintsville close to U. S. 23 Country Music Highway Museum, or you can choose a secluded option if you're looking for extra privacy while you relax. Paintsville is known for its mountain views and monuments. Make sure you have time to check out the golf courses and waterfront during your trip.

What's the top vacation rental that Paintsville has to offer?

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace: This vacation home rental outside of Paintsville 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 12 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 Paintsville?

Preston Park and Swamp Branch Trailhead are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include U. S. 23 Country Music Highway Museum. Mayo Mansion and Johnson County Public Library are other places to visit while you're in town.

What’s a vacation rental in Paintsville like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Paintsville. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for small groups.