Paintsville Holiday Rentals

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Holiday Rentals in Paintsville

Downtown Paintsville Vacation Rental!
3.0 star property
Downtown Paintsville Vacation Rental!
Cozy Yatesville Lake Cabin Rental in Louisa!
3.0 star property
Cozy Yatesville Lake Cabin Rental in Louisa!
'homeplace' w/ Yard - 10 Mi to Jenny Wiley!
3.0 star property
8.0 out of 10, Very good, (1)
"Really liked the old house feel but very noisy by road"
'homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Near Scenic Parks: Convenient Home in Prestonsburg
3.0 star property
Near Scenic Parks: Convenient Home in Prestonsburg
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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Other types of properties in Paintsville you may be interested in

Ramada Hotel & Conference Center by Wyndham Paintsville
2.5 star property
8.8 out of 10, Excellent, (438)
"It’s a lot bigger than it looks. The atrium is beautiful and so nicely decorated for the holidays. A couple had a beautiful wedding the day we were there."
The price is S$150
includes taxes & fees
1 Dec - 2 Dec
Ramada Hotel & Conference Center by Wyndham Paintsville
Days Inn by Wyndham Paintsville
2.0 star property
7.6 out of 10, Good, (431)
"Clean and great customer service "
The price is S$94
includes taxes & fees
4 Dec - 5 Dec
Days Inn by Wyndham Paintsville
Downtown Paintsville Vacation Rental!
3.0 star property
Downtown Paintsville Vacation Rental!
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Paintsville?

Yes, there are holiday rentals in Paintsville close to U. S. 23 Country Music Highway Museum, or you can select a more secluded option if you're looking for a relaxing stay. 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 there to see and do in Paintsville?

Cultural attractions include U. S. 23 Country Music Highway Museum, whereas Swamp Branch Trailhead is a spot to enjoy nature. Paintsville Golf Course and Walking Bridge are other places to visit while you're in town.

What’s a holiday rental in Paintsville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Paintsville. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip.