A steel bridge spanning a river, surrounded by dense forest and hills.

Paintsville Vacation Rentals

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Our top choices for Paintsville vacation rentals

Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Martin
9.6 out of 10, Exceptional, (11 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 CA $96
CA $215 total
includes taxes & fees
Jul 9 - Jul 10
Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Workman's Wildlife Haven, Secluded country setting vacation cabin

Workman's Wildlife Haven, Secluded country setting vacation cabin
Louisa
10.0 out of 10, Exceptional, (151 reviews)
"Perfect cabin! I loved the fireplace and the outdoors"
United States
John S.
The price is CA $133
CA $178 total
includes taxes & fees
Jul 13 - Jul 14
Workman's Wildlife Haven, Secluded country setting vacation cabin

Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (13 reviews)
"Everything was great! Easy check-in/checkout process and the host was very responsive to questions ahead of time. "
United States
Erik H.
The price is CA $138
CA $253 total
includes taxes & fees
Jul 12 - Jul 13
Cozy Home in Heart of Prestonsburg

The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is CA $123
CA $499 total
includes taxes & fees
Jul 6 - Jul 7
The Boons Camp Cabin

Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi

Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
Salyersville
9.6 out of 10, Exceptional, (5 reviews)
"Secluded and peaceful. Well maintained with trails and pond to fish. Owners are extremely friendly "
United States
randy l.
The price is CA $199
CA $502 total
includes taxes & fees
Jul 27 - Jul 28
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi

The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (5 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is CA $261
CA $422 total
includes taxes & fees
Jul 9 - Jul 10
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.
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Top Paintsville Hotel Reviews

Find out more about Paintsville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Paintsville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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. Paintsville Golf Course and Mayo Mansion 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.