Holiday Rentals in Paintsville

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Holiday Rentals in Paintsville

Downtown Paintsville Vacation Rental!
3.0 star property
Downtown Paintsville Vacation Rental!
Lovely 2 Bedroom Unit with Free Parking
Lovely 2 Bedroom Unit with Free Parking
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
9.8 out of 10, Exceptional, (11)
"Great place to stay for our family. Loved everything about the location, house, pool, and overall value."
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Yatesville Lake Premier Cabin Rental - Best Vacation Home in Eastern KY
9.8 out of 10, Exceptional, (362)
"Cabin was clean. Hot tub was clean and big. We had a great time. "
Yatesville Lake Premier Cabin Rental - Best Vacation Home in Eastern KY
Private & Secluded Yatesville Lake Cabin Rental, Lakeview, Wifi, Kayaks, Arcade!
10.0 out of 10, Exceptional, (197)
"We loved the house and location. It was a peaceful vacation."
Private & Secluded Yatesville Lake Cabin Rental, Lakeview, Wifi, Kayaks, Arcade!
Beautiful cabin with fireplace and wrap around porch and private upstair balcony
10.0 out of 10, Exceptional, (47)
"The cabin and property were excellent. We enjoyed the porch and set up croquet on the yard. Beds were great. Five grandchildren stayed in the upstairs bedroom with plenty of room. Having their own private deck tickled them. The Twister game at the cabin was a huge hit. "
Beautiful cabin with fireplace and wrap around porch and private upstair balcony
Luxury Estate nestled atop stunning mountaintop golf course!
2.0 star property
10.0 out of 10, Exceptional, (6)
"The house is beautiful, and located in the mountains overlooking breathtaking scenery. It is surrounded by a golf course. It is an easy drive to Prestonsburg. Our host was lovely, and checked on us regularly. We really could not have been more pleased. Thank you!"
Luxury Estate nestled atop stunning mountaintop golf course!
Private Cottage Near The Lake with 3 bedrooms, 2 baths, and a gameroom!
9.4 out of 10, Exceptional, (3)
"Fully furnished pit stop for your mountain activities....People are very nice...thanks Curtis :-)"
Private Cottage Near The Lake with 3 bedrooms, 2 baths, and a gameroom!
Workman's Wildlife Haven, Secluded country setting vacation cabin
10.0 out of 10, Exceptional, (143)
"Good trip, little hard to find, but loved the location, Will go again."
The price is €110
includes taxes & fees
4 Nov - 5 Nov
Workman's Wildlife Haven, Secluded country setting vacation cabin
Hidden Acres Escape: A Bluegrass Retreat
10.0 out of 10, Exceptional, (15)
"Wonderful house. Beautiful setting. Fantastic stay. We enjoyed the pool, the hot tub, and hiking."
Hidden Acres Escape: A Bluegrass Retreat
Country Charm
10.0 out of 10, Exceptional, (38)
"Second time staying at the cabin. We had a blast! Awesome place to stay. "
Country Charm
Cozy Yatesville Lake Cabin Rental in Louisa!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was clean and just as described in the listing we had a great time and it was absolutely beautiful "
Cozy Yatesville Lake Cabin Rental in Louisa!
The mountaineer's rustic yurt
10.0 out of 10, Exceptional, (6)
"Had a great time in a beautiful hill top setting."
The mountaineer's rustic yurt
Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life
10.0 out of 10, Exceptional, (6)
"We really enjoyed our stay. The home is very beautiful and fit our family very comfortably. The beds were comfortable and they had many options on where to sleep. It was very quiet and serene. Would definitely recommend for a large family. "
Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
9.8 out of 10, Exceptional, (17)
"Great 4 wheeling from this location and a beautiful house. "
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
Cozy Home in Heart of Prestonsburg
10.0 out of 10, Exceptional, (8)
"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. "
The price is €155
includes taxes & fees
21 Oct - 22 Oct
Cozy Home in Heart of Prestonsburg
Cozy trail house at the Hatfield McCoy Trails
10.0 out of 10, Exceptional, (42)
"We had a great stay! Access to trails was easy and we were very close to Williamson. The house had everything we needed for our trip and there was plenty of space for trailers. Would definitely recommend for exploring the Hatfield McCoy area!"
Cozy trail house at the Hatfield McCoy Trails
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
10.0 out of 10, Exceptional, (2)
"Secluded and peaceful. Well maintained with trails and pond to fish. Owners are extremely friendly "
The price is €261
includes taxes & fees
15 Oct - 16 Oct
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
Quiet cabin in the hills close to the trails and other outdoor activities.<br>
10.0 out of 10, Exceptional, (2)
"This cabin was so nice and peaceful! We came from Indiana for an RZR trip with about 20 people some staying at Rustic Ravines, this cabin is nice and close, another group of ours stayed about 12 miles away in Kentucky. Mill Creek Cabin was so relaxing to come back to each night with the creek to listen to while sitting on the porch. Can’t say enough about the views. Darrell & Mary are wonderful hosts!"
Quiet cabin in the hills close to the trails and other outdoor activities.<br>
Private Ravine View Luxury Amish-Built Cabin "The Frontier"
10.0 out of 10, Exceptional, (4)
"The cabin was very nice and perfect for my husband and I and our little get away. It was quiet and we spent the days lounging around or riding on ATVs(that you can rent at the cabins) or visiting State Parks nearby. This place is in the middle of nowhere, which is what we wanted, so make sure to bring food and entertainment because there is no food or restaurants and the tv doesn’t work very well. But overall, we really enjoyed our time away and would come back. Joe was very nice and helpful!"
Private Ravine View Luxury Amish-Built Cabin "The Frontier"
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

Everything you need to know about Paintsville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Paintsville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Paintsville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Paintsville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Paintsville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Paintsville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Paintsville holiday rentals we have selected for you start as low as €110 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Paintsville rentals

At Expedia, we put the best Paintsville holiday 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 Paintsville 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 Paintsville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Paintsville. 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 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 are some of the best holiday rentals that Paintsville has to offer?

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace: This holiday home rental outside of Paintsville is located in the mountains, and has an indoor pool, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Paintsville?

Swamp Branch Trailhead and Preston Park 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 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.