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

Paintsville Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Paintsville holiday rentals

Property grounds

1. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is HK$678
HK$2,731 total
includes taxes & fees
9 Aug - 10 Aug
The Boons Camp Cabin
Coffee/tea maker, fridge, microwave, oven

2. Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (13 reviews)
"The house was very convenient to downtown area. Everything was clean and we really enjoyed our stay. We will definitely book again on our next trip!"
United States
Ashleigh g.
The price is HK$762
HK$1,399 total
includes taxes & fees
19 Aug - 20 Aug
Cozy Home in Heart of Prestonsburg
Dining

3. 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, (13 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 HK$529
HK$1,189 total
includes taxes & fees
11 Aug - 12 Aug
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Property grounds

4. 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
9.8 out of 10, Exceptional, (6 reviews)
"Secluded and peaceful. Well maintained with trails and pond to fish. Owners are extremely friendly "
United States
randy l.
The price is HK$980
HK$2,645 total
includes taxes & fees
25 Aug - 26 Aug
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
Exterior

5. 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)
"The property was incredibly well maintained. So many well mowed areas to walk or just sit by the pond. The cabin has a lovely front porch that made it easy to just sit and relax. All the comforts of home are provided. This was a fabulous place for a getaway"
United States
Barbara D.
The price is HK$737
HK$986 total
includes taxes & fees
19 Aug - 20 Aug
Workman's Wildlife Haven, Secluded country setting vacation cabin
Terrace/patio

6. 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)
"Room was clean hot tub was nice and spacious its more secluded then most places 10/10 would book again! Also very well stocked!"
United States
Paige S.
The price is HK$1,440
HK$2,339 total
includes taxes & fees
24 Aug - 25 Aug
The Mountain Magnolia *Hot tub on private deck*
Exterior

7. Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life

Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life
Louisa
9.4 out of 10, Exceptional, (9 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 HK$4,201
HK$8,246 total
includes taxes & fees
31 Aug - 1 Sept
Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life
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

Spark by Hilton Prestonsburg

Spark by Hilton Prestonsburg

10/10 Excellent
"Clean, easily accessible, wonderful accommodations"
Doris 1-night trip
Posted 11 hours ago
Spark by Hilton Prestonsburg

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 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 12 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?

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 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.