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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Paintsville holiday rentals

A large, historic house with a prominent turret, a fountain, and a well-maintained lawn.

1. Private 2BR Renovated Guest Suite in Historic Home with Kitchen

Private 2BR Renovated Guest Suite in Historic Home with Kitchen
Paintsville
The price is HK$918
HK$3,580 total
includes taxes & fees
10 Nov - 11 Nov
Private 2BR Renovated Guest Suite in Historic Home with Kitchen
A wooden deck overlooking a river with dense greenery and trees.

2. NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.

NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
Staffordsville
10.0 out of 10, Exceptional, (2 reviews)
"I booked this for my parents coming from Florida and the hosts were amazing, the place was perfectly clean, and they were excellent with communication!!! VERY HIGHLY RECOMMEND!!! Would 1,000% stay again!!!"
United States
Andrew
The price is HK$699
HK$1,000 total
includes taxes & fees
2 Nov - 3 Nov
NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
A kitchen with a built-in oven, microwave, and stainless steel range.

3. 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$763
HK$1,399 total
includes taxes & fees
1 Nov - 2 Nov
Cozy Home in Heart of Prestonsburg
A rustic cabin surrounded by lush greenery and a fenced area.

4. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is HK$835
HK$2,913 total
includes taxes & fees
8 Nov - 9 Nov
The Boons Camp Cabin
A covered outdoor area with a barbecue grill and a table, overlooking a forested area.

5. 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, (7 reviews)
"Great host and property!"
United States
Brad M.
The price is HK$981
HK$2,646 total
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
A rustic cabin with a porch, surrounded by lush greenery and trees.

6. 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, (153 reviews)
"This was my 3rd year in a row. I love staying here!!!"
United States
Steven S.
The price is HK$737
HK$986 total
includes taxes & fees
12 Nov - 13 Nov
Workman's Wildlife Haven, Secluded country setting vacation cabin
A dining area with a wooden table, two chairs, a vase with a plant, a wall clock, and a door with a window.

7. 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, (14 reviews)
"We found it to be a very clean, cozy, and quiet get-away!"
United States
Kimberly H.
The price is HK$530
HK$1,189 total
includes taxes & fees
8 Nov - 9 Nov
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
A hot tub with seating and a table, surrounded by a wooden deck and trees.

8. The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (6 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is HK$1,494
HK$2,401 total
includes taxes & fees
4 Nov - 5 Nov
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

NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.

NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.

10/10 Excellent
"I booked this for my parents coming from Florida and the hosts were amazing, the place was perfectly clean, and they were excellent with communication!!! VERY HIGHLY RECOMMEND!!! Would 1,000% stay again!!!"
Andrew 2-night trip
Posted 10 hours ago
NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.

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?

Hidden Acres Escape: A Bluegrass Retreat: This holiday home rental outside of Paintsville is located in a rural location, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 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 patio, a garden and an arcade/games room 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.