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

Paintsville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Paintsville vacation 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 ￥18,473
￥68,753 total
includes taxes & fees
Nov 5 - Nov 6
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 ￥12,957
￥17,606 total
includes taxes & fees
Nov 5 - Nov 6
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, (14 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 ￥15,347
￥25,466 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥16,799
￥53,564 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥19,736
￥50,542 total
includes taxes & fees
Nov 30 - Dec 1
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 ￥14,842
￥18,451 total
includes taxes & fees
Nov 28 - Nov 29
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 ￥10,658
￥21,323 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥30,062
￥45,791 total
includes taxes & fees
Nov 5 - Nov 6
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

Yatesville Lake Premier Cabin Rental - Best Vacation Home in Eastern KY

Yatesville Lake Premier Cabin Rental - Best Vacation Home in Eastern KY

10/10 Excellent
"Great venue"
Key E. 2-night trip
Posted 1 day ago
Yatesville Lake Premier Cabin Rental - Best Vacation Home in Eastern KY

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:

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Look no further and take a look at our great range of rental properties in Paintsville!

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?

Hidden Acres Escape: A Bluegrass Retreat: This vacation home rental outside of Paintsville is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and an arcade game room 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. Mayo Mansion and Johnson County Public Library 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.