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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 AED 430
AED 1,583 total
includes taxes & fees
19 Oct - 20 Oct
Private 2BR Renovated Guest Suite in Historic Home with Kitchen
A single-story building with a covered outdoor area, a wooden staircase, and a garden bed with mulch.

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

NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
Staffordsville
The price is AED 327
AED 468 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 357
AED 655 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 317
AED 1,204 total
includes taxes & fees
29 Sep - 30 Sep
The Boons Camp Cabin
A wooden dining table with a woven placemat, a tray with a mug and a sign saying "STAY COZY," and a small sign that reads "let it."

5. 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 AED 248
AED 557 total
includes taxes & fees
29 Sep - 30 Sep
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
A covered outdoor area with a barbecue grill and a table, overlooking a forested area.

6. 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)
"Great host and property!"
United States
Brad M.
The price is AED 459
AED 1,160 total
includes taxes & fees
5 Oct - 6 Oct
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
A rustic cabin with a porch, surrounded by lush greenery and trees.

7. 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, (152 reviews)
"This was my 3rd year in a row. I love staying here!!!"
United States
Steven S.
The price is AED 345
AED 462 total
includes taxes & fees
30 Sep - 1 Oct
Workman's Wildlife Haven, Secluded country setting vacation cabin
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 AED 674
AED 1,028 total
includes taxes & fees
29 Sep - 30 Sep
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

Best Western Plus Louisa

Best Western Plus Louisa

10/10 Excellent
"We had a very nice stay. I’d recommend this hotel very strongly!"
Donna 1-night trip
Posted 17 hours ago
Best Western Plus Louisa

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.