Paintsville Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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
$395 nightly
The price is $435
Nov 12 - Nov 13
Total with taxes and fees
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
$104 nightly
The price is $111
Nov 12 - Nov 13
Total with taxes and fees
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.
$149 nightly
The price is $169
Nov 22 - Nov 23
Total with taxes and fees
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
$351 nightly
The price is $353
Nov 12 - Nov 13
Total with taxes and fees
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.
$299 nightly
The price is $320
Dec 1 - Dec 2
Total with taxes and fees
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.
$106 nightly
The price is $117
Nov 12 - Nov 13
Total with taxes and fees
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.
$130 nightly
The price is $143
Nov 12 - Nov 13
Total with taxes and fees
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.
$288 nightly
The price is $290
Nov 12 - Nov 13
Total with taxes and fees
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

An indoor swimming pool with clear glass walls, white lounge chairs, and potted plants.
Ramada Hotel & Conference Center by Wyndham Paintsville

Ramada Hotel & Conference Center by Wyndham Paintsville

Ramada Hotel & Conference Center by Wyndham Paintsville
Paintsville

10/10 Excellent

Made reservations a day prior to stay. Great bang for your buck. Top notch continental breakfast. Friendly staff.
United States
Jim
Reviewed July 28, 2018
Ramada Hotel & Conference Center by Wyndham Paintsville

Find out more about Paintsville

Everything you need to know about Paintsville vacation rentals

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

Paintsville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Paintsville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $111 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Paintsville rentals

At Expedia, we put the best Paintsville vacation 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 vacation.

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 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.

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