Paintsville Holiday Rentals

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Holiday Rentals in Paintsville

Downtown Paintsville Vacation Rental!
Dining
Downtown Paintsville Vacation Rental!
8.0 out of 10, Very good, 2 reviews
"The home and linens were clean, plenty of living space. The house is like walking into a time capsule of your grandmothers home. Very small bathrooms, drafty window AC units still installed in late November, old TVs. No grill outside was disappointing. Tight single stacked parking. There is another small house on the same lot with multiple vehicles coming and going, combined with the close neighbors and there is limited privacy and no outdoor space."
Downtown Paintsville Vacation Rental!
Downtown Paintsville Vacation Rental!
Interior
Downtown Paintsville Vacation Rental!
3.5 star property
Downtown Paintsville Vacation Rental!
Lovely Two Bedroom Rental Unit Free Parking
2 bedrooms, free WiFi, bed sheets
Lovely Two Bedroom Rental Unit Free Parking
Lovely Two Bedroom Rental Unit Free Parking
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Workman's Wildlife Haven, Secluded country setting vacation cabin
Property grounds
Workman's Wildlife Haven, Secluded country setting vacation cabin
10.0 out of 10, Exceptional, 104 reviews
"Make? third time being there, Larry is a super host. Never fails to please. Looking forward to another stay."
The price is AU$190
per night
19 June - 20 June
Workman's Wildlife Haven, Secluded country setting vacation cabin
Private & Secluded Yatesville Lake Cabin Rental, Lakeview, Wifi, Kayaks, Arcade!
Exterior
Private & Secluded Yatesville Lake Cabin Rental, Lakeview, Wifi, Kayaks, Arcade!
10.0 out of 10, Exceptional, 180 reviews
"Great place"
Private & Secluded Yatesville Lake Cabin Rental, Lakeview, Wifi, Kayaks, Arcade!
Cozy Yatesville Lake Cabin Rental in Louisa!
Interior
Cozy Yatesville Lake Cabin Rental in Louisa!
10.0 out of 10, Exceptional, 6 reviews
"I’ve rented cabins in several different states. This is my Favorite. The hosts were absolutely amazing people. The pictures and description listed are accurate but the place is much better in person. Check-in couldn’t be easier. If you forget any toiletries, they have everything you could think of. The fire pit was a big hit, it made that back yard glow and the sound of the creek just made it complete. Don’t take my words for it, go check it out yourself! We will definitely be back!"
Cozy Yatesville Lake Cabin Rental in Louisa!
Beautiful cabin with fireplace and wrap around porch and private upstair balcony
Interior
Beautiful cabin with fireplace and wrap around porch and private upstair balcony
10.0 out of 10, Exceptional, 35 reviews
"We enjoyed our short time away, and we couldnt have picked a better place!! Very nice, relaxing off the beaten path cabin! The best place to disconnect from the world and enjoy some peace and quiet!! Everything was perfect! The cabin is very clean and well stocked, every detail covered! Communication with host is the best we've experienced! We will definitely return everytime we need a reset!"
Beautiful cabin with fireplace and wrap around porch and private upstair balcony
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Exterior
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
10.0 out of 10, Exceptional, 15 reviews
"Lovely home that easily accommodated our little family gathering. Perfect place for us to be together after 6 long years!"
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
Fridge, oven, stovetop
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
10.0 out of 10, Exceptional, 4 reviews
"Out of the city, but close to major roads. So getting around is very convenient. My only real issue was: no ceiling fans. But the a/c works just fine in lieu. Better value and more space than local hotels."
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
Hidden Acres: 200 acres, Indoor Pool/Spa, TRAILS
Dining
Hidden Acres: 200 acres, Indoor Pool/Spa, TRAILS
9.8 out of 10, Exceptional, 9 reviews
"Our family spent 3 nights at this house and we had an amazing time. The house is located at top of a hill so the views were great. However, the steepness was a concern with small kids and lots of lost balls over the edges… Plenty of trails to walk and they are wide enough for an ATV. The house was big enough for our family and we loved the outdoor area. However, stairs outside did not have handrails, which was also a safety concern for children and elderly family members. Rooms were very large...
Hidden Acres: 200 acres, Indoor Pool/Spa, TRAILS
Cozy Home in Heart of Prestonsburg
Interior
Cozy Home in Heart of Prestonsburg
10.0 out of 10, Exceptional, 6 reviews
"Stopped in the area to visit family that has passed on and to find our family cemetery. Was unable to find the cemetery but still enjoyed my trip. We also visted Loretta Lynns place."
The price is AU$323
per night
30 June - 1 July
Cozy Home in Heart of Prestonsburg
The mountaineer's rustic yurt
Exterior
The mountaineer's rustic yurt
10.0 out of 10, Exceptional, 6 reviews
"Joe’s place was just what we needed for a relaxing weekend away from home. We stayed in one of the yurts for the first two nights and a cabin on the last night we were there. Both were beautiful and had all the necessities we needed, however we LOVED the cabin as it had a little more privacy. There was a buffet dinner in the restaurant on Saturday and live band under the Pavillion which was so nice! Plenty of hiking trails and ATV trails for riders. Every cabin/ yurt has a hot tub /jacuzzi on...
The mountaineer's rustic yurt
Cozy trail house at the Hatfield McCoy Trails
Aerial view
Cozy trail house at the Hatfield McCoy Trails
10.0 out of 10, Exceptional, 32 reviews
"The home was lovely. Well maintained and stocked with promised items and more. Just far away to enjoy the country but close enough to Williamson to do things in town or access the many trails in the area. Owners were fantastic with communication and checked in daily to make sure everything was well. Highly recommended if you are planning to be in the area."
Cozy trail house at the Hatfield McCoy Trails
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
Property grounds
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
10.0 out of 10, Exceptional, 9 reviews
"We went riding from here for the second time and both times the riding and the house were great. There is plenty of room inside and out and the house is always very clean."
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
Private Cottage Near The Lake with 3 bedrooms, 2 baths, and a gameroom!
Fridge, microwave, oven, stovetop
Private Cottage Near The Lake with 3 bedrooms, 2 baths, and a gameroom!
Private Cottage Near The Lake with 3 bedrooms, 2 baths, and a gameroom!
Country Charm
Fridge, microwave, oven, stovetop
Country Charm
10.0 out of 10, Exceptional, 25 reviews
"We had such a great time riding and we loved going to a spot that had some privacy for us to unwind at the end of the night. We had plenty of room for our larger trailer which was a relief. Kristy and Justin were amazing host and did a great job at making you feel as if this was your home away from home. Thank you times a million."
Country Charm
Quiet cabin in the hills close to the trails and other outdoor activities.<br>
Fridge, microwave, oven, stovetop
Quiet cabin in the hills close to the trails and other outdoor activities.<br>
10.0 out of 10, Exceptional, 1 review
"This cabin was so nice and peaceful! We came from Indiana for an RZR trip with about 20 people some staying at Rustic Ravines, this cabin is nice and close, another group of ours stayed about 12 miles away in Kentucky. Mill Creek Cabin was so relaxing to come back to each night with the creek to listen to while sitting on the porch. Can’t say enough about the views. Darrell & Mary are wonderful hosts!"
Quiet cabin in the hills close to the trails and other outdoor activities.<br>
Cozy Yatesville Lake Cabin Rental in Louisa!
Interior
Cozy Yatesville Lake Cabin Rental in Louisa!
3.0 star property
Cozy Yatesville Lake Cabin Rental in Louisa!
'homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Interior
'homeplace' w/ Yard - 10 Mi to Jenny Wiley!
3.0 star property
8.0 out of 10, Very good, 1 review
"Really liked the old house feel but very noisy by road"
'homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Interior
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
The price is AU$244
per night
30 June - 1 July
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
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See all available properties in Paintsville
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.

Other types of properties in Paintsville you may be interested in

Ramada Hotel & Conference Center by Wyndham Paintsville
Lobby
Ramada Hotel & Conference Center by Wyndham Paintsville
2.5 star property
8.6 out of 10, Excellent, 399 reviews
"This was an excellent overnight stay. All of the employees we encountered were very friendly and helpful. The restaurant in the hotel was not only convenient but also affordable and delicious. The indoor/outdoor pool was relaxing and well maintained. We enjoyed the air hockey and pool table available for guests. Our room was clean and presentable. The beds were very comfortable. We were on our motorcycle and when the manager realized she told us to just park the bike at the end of the drive...
The price is AU$184
per night
7 July - 8 July
Ramada Hotel & Conference Center by Wyndham Paintsville
Days Inn by Wyndham Paintsville
Desk, iron/ironing board, cots/infant beds, rollaway beds
Days Inn by Wyndham Paintsville
2.0 star property
7.6 out of 10, Good, 402 reviews
"This hotel has an older feel to it but was clean with friendly staff. It was well worth the stay with a lower nightly fee than others in the area, so I was a little concerned but it was a great stay for the money, more than I expected. The rooms are well insulated, so we didn't hear any other people coming or leaving or any traffic sounds which was really nice. The sheets and bedding were clean. The only drawback we saw and the only reason for not rating the 5 stars was the questionable state of...
The price is AU$112
per night
20 June - 21 June
Days Inn by Wyndham Paintsville
Downtown Paintsville Vacation Rental!
Dining
Downtown Paintsville Vacation Rental!
8.0 out of 10, Very good, 2 reviews
"The home and linens were clean, plenty of living space. The house is like walking into a time capsule of your grandmothers home. Very small bathrooms, drafty window AC units still installed in late November, old TVs. No grill outside was disappointing. Tight single stacked parking. There is another small house on the same lot with multiple vehicles coming and going, combined with the close neighbors and there is limited privacy and no outdoor space."
Downtown Paintsville Vacation Rental!
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.

Everything you need to know about Paintsville holiday rentals

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

Paintsville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Paintsville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Paintsville holiday rentals we have selected for you start as low as AU$190 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Paintsville rentals

At Expedia, we put the best Paintsville holiday 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 holiday.

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 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?

Downtown Paintsville Vacation Rental!: This highly rated holiday home rental in Paintsville is located in a rural location, and offers a fireplace, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a stovetop, a microwave and kitchenware, so that you can cook with friends or family.

What’s there to see and do in Paintsville?

Cultural attractions include U. S. 23 Country Music Highway Museum, whereas Swamp Branch Trailhead is a spot to enjoy nature. Paintsville Golf Course and Walking Bridge 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.

Recent reviews of Paintsville properties
Expedia verified reviews

Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg

5/5 Excellent
Rest stop
"Stopped in the area to visit family that has passed on and to find our family cemetery. Was unable to find the cemetery but still enjoyed my trip. We also visted Loretta Lynns place."
A verified traveller stayed at Cozy Home in Heart of Prestonsburg
Posted 2 days ago
Cozy Home in Heart of Prestonsburg