Holiday rentals in Paintsville

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Top-rated holiday rentals in Paintsville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Van Lear

4.83 out of 5 average rating, 18 reviews

The Bentley with Free Parking

Bring the whole family to this great place with lots of room for fun. The huge front porch provides the perfect place for morning coffee or evening drinks. The backyard patio with portable fire pit is a great place to gather and look at the stars. The spacious sunken family room with fireplace provides the perfect ambience for any occasion. The master suite with a huge whirlpool tub creates a Spa like atmosphere. The kitchen includes stainless steel appliances and High end Mouser Cabinetry.

31 Dec – 7 Jan

£278 per night

Guest favourite

Cabin in Pine Ridge

4.98 out of 5 average rating, 126 reviews

Cliffside Romantic Retreat LOVE

Fall in love at the unique and tranquil getaway of the "Tis So Sweet Cliffside Cabin". The space is designed for a lovers retreat with luxuries of a spa bathroom, massage chair, fire table, recliner seat hot tub, and much more! This newly built cabin is peacefully secluded, yet still only a few miles away from the Natural Bridge State Park, Red River Gorge, Daniel Boone National Forest, underground kayaking, zip lines, rock climbing, swimming, delicious food and many other local attractions.

1–8 Jan

£289 per night

Guest favourite

Cabin in Catlettsburg

4.99 out of 5 average rating, 199 reviews

The Cozy Cabin

Our "Cozy Cabin" getaway is located in a peaceful country setting. A creek & hillside is located behind the cabin (146 acres). Relax on our 2 porches and enjoy the view of our field with horses grazing and deer passing thru. We have added a fire pit, picnic table, & gas grill for your outside enjoyment. All the amenities for a relaxing stay close to Yatesville Lake (18 miles), Rush Off-Road Park (13 miles) & Giovanni's Pizza (5 miles). Tristate area KY/WV/OH can be in all within 30 minutes.

10–17 Feb

£129 per night

Guest favourite

Farm stay in Breathitt County

4.98 out of 5 average rating, 129 reviews

Farm Stay-Second Wind Cottage - Graham Estates LLC

Come get your second wind at our peaceful cottage designed for relaxation. Your family will love this quiet, serene home located up a scenic driveway. There is a large yard where you can feed the goats, enjoy the hot tub, or even end the day with a campfire. There is a walking trail around the property or you can drive approx. 35 minutes to Red River Gorge for an array of activities including kayaking, rock climbing, and hiking. So many memories are awaiting to be made at Second Wind Cottage.

28 Apr – 5 May

£146 per night

Guest favourite

Guest house in Huntington

4.95 out of 5 average rating, 830 reviews

Cozy 1 bedroom small house/apt

Welcome & thank you for checking out our place! We are within short driving distance to: Marshall University, Cabell Huntington Hospital or St. Mary's, the Huntington Mall The place is small, quaint and cozy, offers a full kitchen, comfy bed, we live close to a highway so there is some traffic and our driveway is at a incline we are in a protected area which is near the city and on a bus line. Also, our Wi-Fi is FAST!! Stay with us; voted the most desired AirBnB in Huntington in 2018!

7–14 Sept

£58 per night

Guest favourite

Home in Prestonsburg

4.95 out of 5 average rating, 44 reviews

The Shotgun House

Enjoy your stay at the Shotgun house located in the heart of Prestonsburg within walking distance to a popular restaurant and downtown shopping. This cozy house offers a 58" TV and playstation in the living and also a 50" TV in the bedroom. Relax outside on a covered porch and enjoy the occasional local live music. Located close to the Prestonsburg Passage Trail, Mountain Arts Center, Middle Creek National Battlefield, Pikeville Exp Center and a short drive to the Red River Gorge.

7–14 Feb

£112 per night

Guest favourite

Cabin in Catlettsburg

4.96 out of 5 average rating, 259 reviews

The Luxury Cabin

The Cabin is a fully furnished , 3 bedroom home on 13 acres, a pond 2 fire-pits, wildlife. The house has a gas fireplace, and a fully stocked kitchen, also we provide a gas grill outside on the wrap around porch. The porch has a swing and plenty of seating. A wash room with full size washer and dryer. The pond has a dock and is fully stocked. A king master suite with a shower ,bath tub. A bunk room w/ 4 long bunks. Upstairs a balcony / queen bedroom overlooking the downstairs.

20–27 Aug

£167 per night

Guest favourite

Home in Paintsville

5.0 out of 5 average rating, 7 reviews

The Whitt House

A classic charmer, The Whitt House exudes character and is sure to make you feel right at home! With three bedrooms, a loft sporting a comfy futon, family room, living room, and fenced back yard, The Whitt House has room for the whole family to spread out and enjoy your time in Paintsville. Centrally located in a wonderful, people and dog-friendly neighborhood, the home is within walking distance to downtown and is perfect for enjoying all that Paintsville has to offer.

19–26 Oct

£166 per night

Guest favourite

Cabin in Hagerhill

4.98 out of 5 average rating, 87 reviews

Spacious 3 bedroom cabin with hot tub

Located in Paintsville, Kentucky. Gather around the wood fireplace and enjoy a game of pool. There are 2 smart tv's to binge your favorite shows on. Or unplug and and take in the sights on the wrap around porch with a good book. Enjoy the outdoor kitchen and firepit, then hop in the 8-person hot tub. located just 5 minutes from hiking trails, Paintsville lake state park and golf course, and local eateries . Walmart is conveniently only 8 minutes away.

15–22 Sept

£226 per night

Guest favourite

Flat in Pikeville

5.0 out of 5 average rating, 18 reviews

Convenient & Modern 2 Bed Apt Free Wi-Fi & Parking

**Ideal Retreat for Professionals: Cozy 2 Bed near Pikeville Medical Center & University** Welcome to our stylish and comfortable one-bedroom apartment, thoughtfully designed with traveling professionals in mind! Our newly furnished and recently remodeled space boasts two queen beds with memory foam mattresses, ensuring a restful night's sleep after a busy day at work.

10–17 May

£61 per night

Guest favourite

Holiday home in Prestonsburg

4.99 out of 5 average rating, 76 reviews

The Burg

Enjoy local venues, The MAC, Planetarium, Jenny Wiley Lake, 1620 Distilling Company, hiking, biking, wildlife, local artisans and crafts. Home to Loretta Lynn's, Butcher Holler. Civil War History. Close to downtown shopping, walking distance to dining, coffee shops, and bakery. There are 2 rather short flights of stairs to access this unit.

12–19 Oct

£104 per night

Guest favourite

Cabin in Louisa

4.98 out of 5 average rating, 176 reviews

Workman's Wildlife Haven

Vacation cabin (800 SF), secluded on 300 acre farm, hiking trails, wildlife viewing, 3 fishing ponds, 2 picnic areas, great scenery located in hills of eastern Kentucky. Fully furnished with wood burning fireplace, 1 bunk bed, 1 Queen Size bed/mattress, (sleeps 4). Nightly.

23–30 Oct

£90 per night