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175acreFarm *Paintsville Lake and *Red River Gorge

Welcome to Ghillie Dhu. Escape to our secluded Appalachian farm, where tranquility and nature await. Nestled in the rolling hills, our farm offers a private oasis with no neighbors in sight, allowing you to truly disconnect and unwind. Experience the star-filled night sky free from any light pollution, and fall asleep to the peaceful sounds of the countryside with nothing but the bullfrogs to disturb you. Explore our two stocked ponds, perfect for fishing or simply relaxing by the water's edge.

Couple's Cozy Cabin

Welcome to this charming retreat surrounded by the beauty and music of God's creation! This cabin is located along a quiet country road only a mile from the back waters of Paintsville Lake and just 10 miles from Paintsville Lake State Park and Marina! Couple's Cozy Cabin offers a queen bed as well as a futon or pack n' play for your toddler. This is a great place to relax, rewind, and reconnect with each other. Roast marshmallows over the fire, play corn-hole, or simply lounge on the porch!

Modern Small-Town Living

This stylish 2 bedroom, 1 bath upstairs apartment located in downtown Paintsville is perfect for any overnight trip or long-term stay. Completely updated and modernized, this apartment is the perfect blend of antique comfort and modern decor. Each booking comes complete with a free daily pass to a nearby fitness center. Unit is within walking distance to many downtown attractions including restaurants, bars, boutiques, and antique shopping. It is only minutes from Paintsville Lake State Park.

Cozy, Min from Dawkins Trail and Paintsville

Relax with the whole family at this peaceful, cozy home in Eastern KY. This is a well-loved, older home that has been in our family for many years, offering comfort, charm, and a relaxing country setting. Features 3 BR/1 BA, large covered front porch with patio seating, a grill, and fire pit—perfect for enjoying the quiet surroundings. All TVs have Roku so you can log into your favorite apps. Wi-Fi, washer and dryer, and a designated workspace. Pets require approval. No smoking inside.

Half-Mi to Dawkins Rail Trail: Family Home w/ Yard

Dog Friendly w/ Fee | Easy Highway Access | 3 Mi to Paintsville This vacation rental isn’t just a getaway — it’s a gentle reset tucked into Hagerhill's quiet countryside. Explore the rail trail with your pup, cast a line at Paintsville Lake State Park, or dive into Appalachian history at a nearby museum. After an adventurous day, retreat to the 3-bed, 2-bath home to whip up a delicious meal before challenging the kids to a board game showdown. Your Kentucky journey begins at ‘Homeplace.’

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.

The Bear Cabin

Enjoy the peacefulness and privacy of a 2 bedroom + loft wooden cabin, with all the modern amenities, surrounded by 180 acres of forest. Explore the wilderness, do bird watching or just relax on the porch listening to the birds singing and the rustling of the creek. Or use the cabin as a base to explore the rich heritage and the natural beauty of the Appalachians. The location has easy access and it's also a short drive away from the city shops and restaurants.

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.

“Historic Guest Suite | Private & Modern”

🌿 Welcome Welcome to the Patterson House — a clean, cozy, and comfortable home located in Paintsville. Whether you’re visiting family, working in the area, or just passing through, this space is designed to make your stay simple, relaxing, and stress-free. 💬 Our Goal We take pride in providing a clean, cozy, and reliable place to stay every time. Your comfort matters, and we want your visit to feel easy from check-in to check-out.

Peaceful Furnished Country Home

Enjoy quiet country living in the heart of Eastern Kentucky in this fully furnished 2 bedroom, 2 bathroom home located in Paintsville, KY. The home offers approximately 1,800 sq ft of comfortable living space on 15 private acres The home includes a very large barn that can be used for storage, equipment, or workspace if needed. The property also offers ample parking for multiple vehicles, work trucks, or trailers.

Cozy Custom Apartment.

The whole group will enjoy easy access to everything from this centrally located place. Welcome to our cozy accommodations. Nestled between Jenny Wiley and Paintsville Lake. Walking distance to Dawkins Trail. Fifteen minute drive to Loretta Lynn Homestead. Around the clock availability to meet your conveniences. Complimentary snacks and beverages upon arrival.

Blue Moon at Airport Cottages

Blue Moon is a featured cottage available at Big Sandy Regional Airport. Conveniently located close to Jenny Wiley State Park. Just a short distance from Inez, Paintsville and Prestonsburg. Take it easy at this unique and tranquil getaway. Enjoy the mountains of Eastern Kentucky with us and all things local 💙