Vacation rentals in Premium

Holler's End

Welcome to Holler’s End, our cozy time capsule at the” head of the holler”. This home was built around a log cabin built in the mid-1800s. We removed layers of walls to expose the cabin inside. It has been updated with WiFi, streaming services & coffee station. Outside is a fire pit perfect for enjoying the stars. While it is only about 4.5 miles from Whitesburg, the last 2.3 miles is a 1-lane road. You might also hear roosters crow. If that sounds good to you, come sit a spell at Holler’s End.

An Appalachian Mountain Getaway. ATV friendly

Nestled in the mountains of Eastern Kentucky, this location offers stunning mountain views. It's ATV friendly, with secure and complimentary vehicle parking. A multitude of trails are available for riding, with walking paths on the property. Riding tours are also offered. The accommodation features a newly remodeled one full bed, a walk-in shower, and all the amenities, including a complete mini kitchen and a 32" TV. It's a peaceful and relaxing retreat after a day spent exploring the trails.

Cozy 3-BR 2-bath cottage near highest point in KY

Nestled in the heart of Lynch, KY, surrounded by comforting mountains, sets the Mountain Escape Cottage. Less than 1 mile from Portal 31, you can dive deep into the rich history of this tiny coal town. Within minutes you can drive to ATV parks, the highest point in KY, and many other mountainous adventures. Grab some coffee at the old cafe turned coffee shop, and visit the KY Coal Museum just 5 minutes away in Benham, KY. You and your family will leave here with beautiful mountain memories!

Bear Creek Cabin • Vineyard Views & Fishing Pond

Escape to Bear Creek Cabin, overlooking the pond at MountainRose Vineyards. Enjoy peaceful porch views, modern comfort, and easy access to winery tastings, mountain trails, and quiet evenings under the stars. Perfect for couples, solo travelers, and small groups/families seeking a serene getaway. Fishing is allowed in the adjacent pond with a waiver signature. Must bring your own fishing equipment. Wine and charcuterie options can be pre-ordered to be waiting in the cabin for your arrival!

Bee Still Tiny Home, Graham Estates, LLC

Take a step into our dreamy tiny home when the world is telling you to find a place to "bee still." The perfect destination for a romantic getaway, or a family vacation where the kids can make a fort in the loft. You will love this quiet, serene space located up a scenic driveway. The porch overlooks a small pond, and across the road you will find our small farm of goats and piggies. Take a walk around the property or enjoy all the adventures awaiting at Red River Gorge 35 minutes away.

The Stone Studio

A historic two-room studio cottage built from Kentucky River rock. Entire cottage rented for your privacy. Recently renovated with the modern conveniences of a kitchenette, outdoor smoking area, Wi-Fi, RokuTV, and blackout curtains. High ceilings create a bright and spacious feel. Conveniently located close to downtown. Off street parking by your front door. Walk to Main Street, Appalshop, and Kentucky Mist Distillery as well as many other small businesses and restaurants

Cowan Creek Cottage

Cowan Creek Cottage is close to the Cowan Community Center and only 5½ miles outside the city limits of Whitesburg. The cottage is located at the foothills of Pine Mountain. You’ll love the cottage and enjoy the feel of having your own little home in the mountains. Enjoy a clean and comfortable home away from home while visiting friends and family and enjoying our community. Cowan Creek Cottage is good for couples, solo adventurers, business travelers, and families.

Rustic backyard barn

If you want to get away from it all and enjoy country living at it’s finest this is the place for you. This rustic barn has lots of charm with views of scenic Pine Mountain. There is a huge upstairs with a full sized bed and a sitting area. Downstairs is open concept with everything you need in one space including a queen sized bed. Outside is a charcoal grill as well as a fire pit.

Mamaw Jewell’s Cabin

Welcome to your cozy mountain retreat in the heart of Appalachia. Located in the quiet hills of Viper, Kentucky, this secluded cabin offers the perfect setting to relax, unwind, and reconnect with nature. Whether you're looking for a romantic weekend getaway, a solo escape, or a quiet base for outdoor adventures, this cabin provides the peace and charm you're searching for.

Dandelion Bungalow

This special place is close to downtown Whitesburg and right across from the entrance of Tanglewood Trail. It is within walking distance of Kentucky Mist, a few local restaurants, a recreational center, the farmer’s market, and Cane Kitchen. We are located at the foot of the scenic Pine Mountain and a short drive to hiking trails, overlooks, and other attractions.

Bridge Loop

Cozy 3-bedroom house just a few miles from downtown Whitesburg, Kentucky! Perfect for families or small groups, this home offers a warm, comfortable stay with a fully equipped kitchen, inviting living space and private backyard pool! Enjoy peaceful cottage vibes with easy access to local restaurants, shops, and attractions. Relax, unwind, and make yourself at home!

‘The Junction Apartment’ Charming and spacious!

Newly remodeled, This space is the perfect spot for all of your traveling needs. It has all the comforts of home! A comfortable living space, cable tv, internet access, full kitchen stocked with all the necessities, a desk for a convenient work space, 2 queen size beds, full bath, large patio and ample parking.