Holiday rentals in Whitesburg

Old Rustic Country Store

Get ready to experience a one of kind stay that will take you back in time! This space housed Bob & Betty’s Grocery store starting in 1974, and for 48 years, the store was selling bologna sandwiches and cold pops. Now remodeled into a residential stay, the moment you drive up to the property you will reminisce on the old signs, memorabilia, and pictures covering the walls inside and out. Nestled between two mountains, near Bad Branch Falls, Kingdom Come State Park, and plenty of mountain views!

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!

Coal Miner's Lodge

Situated in the quaint area of Isom, Kentucky, this stay is close to some favorite local eats, grocery store, and other nearby conveniences. With just a short drive to Whitesburg, Scenic Pine Mountain, and the surrounding areas, you can experience our historical coal mining and Appalachian heritage, along with all the beauty this area has to offer. This home boasts cozy yet spacious rooms and a full kitchen, perfect for the whole family or even just a few. Enjoy this home away from home

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

BROWN’S ELK CABIN

Brown’s elk cabin is an Authentic, rustic, log cabin. Located in the heart of the beautiful Appalachian mountains, overlooking the KY river, Only a short drive to Pine Mtn hiking trails, Bad Branch Falls, Little Shepherd Trail, Kingdom Come State Park, Raven Rock golf course, and only twenty minutes from the Va. state line. Perfect getaway for relaxing with family and friends, sitting by the fire pit, or exploring the areas natural beauty. Located 3 miles from Whitesburg

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.

The Potting Shed

This unique space is so charming you may never want to leave! Newly renovated with all the conveniences of home! A comfortable living space, fully stocked kitchen, free Wi-Fi and cable TV, beautiful outdoor patio space, outdoor grill and several items available for you to borrow for the perfect hike or picnic! It's the perfect spot for exploring Whitesburg and Letcher County. We know you will absolutely love your home away from home!

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.

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.

Main Street Studio

Located in historic downtown Whitesburg this modern studio unit is just steps away from restaurants, the courthouse, public library, downtown nightlife spots with entertainment, Kentucky Mist Moonshine distillery, Recreation Center, and many more places to visit just a short drive away in the heart of the Appalachian Mountains.

The Cozy Corner

This home is ideally located just minutes from downtown Whitesburg, within walking distance to Main Street and the Tanglewood bike and walking Trail. Recently remodeled, it features a fully stocked kitchen and dining area, as well as a spacious backyard. There is ample street and carport parking for up to 2 cars.