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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!

Dungannon Loft

Nestled in the quiet Town of Dungannon, VA & alongside the Clinch River is the 'Dungannon Loft'. This property was the original Fire Station for the Town up until circa 1980. It also served as the 'town hall' for a period of time. The town is rich in Irish history, being named after Dungannon Ireland. There are numerous great hikes & river floats within minutes of the property. The ever-popular Devil's bathtub is minutes away. There are also many great river floats along the Clinch.

Verna’s Place Country Cottage Peaceful Retreat

Unwind at Verna’s Place, a quaint country cottage nestled in the mountains of Southwest Virginia. This home, located in Wise, Virginia is a little over 4 miles from the campus of UVA-Wise and less than 2 miles from the local winery. Enjoy the serene mountain setting by relaxing on the patio or enjoy all the dining, shopping and outdoor activity options located just minutes away. Bigger is not always better and this unique country cottage is a perfect getaway for travelers of all types.

Tiny Home By The Greenbelt

Perfect for outdoor enthusiasts, this 12x24 riverside tiny home sits on the Greenbelt walking and biking trail in Big Stone Gap. Guests park in a public gravel lot, walk across a footbridge and up a gravel path to reach the home. Enjoy a private deck, Blackstone grill, fire pits, picnic area, queen bed, futon, full bath, Wi-Fi, TV, microwave, and coffee maker. Walk to restaurants and the Trail of the Lonesome Pine Outdoor Drama. Great for biking, fishing, hiking, and relaxing outdoors.

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

Whitesburg Vacation Home w/ Glass-Enclosed Porch

Your next adventure awaits at this Whitesburg vacation rental near the North Fork Kentucky River! This 3-bedroom, 2-bathroom home offers an updated interior and features stainless steel appliances, an in-unit washer and dryer, a laptop-friendly workspace, and more. Spend the day exploring the Bad Branch State Nature Preserve, walk to the Letcher County Recreational Center for countless activities, or opt to stay in to watch a Netflix movie or show on the Smart TV!

John A. Webb historic building Apt A.

Welcome to the historic John A. Webb building, built in 1925, thoughtfully designed with original details including vintage lighting, built in bookcases, and original skylights dating back to the buildings construction! Apt A - The Harry Caudill apartment is a true time capsule and a retreat from all your worries! Weekly and Monthly discounts are also given for extended stays! <>22% off for weekly stays <>60% off for monthly stays

Newly restored home prime location in town

Located in town, within walking distance to the grocery store, convenient stores, restaurants, boutiques, and next door to The Well coffee shop/bakery. Relax on the expansive porch with your coffee or if you're looking for entertainment, the Ralph Stanley Museum and The Jettie Baker center are just up the street. Only a short drive to the Breaks interstate park, birch knob tower & John Flanagan Lake.

Sunday Best

Relax with the whole family at this peaceful place to stay. This home offers 3BR, 3 full baths and a lovely great room with kitchen and dining area. It's located on a beautiful mountain top within the city limits of Whitesburg. Guests will love the gorgeous views from the front porch, the convenient location and the lovely decor. Pets are welcome and there's plenty of parking!

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.

The 100 acre woods

Take it easy at this unique and tranquil getaway. located in the Appalachian mountains. Walking trails in the 100 acre woods. Lots of wildlife. Located 4 miles from the town of Clintwood. Short drive to the Ralph Stanley Museum, Birch Knob Tower, Flanagan Lake, and Breaks Interstate park. We look forward to seeing you.

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.