Holiday houses in Clintwood

Cozy Mountain Cottage Overlooking Golf Course

Slow down with the whole family in true Southern fashion at our cozy country cottage located in a rural mountain community. This three bedroom, two bath home overlooks Willowbrook public golf course and is just mintues from Breaks Interstate Park, home of "the Grand Canyon of the South." Local attractions include hiking and ATV trails, kayaking/white water rafting, ziplining, water park, picnic shelters, playgrounds & more! Winter guests are likely to encounter majestic views of wild elk grazing

Russell Fork River Lofts

Relax with the whole family at this peaceful and beautiful loft. If you are looking to explore the Breaks Interstate Park and the Crooked Road we would love to have you stay at our new renovated loft. This top floor loft features 1 bedroom with a queen bed and a queen sofa bed. A full kitchen and bathroom with shower tub combo with washer and dryer. The loft is 8 miles from the Breaks Interstate Park and is directly on the spearhead trail. Plenty of parking for all your vehicles and trailers.

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.

The Alma Potter House

Family friendly, small fenced in area. 2 BR/bath upstairs, 2 BR/bath downstairs. large living/dining room. Rural, white water rafting, near Breaks Interstate Park, Pine Mountain Trail, Hillbilly Days, Hatfields & McCoys. Be in Norton/Wise, Grundy, VA, Pikeville, KY or Williamson WV in minutes. FB: Breaks Interstate Park, Hillbilly Trail System, City of Elkhorn City Events, Southern Gap Adventure Trails, Arts Collaborative Theatre Inc., KY Whitewater Rafting. Pike Co Tourism webpage.

Sweet Dreams

* If you book for 7 days or more, you will receive a 20% discount off your stay. If you’re in town on business, to visit family or just traveling through, this 2ND FLOOR APT is perfect for you. Enjoy a full kitchen & onsite laundry facility. You’ll get a good nights sleep in a quiet space, on high quality mattresses. We are conveniently located just down the street from a Food City. We have a work desk & free WIFI. We’re just a 5 minute drive from downtown Pikeville.

Serenity Meadows near UVA Wise

Outstanding privacy given its close proximity to downtown and UVA wise a beautiful ranch, 3 BR, 2 Bath house is all your large family needs for a wonderful stay in the lush Virginia countryside. Large living room for gatherings, piano, TV, internet, BBQ, firepit, basketball, cornhole, tree swings. A spacious front deck and covered porch provide outdoor dinning opportunities or just time to relax among the deer, meditation pond and peaceful views of an endless meadow.

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.

Muddin' Mansion

Tucked in the trees and just minutes from the Hillbilly Trail System, this modern cabin is your go-to basecamp for off-road adventure and mountain downtime. Whether you’re here to ride, relax, or both—you’ll have all the comforts of home without losin’ that good ol’ backwoods feel. With room for up to 6 guests, a full kitchen, fire pit, and plenty of space for your trailer and SxS, we have two neighboring cabins for larger groups.

Cozy Cottage in The Wilderness

Escape the hustle and bustle of life in this quaint and cozy home in the mountains of Southwest Virginia. The property boasts breathtaking views of the Appalachian Mountains, a private pond, a fire pit and several outdoor activities to enjoy with the entire family. Enjoy your home away from home by unplugging and relaxing in the serenity of nature. We now have WiFi in the home as well for those who like to stay connected!

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.

Bear Creek Cabin • Vineyard Views & Fishing Pond

Escape to Bear Creek Cabin, overlooking the pond on 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 or solo travelers seeking a serene getaway. Fishing is allowed in the adjacent pond with waiver signature. Must bring your own fishing equipment.

Mountain Escape

Kick back and relax in this calm, stylish home. Come and relax in this 3 bedroom mountain family charm nestled in the hills of Eastern Kentucky. Pretend you are lost in an enchanted forest as you perch on a log or curl up on the front porch swing. Soak in the tub, then fall asleep in one of the three comfortable beds. When you wake up, the coffee machine awaits.