
Holiday rentals in Jenkins
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Top-rated holiday rentals in Jenkins
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360 degrees of Mountain Views
Feel like you are truly home away from home in our cozy house with the beautiful Appalachia mountains surrounding you. Enjoy the mountain views while walking down Main Street. As you embrace being in coal mining territory, stop and grab a hot cup of coffee at the Coal City Coffee Shop. Our home is only minutes from a beautiful lake, hiking trails, waterfalls, community swimming pool (summer months) and the Raven Rock Golf and Country Club. Come relax and recharge in the Appalachia mountains.
4.83 out of 5 average rating, 46 reviews
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!
4.98 out of 5 average rating, 234 reviews
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!
4.93 out of 5 average rating, 106 reviews
Tranquility in the Mountains - House
Peaceful getaway offers relaxation & adventure in the KY mountains. Short drive to VA & TN. Large home has 4 bedrooms - 2 w/ private bath & 2 that share a double-vanity bath. Open living/dining area and kitchen. Nearby is a 7-hole golf course and swimming pool (available Memorial Day - Labor Day), hiking, and tourist attractions such as Portal 31 and the KY Coalmine Museum, as well as Kingdom Come State Park. Plenty of parking; can accommodate trailers & RVs. RV park is a 45-minute drive.
4.92 out of 5 average rating, 181 reviews
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.
4.85 out of 5 average rating, 267 reviews
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.
4.75 out of 5 average rating, 161 reviews
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
4.98 out of 5 average rating, 217 reviews
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.
4.97 out of 5 average rating, 649 reviews
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!
4.98 out of 5 average rating, 228 reviews
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.
4.94 out of 5 average rating, 35 reviews
Wildcat Heights in Dorton, KY
Enjoy the comforts of home in this cozy second floor apartment. Having two bedrooms and one bath, washer/dryer and stocked kitchen, you will have everything you need to make this your home away from home. The location is great as it is and conveniently located in the Shelby valley area and just a short drive from Jenkins.
4.87 out of 5 average rating, 75 reviews
The Guest House
Located on Dorton Creek, this cozy cottage sleeps six, with luxurious pillow top mattresses. There are two queen beds, and one twin bed with a pull out trundle unit. This home away from home is within minutes of the Hillbilly Trails System. Ample parking is available.
4.98 out of 5 average rating, 44 reviewsPopular amenities for Jenkins holiday rentals
Other great holiday rentals in Jenkins

Newly restored home prime location in town
5.0 out of 5 average rating, 10 reviews
Bridge Loop
5.0 out of 5 average rating, 18 reviews
Holler's End
5.0 out of 5 average rating, 15 reviews
Charming 5BR Near Breaks < 10 min
4.95 out of 5 average rating, 41 reviews
Wilderness Path near Mine Made Adventure Park
4.92 out of 5 average rating, 37 reviews
Hibernation Station (trailer parking available)
4.94 out of 5 average rating, 54 reviews
The Loft at Caney Creek
4.86 out of 5 average rating, 14 reviews
Serenity Meadows near UVA Wise
4.86 out of 5 average rating, 77 reviewsDestinations to explore
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