Holiday rentals in Pound

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Top-rated holiday rentals in Pound

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A row of brick houses is depicted, showcasing a uniform design with metal roofs. Individual front doors, painted in red, are complemented by large windows dressed with light curtains. A small porch area is visible at each entrance, while trees line the background against a clear blue sky.
Home in Jenkins

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.

ValueFamilyIndoor spaces

4.83 out of 5 average rating, 47 reviews
Top guest favourite
A welcoming entrance to the Mountain Escape Cottage is depicted, featuring a wooden sign displaying the name prominently. Colorful flower pots filled with vibrant blooms frame the entrance, while the cottage stands amidst a backdrop of trees under a clear blue sky.
Cottage in Lynch

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!

FamilyValueAccess

4.98 out of 5 average rating, 234 reviews
Top guest favourite
Cabin in Wise

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!

FamilyLocationAmenities

4.93 out of 5 average rating, 106 reviews
Guest favourite
The exterior of a quaint country cottage is shown, featuring a red metal roof and multiple large windows. A wooden fence lines the front, complementing the surrounding greenery and neatly maintained garden beds. The entrance is framed by a simple gate, creating a welcoming appearance.
Cottage in Wise

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.

ValueFamilyParks

4.75 out of 5 average rating, 162 reviews
Guest favourite
Home in Elkhorn City

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.

FamilyLocationParks

4.85 out of 5 average rating, 268 reviews
Guest favourite
The cottage is a single-story building with a white exterior and a black roof. A decorative star is featured above the front window. A gravel driveway leads to a garage on the left, while a small porch with steps extends towards a well-maintained lawn with potted plants.
Home in 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.

ValueFamilyCheck-in

4.97 out of 5 average rating, 649 reviews
Top guest favourite
A cozy seating nook features two upholstered chairs and a small round ottoman, set against a relaxing light blue wall. Natural light streams in through a large window, providing views of the outdoors and brightening the space.
Home in Whitesburg

The Farmhouse

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!

FamilyValueOutdoor spaces

4.98 out of 5 average rating, 114 reviews
Guest favourite
A welcoming porch is showcased featuring comfortable seating arrangements and planters hanging from the columns. The entrance is framed by fresh landscaping, with vibrant green grass and blooming flowers adding a touch of color. Mulched flower beds enhance the inviting atmosphere.
Home in Clintwood

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.

FamilyLocationNearby

5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Whitesburg

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!

LocationSleep qualityHospitality

5.0 out of 5 average rating, 18 reviews
Guest favourite
A single-story home is nestled against a lush hillside, featuring a light exterior and a covered porch. The grassy area in front is expansive, providing ample outdoor space. Natural surroundings are visible, enhancing the serene atmosphere of this mountain retreat.
Home in Jenkins

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.

ValueFamilyCondition

4.94 out of 5 average rating, 35 reviews
Guest favourite
Flat in Jenkins

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.

LocationFamilyQuiet

4.87 out of 5 average rating, 75 reviews
Guest favourite
A single-story cottage is set against a backdrop of dense trees. The exterior features a neutral color palette with a red metal roof. A welcoming porch area is seen, along with a neatly maintained lawn and a pathway leading to the entrance.
Home in Jenkins

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.

LocationParkingGrill

4.98 out of 5 average rating, 44 reviews

Popular amenities for Pound holiday rentals