Holiday rentals in St. Charles

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Top-rated holiday rentals in St. Charles

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of a charming white house is viewed from the front, set on a gently sloping green lawn. A welcoming porch with a railing is adorned with decorative bunting. The house is surrounded by trees, providing a sense of seclusion.
Cottage in Duffield
5.0 out of 5 average rating, 110 reviews

Mamaws House-Natural Tunnel, Devils Bathtub Hwy 23

Nostalgia and comfort at Mamaw’s House. We are honoring our Mamaws, Grandmother, Granny and mothers; sharing their talents, interests, and love with you. Everyone belongs at Mamaw's House. The family areas are for fun, games and conversation. The sitting room, breakfast area, porch, and “mud” room give you a place to create or relax. Keeping with modern times, each of the bedrooms have workspaces, comfy beds, full size mirrors, YouTube tv and high speed WiFi . So come on in and stay awhile.

FamilyLocationSolo travel

Top guest favourite
A charming farmhouse features a brick exterior and a welcoming front porch adorned with planters. Lush green grass surrounds the pathway leading to the entrance. A tree-lined hill serves as a serene backdrop, creating a peaceful rural setting.
Farm stay in Pennington Gap
5.0 out of 5 average rating, 89 reviews

“The Home Place” 3 Bedroom 2 Bath - Farm House

The “Home Place” is idea for visiting family or the perfect weekend getaway! It has beautiful Mountain View’s, and is in a very peaceful setting! Nestled in the mountains, but minutes from groceries, fast food & restaurants! Entertainment is also close by such as Lee Theatre & Axe Handle Distillery! Stone Mountain ATV Trails & Leeman Field RV Park are also close by! Hiking can be enjoyed at Natural Tunnel State Park, Cumberland Gap National Park, Sand Caves, Devil’s Bath Tub all within a hour!

LocationFamilyQuiet

Superhost
A mountain log cabin features a spacious wrap-around deck and large windows showcasing scenic views. Set against a lush green lawn, the cabin's wood exterior is complemented by natural stone accents. Surrounding trees add to the serene atmosphere.
Cabin in Jonesville
4.94 out of 5 average rating, 118 reviews

H&B Cabin and Farm at Wilder Bent

Beautiful mountain log cabin with modern amenities located on the Powell River. Our home has a spacious kitchen, large dinning table for family meals, and a gorgeous stone fireplace made from stone found on the property. The lower level is very private and is perfect for parents, in-laws, or teens. This is a peaceful get-a-way with plenty of fishing, hiking, and kayaking. Just a few minutes from Jonesville, VA, Hwy. 58 and tourist attractions in driving distance. Your home away from home!

ValueFamilyCleanliness

Top guest favourite
A serene landscape showcases rolling hills dotted with grazing cows under a clear blue sky. Vibrant autumn trees in shades of orange and yellow frame the scene, while distant mountains are partially shrouded in mist, creating a peaceful rural setting.
Home in Dryden
4.99 out of 5 average rating, 125 reviews

Farm house with animals 10 minutes from Big Stone

Relax in our serene guest house situated atop a hill on a working farm on private country drive. Gorgeous 360 views of the surrounding mountains and pasture. Sip coffee on the front porch as the sun rises, and enjoy stunning sunsets from the back porch rockers! Cows, horses, sheep, donkey, deer closeby. Peaceful rural retreat with modern flare! Close to great dining and Trail of the Lonesome Pine outdoor drama in Big Stone Gap. Pickle balls and racquets provided for courts in Big Stone!

ValueFamilyHospitality

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
4.98 out of 5 average rating, 229 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!

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Top guest favourite
The front view of the ranch-style brick home reveals a neatly trimmed lawn and a metal roof. Windows frame the entrance, which features a decorative glass panel door. In the background, rolling hills display a serene rural landscape.
Farm stay in Jonesville
4.98 out of 5 average rating, 120 reviews

Maw's House Handicapped Friendly House in country

This two bedroom ranch style brick home located on a working farm will delight you with its view and open country spaces. Enjoy seeing wildlife such as deer, turkey, and squirrels on the property. This home is handicapped friendly. All entrances have a ramp, the bathroom commodes are raised, the shower in the main bath is handicapped, and there are grab bars in the necessary places. Equipment available for the handicapped are: Wheelchair, Lift Chair, Rollator, commode chair, walker.

LocationFamilyLaundry

Guest favourite
A comfortable living area is presented with two sofas positioned around a central coffee table. Natural light filters in through a door, while dark curtains provide a contrasting backdrop. Shelving displays decorative items, enhancing the space's functionality.
Home in Evarts
4.89 out of 5 average rating, 27 reviews

Welcome to The Mayor’s Retreat!

Relax with the whole family at this wonderful home! This is the former home of Mayor Burl Fee, who loved adventure tourism and welcoming visitors to our unique community. The home is located at the Bailey’s Creek entrance to Black Mountain Off-road Adventure Area, in the city limits of Evarts KY, the “Birthplace of Adventure Tourism”. You’re literally steps from the North Evarts RV Park. You can unload and ride directly to the ATV park or any of the local restaurants and convenience stores.

LocationNearbyKitchen

Superhost
Cabin in Wise
4.93 out of 5 average rating, 100 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!

ValueFamilyBathroom

Guest favourite
The exterior of the home features a welcoming front porch with black railings and steps leading up to the entrance. Vibrant fall foliage complements the inviting atmosphere, while a spacious yard is visible in the background, enhancing the serene surroundings.
Home in Cumberland
4.94 out of 5 average rating, 52 reviews

Hibernation Station (trailer parking available)

This property is located near the entrance of Kingdom Come Start Park and right beside Stepp Fitness gym. It is also near local golf courses, Little Shepherd Trail, and the towns of Benham and Lynch. The Black Mountain ATV Park is only 15 miles away. The property has a master bedroom with a king bed, a second bedroom with a queen bed, and a 3rd bedroom with 2 twin beds. The master has an onsuite. It offers a washer and dryer, a full kitchen, and 2 water heaters to ensure hot showers.

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Guest favourite
The exterior of the home showcases a well-maintained landscape, featuring a variety of colorful flowers arranged in a stone-bordered garden. Steps lead to an inviting entrance with large windows and a decorative stone chimney, surrounded by lush greenery.
Home in Lynch
4.92 out of 5 average rating, 179 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.

ValueFamilyDecor

Top guest favourite
A cozy living space features a stone fireplace with a warm fire and a wooden chest in front. A flat-screen TV is positioned nearby, and large windows allow natural light to enter, framed by patterned curtains that complement the rustic wooden walls.
Home in Cumberland
5.0 out of 5 average rating, 45 reviews

Dan’s Den - Two bedroom home with outdoor firepit

Welcome to Dan’s Den, a spacious two bedroom home in the heart of the Appalachian mountains. Centrally located in Cumberland, the black bear capital of Kentucky. You’ll find many of the luxuries of a fine home here, but in a smaller home more suitable for a solo traveler, a couple, or small family. Enjoy two large living rooms, one of which is the newly added “log room”, cozied up in front of the gas fireplace for games, movies, or just to relax with a good book and a hot cup of coffee.

ValueLocationDecor

Top guest favourite
A charming white house is softly illuminated at night, showcasing its inviting exterior. Tall trees stand in the background against a deep blue sky, framing the peaceful rural setting.
Farm stay in Dryden
4.96 out of 5 average rating, 225 reviews

Wolfe-Gilbert House 1890 Victorian & farm

Great mountain views, ATV Trails, State and National parks, hiking, underground mine tour, all-in-a-day trips. You’ll love my place because of the comfy beds, the high ceilings, the views, wide open spaces, peace. My place is good for couples, big groups, and furry friends, let us know your needs. Located less than 5 miles to Spearhead Trail's Stone Mountain trailhead and only 30 minutes to Mountain View Trail. Two couples fit nicely in the 1st level 2 bedrooms for a quaint getaway.

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Popular amenities for St. Charles holiday rentals