Vacation rentals in Mount Sterling

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Top-rated vacation rentals in Mount Sterling

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Top guest favorite
A rustic wooden box labeled 'Farmhouse' holds jars filled with daisies and assorted natural elements, set against a green field. A cow stands nearby, framed by soft evening light, with trees in the background, creating a peaceful farm scene.
Farm stay in Winchester
4.97 out of 5 average rating, 140 reviews

Family Farm Winchester/Lexington 20 min.*Game Room

Franklin Ridge Farm 5 minutes to DT Winchester Lexington 20min. Easy access 5min. I64; 15min. I75 / I64 Discounts June 20, 27 Weekdays in July Centrally located: Eateries & Historical Sites Lexington 20min State Parks Meadow Green Music Park 20min Keeneland 30.4mi. Kentucky Horse Park 30min Red River Gorge 35min Ark Encounter 45min Creation Museum 1hr 30min ~Home is surrounded by our family farm beginning of Scenic Rt.15 *All guests must be registered to see price of your stay before booking

Top guest favorite
An inviting cabin interior features wooden walls and a high ceiling. A comfortable sofa is paired with two accent chairs on a patterned rug. A flat-screen TV hangs on the wall, while the kitchen area is equipped with modern appliances and a dining table. Sliding barn doors lead to a bathroom.
Cabin in Stanton
4.93 out of 5 average rating, 107 reviews

Red Door Cabin Six

6 unique cozy and newly built cabins located in the beautiful and serene Red River Gorge area. Family owned and operated, Behind the Door Property Consulting. Less than 15 minutes for Miguels & Nada Tunnel, 45 minutes from Lexington, KY, and easy access to local Kroger. Each property has a dedicated outdoor grill and there are 3 shared fire pits on property. These are cabins in RRG and each cabin is equipped with internet, but cell service and internet can be spotty as is the whole area!

Top guest favorite
The cottage's exterior is characterized by a welcoming porch featuring rocking chairs and a bench. Black star accents adorn the light-colored siding, framed by green grass and trees. Large windows invite natural light, enhancing the view of the surrounding fields.
Home in Morehead
5 out of 5 average rating, 124 reviews

Sunset Cottage

Sunset Cottage is located among the farms and fields of Morehead, KY. Conveniently situated off of I-64, within 10 min. of Cave Run Lake, App Harvest, Ind. Stave Co., and MSU. This newly remodeled 2-bedroom home has 1 queen, 1 full, & 1 twin bed. A quaint living room with an elec. fireplace, full kitchen, dining area, washer/dryer & an outdoor space that includes a gas grill and fire pit. There is plenty of room to park your boat and a porch to relax and enjoy the beautiful sunset

Top guest favorite
A hot tub is positioned on a covered deck, overlooking lush green hills and treetops. The water is bubbling, inviting relaxation while the natural landscape offers a serene backdrop. Sunlight filters through the trees, creating a peaceful ambiance.
Cabin in Frenchburg
5 out of 5 average rating, 122 reviews

The Bluff on Amos Amazing Views!

This unique place has a style all its own. Centrally located between Red River Gorge and Cave Run Lake. Enjoy a hike at the gorge or a day at the lake. Come back enjoy soaking in the hot tub and take in the views!!! This spacious one bedroom one bath with tub/ shower is the perfect place for a getaway. It is equipped with full size appliances and everything you need to prepare a meal. The outdoor fire pit and charcoal grill are perfect for any outdoor cooking and relaxing!!!

Top guest favorite
The kitchen features a large central island with a dark finish, complemented by light granite countertops. Bright, white cabinetry surrounds the space, enhanced by overhead pendant lighting. Stainless steel appliances, including a refrigerator and microwave, provide modern convenience amid an open layout.
Home in Mount Sterling
5 out of 5 average rating, 108 reviews

High Street Hideaway home atmosphere for relaxing

High Street Hideaway, relax away from the city in a spacious well appointed home atmosphere. Large back deck for relaxing and dining. No need to park on the street and walk a flight of stairs! Private parking with 4-5 steps up to deck and back door! *Access to Lexington 30-45 minutes away via Interstate 64. * 45 minute drive to the natural beauty of Red River Gorge for hiking/ climbing *30 min to Cave Run Lake * Three blocks to local shops, eateries, and town festivals!

Top guest favorite
The entrance of the cottage features a wooden door framed by two windows, offering natural light. A decorative wreath adorns the door, and wall sconces provide additional illumination. The exterior showcases white siding with teal accents, complemented by a brick pathway leading to the door.
Home in Winchester
4.92 out of 5 average rating, 933 reviews

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older non-gentrified neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

Top guest favorite
A well-lit sleeping area features a spacious bed draped in a white coverlet, flanked by two small windows with light blue trim. A blue chair adds a pop of color, while a wooden table is set with cups and a coffee maker, enhancing the inviting space.
Guesthouse in Winchester
4.96 out of 5 average rating, 118 reviews

Carriage House Gardenside

Privacy and Convenience are yours when you stay at the Carriage House Gardenside. Located in historic Winchester, Carriage House Gardenside offers easy access to Lexington, the Kentucky Horse Park, Keeneland Race Course, the Bourbon Trail and Red River Gorge. Situated across from College Park and steps away from Winchester's public gym (indoor swimming pool and fitness center). Space features a king sized bed, large TV, coffee bar, devoted work space and full bath.

Top guest favorite
A rustic cabin is set against a backdrop of a colorful sunset, showcasing its wooden exterior and a red metal roof. Surrounding the cabin, a fire pit is framed by seating made of tree stumps, creating an inviting outdoor space for gatherings.
Cabin in Stanton
4.98 out of 5 average rating, 159 reviews

Briar Patch Cabin-RRG | Fire Pit | Sunset | Wi-Fi

Located along the outskirts of the Red River Gorge Scenic Byway, The Briar Patch is perfectly situated to host travelers who are seeking both privacy and convenience. This cabin was thoughtfully designed to host anywhere from 1 to 6 people without making guests feel too cramped or in a space that’s too large to feel comfortable. Its rustic interior creates the perfect mood for this dreamy mountaintop vacation home.

Superhost
The charming English-styled cottage is situated among lush greenery, framed by tall trees. A winding gravel driveway leads to the home, which features a welcoming porch area. The property offers a tranquil and secluded setting, emphasizing its natural surroundings.
Cabin in Stanton
4.91 out of 5 average rating, 593 reviews

Larkspur Cabin with Hot Tub near Red River Gorge

Located on the edge of Red River Gorge Geological Area in 20 acres of peaceful woodland and rolling hills, our property has the perfect blend of accessibility and seclusion. Enjoy birds at the porch feeders, and all the flowers blooming in the garden in the summer . Enjoy the hot tub! It's just 15 minutes from the Red River Gorge and Natural Bridge State Park and 5 minutes from Stanton for shops and restaurants.

Top guest favorite
A comfortable living room is presented, featuring two plush armchairs and a spacious sectional sofa with cushions. A coffee table is positioned centrally, while a stone fireplace adds a rustic element. Large windows provide natural light, framing views of the surrounding nature.
Cottage in Clay City
4.98 out of 5 average rating, 136 reviews

Fun & relaxation, one scenic & luxurious setting

A family-friendly farm that offers opportunities for couples, families or small groups to create special memories. Our farm is also the perfect place for unique family adventures, family reunions, retreats, parties of any type and intimate weddings - all in an idyllic country setting (events charged separately). We offer educational tours and introductions to our animals for guests that are interested.

Top guest favorite
A spacious living area features high wooden ceilings and large floor-to-ceiling windows that provide views of the green hills outside. Comfortable seating is arranged around a patterned rug, with a television mounted on the wall and natural light flooding the space.
Cabin in Waco
4.98 out of 5 average rating, 136 reviews

Stunning Cedar Cabin, Hot Tub, Amazing Views!

Escape to this serene cabin surrounded by 20 acres of green hills. This cedar cabin is only 15 minutes from Richmond KY, but you'll feel like you're in a different world. Admire the nature through floor to ceiling windows, roast marshmallows on the patio with a chimenea, and melt your stress away in the Artesian Premier hot tub. Experience a peaceful stay in this quiet and comfortable retreat.

Top guest favorite
Home in Irvine
4.98 out of 5 average rating, 114 reviews

A-Frame Retreat | Farm Animals · Hot Tub · Sauna

58-acre private valley in the Kentucky Appalachians — where rare Suffolk Punch horses, a Highland cow & calf, and Thoroughbreds graze your view. Soak in the hot tub under mountain skies. Fish the stocked pond. Restore in the infrared sauna. No TV by design — just nature, stillness, and a farm experience unlike anything else in Kentucky. Sleeps 7. Red River Gorge 40 min away.

Popular amenities for Mount Sterling vacation rentals