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, 134 reviews

Family Farm Winchester/Lexington 20 min.*Game Room

Franklin Ridge Farm is 5 minutes to DT Winchester close to Lexington 20min. Easy access 5min. I64; 15min. I75 / I 64 *Sale-Feb /March 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 EST 1803 beginning of Scenic Rt.15 *All guests must be registered to see price of your stay before booking

Guest favorite
A cozy cabin interior features warm wood paneling and an open layout. A sleek kitchen area is equipped with modern appliances, while a flat-screen television is mounted on the wall. A patterned area rug anchors the seating area, which is complemented by natural lighting from nearby windows.
Cabin in Stanton
4.91 out of 5 average rating, 103 reviews

Red Door Cabin Two

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
A traditional bedroom showcases a four-poster bed with a patterned comforter. A decorative lamp sits on a bedside table, and a vintage console table with a plant adds a touch of greenery. Natural light enters the room through the open door, enhancing the serene ambiance.
Guesthouse in Winchester
4.93 out of 5 average rating, 218 reviews

Carriage House on the Park

Enjoy the tranquility of this Upstairs Apartment (over 400 sq ft) suite, located across from Winchester's College Park. Executive amenities include heated bathroom floor tile, additional sink and vanity and large flat screen Roku Smart TV. Carriage house is located just steps from public gym and recreational center and historic downtown Winchester. Centrally located with easy access to Lexington, Paris, Versailles, Georgetown, Kentucky Horse Park, Natural Bridge and Red River Gorge.

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, 99 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, 908 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.

Guest favorite
A charming cabin is illuminated at night beside a stocked fishing pond. Water gently cascades from a fountain, creating a serene atmosphere. The surrounding landscape features trees and an open area, enhancing the sense of tranquility under the starry sky.
Tiny home in Stanton
4.99 out of 5 average rating, 163 reviews

Tiny Cabin At The Pond

Welcome to peace and quiet! If seclusion is what you're searching for, then you have found the place! Located on a hobby farm beside of a stocked fishing pond, it's as much of a destination as it is an accommodation. The closest neighbors are 3 friendly donkeys that love to greet guests at the fence for attention and ear rubs. Fishing poles and donkey treats are provided to round out your stay. We're 20 scenic minutes to Slade or Stanton and 25 to Mount Sterling.

Top guest favorite
A cozy living area features a comfortable gray sofa paired with a rustic wooden side table. A small potted plant adds a touch of greenery, while a stylish lamp provides warm lighting. Nature-themed artwork adorns the walls, enhancing the space's welcoming ambiance.
Cabin in Stanton
5 out of 5 average rating, 108 reviews

Climbers Red River Gorge Getaway-Starlink

We'll have you feeling like a local in two days minimum and in a town so friendly you might just become one. One of a kind tiny home perfect for a weekend Red River Gorge getaway. Minutes drive from the best Red River Gorge hiking trails, climbing, Miguel's, Natural Bridge State Park, Hollerwood, Daniel Boone Backcountry Byway, The Gorge Underground, Callie's Lake, La Cabana & Kroger. Ample parking for multiple vehicles, or truck with trailer/sxs or crawlers.

Guest favorite
A colorful logo features a cartoon chicken wearing sunglasses and giving a thumbs-up, set against a smooth blue background. The stylized letters 'WR' appear prominently in blue, while the chicken forms a friendly and inviting character.
Farm stay in Winchester
4.83 out of 5 average rating, 151 reviews

The Winchester Retreat

Welcome to the Winchester Retreat! We are located right off of I-64 in Winchester, just 30 minutes from both Lexington and the Red River Gorge. We're right down the street from Winchester's downtown, boasting restaurants, breweries, and shops. Pet friendly!! Come spend an evening by the fire pit and whip up a great dinner using our fully equipped kitchen or charcoal grill. We're also close to Legacy Grove Park, complete with a walking trail and dog park.

Top guest favorite
A bright living area features a light-colored sofa with decorative cushions, complemented by two green armchairs. A round glass coffee table is positioned at the center, and large windows with charming designs allow natural light to fill the space. A decorative area rug adds warmth to the room.
Apartment in Mount Sterling
4.91 out of 5 average rating, 22 reviews

Charming Downtown Apartment

Introducing a charming two bedroom, one bathroom apartment nestled in the heart of downtown Mt. Sterling, Kentucky. This meticulously preserved gem invites you to step back in time while enjoying modern comforts. Located within the historic Farmers National Bank building, the space exudes character. Take a stroll down Main Street to find a variety of great restaurant and shopping opportunities. Located within 35 miles of Lexington and the Red River Gorge.

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, 130 reviews

Scenic views, farm fun in peaceful modern cottage

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 welcoming living space features hardwood flooring and soft gray walls. A comfortable sofa and patterned armchairs are arranged around a rustic coffee table. Ceiling fans provide ventilation, while large glass doors open to a view of the expansive yard.
Farm stay in Carlisle
4.99 out of 5 average rating, 170 reviews

Hilltop Retreat at Wendt’s Wildlife Adventure

Take it easy at this unique and tranquil getaway. Newly remodeled home on a 125 acre farm that is home to Kentucky’s newest wildlife park & Daniel Boone’s last home in Kentucky. Expansive views, and a visit to Wendt’s Wildlife Adventure (open seasonally), which is owned & operated by your hosts, are sure to give you just the right amount of rest & adventure that you are seeking.

Guest favorite
The cabin is nestled among vibrant autumn trees, with a large wooden deck extending from its front. A pathway leads to the entrance, which is framed by fallen leaves. The warm hues of the surroundings provide a serene and cozy retreat atmosphere.
Cabin in Frenchburg
4.92 out of 5 average rating, 105 reviews

Hygge Nock at Lush Hollow

Nestled perfectly on a ridge of our 40-acre property, minutes from Cave Run Lake and 25 miles from Red River Gorge, this Scandinavian-themed cabin is the perfect ridge-top retreat. Enjoy nearby hiking, boating, and golfing. Relax with a hot tub, pellet grill, and cozy fire pits. Explore quaint towns, state forests, and local markets. Your ideal super cozy, secluded getaway awaits!

Popular amenities for Mount Sterling vacation rentals