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Villa vacation rentals in Kentucky

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Top-rated villa rentals in Kentucky

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A green leather armchair is positioned next to an elegant lamp and a decorative black chest, adding character to the cozy living space. Exposed brick walls add warmth, while art featuring a geometric design is displayed above the chair, enhancing the room's aesthetic.

Villa in Louisville

4.88 out of 5 average rating, 17 reviews

~Gorgeous & Spacious Villa ~ Prime Old Louisville~

From BNB Louisville - Discover a haven of tranquility in our completely renovated cottage, where every detail whispers luxury and comfort. Wrapped in the warm embrace of exposed brick walls, the cottage's soulful character merges with an award-winning high-end design. The living space is thoughtfully furnished to provide a cozy yet elegant ambiance. And a spa-like bathroom designed to offer a rejuvenating experience with its sophistication and serene decor. Perfect for small families, couples or

A spacious kitchen island is highlighted with a wooden tray holding a glass vase filled with vibrant roses. A stainless-steel sink and decorative soap dispensers are visible, while a flat-screen TV displays scenic imagery in the background. Soft natural light brightens the area.

5 out of 5 average rating, 42 reviews

Brand New Ultra Luxury Villa near Red River Gorge

Welcome to Skyvilla @ Red River Gorge! Brand New Ultra Luxury Cabin/Villa within 5 minutes from Red River Gorge and Natural Bridge State Park. Property consist of 3 BRs, 3 1/2 Baths. Each BR consist of an attached bath suite with fully tiled rain shower baths, double vanity sinks, quartz tops. Bedrooms include 2 King suites and 1 Queen Bed suite ( 2 queen beds). One King suite also includes a soaker tub. High volume ceilings throughout the foyer and living / dining area with open gourmet kit

A spacious two-story brick home features a classic design with multiple chimneys and a porch extending around the side. A well-maintained lawn with neat hedges surrounds the property, and a fenced swimming pool can be seen in the backyard, enhancing outdoor living space.

4.85 out of 5 average rating, 81 reviews

Barr House Inn-historic 18 miles to LexKY/HorsePK

Be prepared to drive up to a beautiful antebellum home that was built approximately 1859 as an impressive Gothic Revival dwelling but after a fire in 1971, the front exterior was remodeled with huge pillars in the antebellum style. The Inn is approximately 18 miles from Lexington and 18 miles from the Kentucky Horse Park. Enjoy the experience of being in a quaint, small town with some of the most famous horse farms nearby. These include Claiborne, Runnymede, Stone and Adena Springs and more.

A cozy outdoor firepit area is surrounded by Adirondack chairs, arranged in a circle on a gravel surface. Soft, warm lights hang overhead, illuminating the space against a serene, wooded backdrop, creating an inviting atmosphere for gatherings.

Villa in Prospect

4.93 out of 5 average rating, 107 reviews

Bourbon Trail, Firepit

After a beautiful drive along a tree-lined-canopied road, you will find Mint Julep Villa, located on a private 1.3 acre lot and just one street over from the Ohio River. Mint Julep Villa, is tastefully decorated for you and your family to enjoy your stay in the Louisville and Prospect KY area. No matter if it's the Bourbon trails, the Kentucky Derby, the numerous concerts and the many other attractions to draw you to Kentucky, Mint Julep Villa will be a place you'd be attracted to as well.

A modern cabin exterior is viewed from the front, featuring a large covered porch with two bright yellow chairs. The structure showcases a prominent peaked roof with wooden beams. Clear skies and green grass surround the home, enhancing its welcoming appearance.

Villa in Harrodsburg

4.94 out of 5 average rating, 71 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail, nestled on a private farm, perfect for making memories that will last a lifetime. Featuring A king and queen bed Full kitchen for effortless in-cabin dining Private hot tubs to soak in after a day exploring distilleries Scenic views of the countryside from your private back porch Convenient location to Lexington, Louisville, Frankfort, and Danville and a short 20 minute drive to Bluegrass Airport.

A modern cabin exterior showcases a combination of dark siding and warm wooden accents. A covered porch features two seating chairs, while a bright orange door invites entry. The surrounding landscape includes grassy fields and a clear blue sky.

Villa in Harrodsburg

4.83 out of 5 average rating, 52 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail, nestled on a private farm, perfect for making memories that will last a lifetime. Featuring A king and queen bed Full kitchen for effortless in-cabin dining Private hot tubs to soak in after a day exploring distilleries Scenic views of the countryside from your private back porch Convenient location to Lexington, Louisville, Frankfort, and Danville and a short 20 minute drive to Bluegrass Airport.

The exterior of a newly constructed villa is showcased, featuring a large front porch with wooden railings and two inviting chairs. The triangular roof design emphasizes the structure's height, complemented by a front door located centrally beneath an overhang.

Villa in Harrodsburg

4.91 out of 5 average rating, 70 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail, nestled on a private farm, perfect for making memories that will last a lifetime. Featuring A king and queen bed Full kitchen for effortless in-cabin dining Private hot tubs to soak in after a day exploring distilleries Scenic views of the countryside from your private back porch Convenient location to Lexington, Louisville, Frankfort, and Danville and a short 20 minute drive to Bluegrass Airport.

A modern A-frame cabin is depicted, showcasing a welcoming porch with two wooden chairs. The structure features a dark exterior complemented by large windows and a distinctive peaked roof. The front door, painted in a soft orange hue, adds a pop of color to the facade.

Villa in Harrodsburg

4.93 out of 5 average rating, 68 reviews

Villa On the Bourbon Trail with HOT TUB-3

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail, nestled on a private farm, perfect for making memories that will last a lifetime. Featuring A king and queen bed Full kitchen for effortless in-cabin dining Private hot tubs to soak in after a day exploring distilleries Scenic views of the countryside from your private back porch Convenient location to Lexington, Louisville, Frankfort, and Danville and a short 20 minute drive to Bluegrass Airport.

A newly constructed villa is showcased at night, featuring a striking combination of blue exterior and wooden accents. The inviting porch is illuminated, highlighting decorative seating. A well-maintained lawn surrounds the property, with a small tree adorned in fall foliage positioned nearby.

Villa in Harrodsburg

4.85 out of 5 average rating, 54 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail, nestled on a private farm, perfect for making memories that will last a lifetime. Featuring A king and queen bed Full kitchen for effortless in-cabin dining Private hot tubs to soak in after a day exploring distilleries Scenic views of the countryside from your private back porch Convenient location to Lexington, Louisville, Frankfort, and Danville and a short 20 minute drive to Bluegrass Airport.

The exterior of a ranch-style home is displayed under a twilight sky, showcasing a snow-covered landscape. Soft illumination highlights the entrance, while the nearby hills create a serene backdrop. The overall atmosphere conveys a sense of peace and seclusion in a quiet setting.

Villa in Stanton

4.96 out of 5 average rating, 100 reviews

Red River Gorge. Pool. Pets. Wi-fi

Nestled in the quiet town of Stanton, Kentucky; 10-15 minutes away from all that Red River Gorge has to offer. 45 min to Lexington. Our house is whimsical and spacious. Perfect for families! We have a huge kitchen to cook a meal and relax by the fire pit in our private courtyard that overlooks the mountains. Also book our Private pool available March-Nov. Pet friendly (3 pet max) with a fully fenced in back yard. Please add pets to the reservation and pay the pet fee.

A collection of four houses is displayed, nestled among greenery and mature trees in a valley setting. The main house features distinct architectural lines and a welcoming porch, while the cottages exhibit charming brick exteriors, each set within landscaped grounds.

Villa in Harlan

5 out of 5 average rating, 4 reviews

Appalachian Downtown Harlan KY 4 Guest Houses

We are going above and beyond for our private homes! Everything washable will be sanitized washed and cleaned with bleach or disinfectant. Vela's Villa is a private little neighborhood within a neighborhood–a group of 4 houses sharing the same lot, located a block away from historic downtown. Nestled in a valley in the ancient & enchanted Appalachian mountains! Wifi

Top guest favorite

An A-frame house is surrounded by lush greenery, featuring a central stone chimney and large windows. A wooden deck extends from the front, offering scenic views of the property, which includes a private pond and a fire pit area nearby.

Villa in Irvine

4.98 out of 5 average rating, 64 reviews

A-frame house/fishing pond/firepit/sauna & gym

ABOUT OUR HOME Our cozy A-frame house with country decor offers you the perfect place to connect with nature and relax. As you walk trough the deck pay attention to our favorite friends, the hummingbirds! and if you are lucky enough you may also see the deers and turkeys that wander through our property.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Kentucky villa rentals

Free parking on premises

Air conditioning

Private villa rentals

A modern cabin exterior is viewed from the front, featuring a large covered porch with two bright yellow chairs. The structure showcases a prominent peaked roof with wooden beams. Clear skies and green grass surround the home, enhancing its welcoming appearance.

Villa in Harrodsburg

4.94 out of 5 average rating, 71 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

A green leather armchair is positioned next to an elegant lamp and a decorative black chest, adding character to the cozy living space. Exposed brick walls add warmth, while art featuring a geometric design is displayed above the chair, enhancing the room's aesthetic.

Villa in Louisville

4.88 out of 5 average rating, 17 reviews

~Gorgeous & Spacious Villa ~ Prime Old Louisville~

A modern cabin exterior showcases a combination of dark siding and warm wooden accents. A covered porch features two seating chairs, while a bright orange door invites entry. The surrounding landscape includes grassy fields and a clear blue sky.

Villa in Harrodsburg

4.83 out of 5 average rating, 52 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

The exterior of a newly constructed villa is showcased, featuring a large front porch with wooden railings and two inviting chairs. The triangular roof design emphasizes the structure's height, complemented by a front door located centrally beneath an overhang.

Villa in Harrodsburg

4.91 out of 5 average rating, 70 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

A comfortable living area features a white sofa adorned with decorative pillows and a colorful throw. A round coffee table sits at the center, with a bowl displayed on it. Soft lighting is provided by nearby lamps, and a television is mounted above a fireplace.

Villa in Louisville

4.83 out of 5 average rating, 6 reviews

Spring is in the air

A modern A-frame cabin is depicted, showcasing a welcoming porch with two wooden chairs. The structure features a dark exterior complemented by large windows and a distinctive peaked roof. The front door, painted in a soft orange hue, adds a pop of color to the facade.

Villa in Harrodsburg

4.93 out of 5 average rating, 68 reviews

Villa On the Bourbon Trail with HOT TUB-3

A cozy outdoor firepit area is surrounded by Adirondack chairs, arranged in a circle on a gravel surface. Soft, warm lights hang overhead, illuminating the space against a serene, wooded backdrop, creating an inviting atmosphere for gatherings.

Villa in Prospect

4.93 out of 5 average rating, 107 reviews

Bourbon Trail, Firepit

A newly constructed villa is showcased at night, featuring a striking combination of blue exterior and wooden accents. The inviting porch is illuminated, highlighting decorative seating. A well-maintained lawn surrounds the property, with a small tree adorned in fall foliage positioned nearby.

Villa in Harrodsburg

4.85 out of 5 average rating, 54 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

Villa rentals with a hot tub

A spacious hot tub is shown with bubbling water, positioned against a wooden backdrop. The surrounding area is designed for relaxation, with walls painted in warm tones, providing a tranquil setting for guests.

Villa in Harrodsburg

4.94 out of 5 average rating, 71 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

A hot tub filled with bubbling water is positioned against a backdrop of orange wooden panels. The tub features jets and seating, creating a space for relaxation. The area is well-lit, suggesting an inviting environment for unwinding.

Villa in Harrodsburg

4.85 out of 5 average rating, 54 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

A spacious kitchen island is highlighted with a wooden tray holding a glass vase filled with vibrant roses. A stainless-steel sink and decorative soap dispensers are visible, while a flat-screen TV displays scenic imagery in the background. Soft natural light brightens the area.

5 out of 5 average rating, 42 reviews

Brand New Ultra Luxury Villa near Red River Gorge

A modern cabin exterior showcases a combination of dark siding and warm wooden accents. A covered porch features two seating chairs, while a bright orange door invites entry. The surrounding landscape includes grassy fields and a clear blue sky.

Villa in Harrodsburg

4.83 out of 5 average rating, 52 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

A hot tub is set on a wooden deck, featuring bubbling water surrounded by textured walls in warm orange tones. An inviting ambiance is created by the contrast of the dark spa against the vibrant backdrop.

Villa in Harrodsburg

4.91 out of 5 average rating, 70 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

A private hot tub is situated on a covered deck, surrounded by wooden fencing for added privacy. The deck features wooden flooring and overlooks expansive green fields, offering a serene outdoor space to relax.

Villa in Harrodsburg

4.93 out of 5 average rating, 68 reviews

Villa On the Bourbon Trail with HOT TUB-3

A relaxing outdoor area features a hot tub, surrounded by a stone wall and lush greenery. A comfortable chair with a decorative cushion is placed nearby, along with a small table holding refreshments. Light streams in through the glass doors, enhancing the tranquil setting.

Villa in Prospect

4.93 out of 5 average rating, 107 reviews

Bourbon Trail, Firepit

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