Villa holiday rentals in Kentucky

Historic Estate Pool/Hot Tub, Louisville Retreat

Explore the renowned KY Bourbon Trail or the excitement of the Louisville KY Derby, only 45 minutes away. An ideal retreat for adventure & relaxation. Nestled on 2.1 picturesque acres near the Ohio River, this elegant historical home harmonizes classic charm & modern luxury. Prime location, adjacent to the River Walk boat launch, offers convenient access to water activities. Outdoor enthusiast will appreciate nearby hiking & biking trails at Buttermilk Falls & Otter Creek. Private Pool/Hot Tub.

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

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.

Bourbon Trail Firepit Hot Tub River Road Picnic

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 trail, 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.

National historical home in the Heart of Lexington

Timeless Elegance in the Heart of Lexington Stunning 5bdrm, 3ba historical home located in downtown Lexington, Ky. Perfect for large groups, families, or friends looking for a memorable stay in this luxurious property combines charming historical details with modern amenities for the ultimate getaway. Just steps away from the iconic Rupp Arena. Whether you're attending an event, enjoying a day at Keeneland, or exploring distilleries, you’ll be in the ideal spot for it all. Listing ID15068130-1

Secluded A-Frame Cabin/Hot Tub/Sauna/FirepitValley

Tucked away in the heart of Kentucky’s forested hills near Red River Gorge, Daniel Boone National Forest & Berea, Station Camp Getaway is a unique A-frame cabin retreat designed for rest, adventure, and unforgettable moments. From iconic spots like Nada Tunnel and The Pinnacles to scenic motorcycle routes like the “Eye of the Tiger,” our location puts you close to some of the most beautiful and exciting outdoor experiences in the region while still offering total peace and privacy.

Red River Gorge. Game room. 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 our Private pool is 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.

Your home away from your house!

🏡 Welcome to Your Home Away From Home! Experience comfort and convenience in our spacious and well-appointed house located in a safe and serene neighborhood. Perfect for extended stays, we offer two beautifully furnished rooms in a welcoming atmosphere. 🌟Whether you’re in town for work, relocating, or simply exploring the area, our home provides the ideal base for your stay. Experience the comforts of a home away from home, where convenience meets relaxation.

Bourbon Villa at Daynabrook Farm, Hot Tub-2

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime. Convenient location to Lexington, Louisville, Frankfort, and Danville A short 20 minute drive to Bluegrass Airport

Bourbon Villa at Daynabrook Farm, Hot Tub-1

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime. Convenient location to Lexington, Louisville, Frankfort, and Danville A short 20 minute drive to Bluegrass Airport

Bourbon Villa at Daynabrook Farm, Hot Tub-4

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime. Convenient location to Lexington, Louisville, Frankfort, and Danville A short 20 minute drive to Bluegrass Airport

Bourbon Villa at Daynabrook Farm, Hot Tub-6

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime. Convenient location to Lexington, Louisville, Frankfort, and Danville A short 20 minute drive to Bluegrass Airport