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Luxury Historic Downtown-Hot Tub-Bourbon Trail - 9

★BOURBON TRAIL CHARM★ Welcome to our Historic home known as "The Railroad House" on the Bourbon Trail with old world charm & modern amenities. Railroad Themed - Guests Love our high end Hot Tub & Private Outdoor space. Experience Old Kentucky on The Bourbon Trail in this beautifully 240 yr old restored historic home in charming Downtown. Our unique charm & modern restoration draws guests to this special property. Perfect for those looking to relax. Experience Old Kentucky w/Modern comforts.

Hot tub, lake view, tremendous deck/outdoor space

Welcome to the most private lake home for rent on Herrington. Direct lake access and centrally located to 4 marinas with-in 1.5 miles. This peaceful home is on a 1.7 acre double lot with over 300’ of frontage and backyard with dozens of mature trees. The private cove is perfect for swimming, kayaking, and hanging out on the water throughout the day. The 2,500’ SF 4 bedroom home was remodeled in 2024 with large groups in mind. If you’re looking for a one of a kind private setting, this is it!

Elegant Retreat | Hot Tub, 3 Kings, Bourbon Trail

Enjoy an unforgettable stay at the Bluegrass & Bourbon Bungalow. With a hot tub, a spacious back deck, and a horse theme, this peaceful home is a perfect blend of modern comforts and vintage charm. Just a short distance from Fort Harrod and iconic distilleries, this is the ultimate getaway for bourbon enthusiasts. Shaker Village of Pleasant Hill - 11 min drive Fort Harrod State Park - 12 min drive Four Roses Distillery - 19 min drive Book For Lasting Memories In Harrodsburg—See Details Below

Serene Cabin KY Bourbon Trail With Hot Tub

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 2 Queen Beds 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.

Cozy, quiet, comfortable apartment. In the woods.

Take a break and unwind in this quiet basement apartment in a cabin in the woods. Gated community with no through traffic. Nestled on over five acres of woods. Lots of easy groomed trails with fire pits. 3 miles from historic Shakers Village. 12 miles from Fort Harrod. 8 miles from Harrington lake. 20 miles from Perrysville Historic Battlefield. Conveniently located on the Bourbon trail. only 23 miles from Lexington Bluegrass airport. 22 miles from Keenland horse track and Red mile gaming.

Bourbon Trail Retreat-Hot Tub-7

Keep it simple and escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our cozy cabins are nestled on a private farm, perfect for making memories that will last a lifetime. A full kitchen makes for effortless in-cabin dining, Private hot tub, scenic views of the countryside from your private back porch, convenient location to Lexington (20 min. to Airport), Louisville, Frankfort, and Danville.

Backroads & Barrels-Fully Loaded

Named Backroads & Barrels because this ultimate escape is nestled in the heart of Kentucky's scenic countryside along the iconic Bourbon Trail. A spacious 6-bedroom, 3.5-bathroom vacation rental sits on 7.8 private acres, offering a perfect blend of rustic charm and modern luxury, comfortably accommodating 16 guests. Whether you're a bourbon enthusiast, an outdoor adventurer, or simply seeking a peaceful getaway, this property has something for everyone.

High Spirits | Pool, Hot Tub, Game Room, Sleeps 20

Welcome to "High Spirits Estate" in the heart of the Bourbon Trail! Nestled on 4 private acres of wooded land, this spacious retreat boasts 7 bedrooms and 5 baths for 20 guests. It's located minutes away from the top distilleries, Keeneland, and Golf courses. After a long day of exploring the area relax in the HEATED POOL and HOT TUB, or head to the GAME ROOM and SPEAKEASY to unwind and connect Book now and make lasting memories!

Lux Lake Gem w/ hot tub

Welcome to luxury lake life living situated on the best part of the 3,600 acre Herrington Lake. This low traffic, dead end street is located short distance from Pandora Marina, and a few minutes drive to Chimney Rock Marina and Kennedy Bridge Marina. With tons of patio space directly facing the lake, you’ll be sure to enjoy the view in or out of the hot tub. Boat rental available during season!