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A Romantic Getaway on the Bourbon Trail

Unwind and relax amongst the gorgeous and peaceful surroundings, or step out and explore. Enjoy this slice of raw Kentucky set on 100 acres of pristine rolling hills, creeks and forest you're free to explore. The space is completely self-contained with a large fully equipped kitchen, 1.5 bathrooms, a luxurious king size bed and a twin daybed. This piece of Central Kentucky is along the Bourbon trail, and is just 1-hour from Louisville, 40 minutes from Lexington, and 20 minutes from Bardstown.

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

Cottage on the Bourbon Trail

Newly built cottage located in the country. Enjoy amazing views from a covered front porch as you rock in comfortable rocking chairs. Fully furnished and beautifully decorated to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a kitchen for cooking if desired. Pool is behind owners residence and is shared with owners family and possibly 2 additional people. We have recently also installed a Tesla High Powered Wall Charger w/60amps. We’d love to have you!

Paradise Cottage Enjoy lake Views and Lake Access!

Relax and enjoy! Great Herrington Lake views with lake access at Paradise Cottage! Peaceful private setting on one of the most beautiful parts of the lake. Located Mins from Multiple marinas, Bourbon trail, golf courses, Centre College/Asbury University events. 3 bedrooms, 5 beds, 2 full bathrooms, washer/dryer, newly remodeled. Sleeps 9. Includes: wi-fi, Hulu, 2 TVs, multiple decks, covered side patio, fire pit, gas grill, corn hole, kayaks and lily pad included with stay! Four parking spaces!

Retro Mid-Century English Cottage

Just minutes to Keeneland and Red Mile. You’ll be glad you found this hidden gem in the Horse Capital of the World. Close to everything but in a safe and friendly neighborhood. Within ten minutes (or less) to Keeneland, Downtown, Rupp Arena, The Distillery District, UK, Masterson Station Park, Legacy Trail, The Arboretum or a scenic drive down Old Frankfort Pike. Our cozy cottage boasts two bedrooms with queen beds, a huge back yard with privacy fence to relax in, wi-fi, and large screen tv.

Quaint cottage in the heart of Danville

Cute renovated cottage in the heart of historic Danville. Walking distance to downtown and all of Centre College. Enjoy local restaurants, the Saturday morning Farmers Market, and the amazing shops on Main Street. The Cottage is fully furnished and beautifully decorated to make your stay comfortable and relaxing. All beds are memory foam mattresses, and all linens are 100% cotton with hypoallergenic fiber filled pillows and comforters. The front porch & deck offer outdoor space to sit a while!

Bourbon Barrel Cottages 3 Ky Bourbon Trail HOT TUB

Leave the Cleaning to Us – Your Bourbon Country Escape Awaits! Kick back, relax, and unwind in a stylish, serene retreat nestled in the heart of Kentucky’s Bourbon Country. Welcome to Bourbon Barrel Cottages, where nature, comfort, and convenience come together. Each of our five private two-bedroom cottages sits on its own two-acre lot, surrounded by wildlife and natural beauty—perfect for couples, friends traveling together, or anyone seeking peace and privacy. You'll Love Staying with Us!

Bluegrass & Bourbon Cozy Cottage

Welcome to our cozy cottage in Woodford County, right on the Kentucky Bourbon Trail! Just a 10-minute walk to downtown, you'll find coffee shops, restaurants, bakeries, parks, & The Amsden Bourbon Bar. Iconic spots like Woodford Reserve, Castle & Key, & Keeneland are all within 7 miles. Though visible, the quiet cottage is tucked away with a private drive, offering a peaceful retreat. Whether you're into bourbon, horses, hiking, or just relaxing, you’ll feel right at home. Book tours early.

Country Cottage

Relax in a personal getaway or with your family at this peaceful place. Our farmhouse cottage is located on the rolling hills of our family cattle farm. It has an easy access driveway w/ample parking & outdoor space. It is about 15 minutes from I-75 which makes the interesting attractions of Berea & Richmond convenient & makes Louisville, Ky Horse Park, Lake Cumberland & Red River Gorge within a 1-2 hour drive . In addition we have another listing on the property... Serenity Cabin.

Cozy Tree House @ Herrington Lake near Lexington

Looking for some time away to find your zen again? Looking for a blissful lake retreat with friends? This A-frame Treehouse at Herrington Lake, is just 40 minutes from Lexington, KY! Enjoy your coffee on the deck with beautiful lake views! Centre and Asbury parents...make my home your home away from home! My home provides single floor accessibility, with flexible bedding options! For Moms and girlfriends looking to put themselves in Time Out for a bit, you've found the perfect spot!

Quaint Cottage in DTown Lex, 15 mins to Horse Park

• Neighboring The Legacy Trail • Walkable to Local Favorite Spots | West Sixth Brewery, County Club, The Blue Heron Steakhouse • TVs in Living Room + Bedroom • Fully Equipped Kitchen What is the Legacy Trail? It is a shared-use greenway trail that snakes its way through Lexington's iconic horse farms and green, rolling hills. This 12-mile trail starts in downtown Lexington and leads to the iconic Kentucky Horse Park. Premise ID for Local Regulations & Licensing: 15081035 dash 1

Location! Hot Tub | 6mi KY Horse Park | Walkable

Stay in a 1920s "American Four Square" home in the cutest part of downtown Georgetown! HOT TUB, a fully STOCKED kitchen, Blackstone gas grill, wonderful outdoor spaces, private deck/yard with a fire chimney (wood provided). All the AMENITIES of a clean, comfy home while visiting the bourbon trail, Kentucky Horse Park, ARK (33mi), Lexington, college student visits & more. Guests love our 5-star "𝐠𝐮𝐞𝐬𝐭 𝐟𝐚𝐯𝐨𝐫𝐢𝐭𝐞" approach. 100% hospitality value-driven local hosts.