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The Parliament Penthouse: 6 Bedrooms + 5 Baths

Another luxury loft by When In Roam! Newly added to the list of high end lodging, this KY masterpiece is just steps from Buffalo Trace! The stay is an experience within itself, as you are enveloped in audacious creativity and intentional luxury with no lack for wow factors! Plus, it's an easy walk to several local restaurants, coffee shops and bars. Added to the exceptional experiences provided by When in Roam, you can rest assured that our accommodations and amenities will leave you breathless.

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On The Rocks

Ultimate in privacy, yet two minutes from downtown Frankfort! This cabin-style home (think Gatlinburg!) sits on three wooded acres. Long, rambling decks on three sides (one covered, one fully screened, one open air). Our adjacent farm surrounds the property, making it even more private. This home sits high on a bluff above downtown Frankfort & the Kentucky River (our farm borders on the river). Just three miles to Buffalo Trace Distillery (if you could fly, it's way closer than that!)

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The Julep - Cozy yet spacious, near local hotspots

Families or groups will love the open & welcoming floor plan that makes it easy for all to spend time together OR a quiet moment alone. Restaurants, shopping, Bourbon tours, family entertainment, canoe, river & nature trails are only a short drive away. Situated between Lexington & Louisville, "The Julep" allows you to explore Kentucky while staying in the charm of the Capital City. Newly renovated 5BR/3BA, "The Julep" is ideal for a short or long term stay, whether it's for work or play.

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The Loft - Cozy Retreat in Historic Downtown

Uncover the perfect sanctuary at The Loft, featuring a cozy queen bed, welcoming sofa, and everything for a delightful stay. Embrace genuine warmth & Hygge comfort in Frankfort's historic heart. Located near 13 distilleries (just 6 mins to Buffalo Trace Distillery) and a leisurely stroll from the KY Capitol and downtown eateries and bars. Discover horse country effortlessly. Dive into the charm of a smaller walkable city, perfect for a summer working/writing retreat. Secure your getaway now!

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Frankfort’s Capitol view cottage

Frankfort's Capitol View Cottage Named for architect Spencer Cryer, the Spencer offers a unique charm with the comforts of home on your central Kentucky travels. An off the beaten path yet still downtown cottage with a seasonal view of the Capitol, the home offers both inside and outside amenities. Steps from the Capitol grounds and 20 miles to Lexington 50 miles to Louisville and within an hour drive of at least 10 distilleries on the Bourbon Trail including Buffalo Trace a local favorite!

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River Row Bungalow

Come visit the River Row District. Located in the heart of Downtown Frankfort. Within walking distance to shops, dining, bourbon, live music and the Capitol Building! Discover what Frankfort has to offer during the day. Come home to relax in the hot tub and enjoy a fire in the yard. Have your morning coffee and relax in the swing under the covered porch, while listening to the church bells. Sleeps 8 with two king beds, 1 queen bed and two twin beds in a loft space within the queen bedroom.

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Riverside Roost -bourbon themed water front home

Welcome to Riverside Roost! "The Roost" is nestled in a little community on the serene Kentucky River in Woodford County, although still close to Frankfort and Lexington. Yes, you are on the Bourbon Trail! While at The Roost, enjoy cooking on the grill, playing board games with the family, lounging on the deck or spending a day on the river. There are also plenty of distilleries and restaurants nearby. Whatever you do as the sun passes over and the river passes by, make memories together.

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Buffalo Trace|Frankfort|Historic 1870|KingBed

LOCATION|CONVENIENCE|CHARM This stunning historic home was built in the 1800's. It boasts recent updates and all the amenities you need for an unforgettable stay. It is the perfect getaway for Bourbon lovers. Enjoy the convenient proximity to multiple distilleries for the best Bourbon Trail Experience. Buffalo Trace Distillery: 1.5 miles Castle & Key Distillery: 5 miles Woodford Reserve Distillery: 15 miles Four Roses Distillery: 17 miles Wild Turkey Distillery: 28 miles

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Southern Charm of Frankfort

Visiting for the Bourbon Trail? Look no further. Nestled in one of Frankfort's most sought-after neighborhoods, this beautiful cottage is cozy, fresh, clean, and centrally located. You can't beat this location! This property offers a fully stocked kitchen, office space, outdoor living, and laundry. We also provide Matrix hair products, Buff City soaps, and Starbucks coffee (we like to spoil our guests)! Short walk to state capitol, 3.5 mi to Buffalo Trace, 1.5 mi to downtown.

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Jen's Quack Shack

Conveniently located about 4 miles from I 64. Whether you are here for the bourbon, local wine tasting, 127 Yard Sales, a wedding at one of the many wedding venues in the area, or just passing through you will enjoy your stay at this adorable three-bedroom, (1 queen size bed,2 full size ) one bath house, sitting on 2 acres, with excellent views, located on the bourbon trail in historic Lawrenceburg Kentucky. Oh and did I mention the ducks;)

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Bourbon Trail Lakehouse - Pet Friendly!

Lake house? ✔️ 🛶 Bourbon Trail? ✔️ 🥃 Horse country? ✔️ 🐎 You’re sure to fall in 💗 with lake views, cozy bedding, modern decor & a well-stocked kitchen. Located in the capital on the Ky Bourbon Trail, this peaceful Lakehouse is sure to be the perfect getaway for couples, friends & families alike! Minutes to several distilleries, 10 mins to the Capitol, 30 mins to Lexington. Pets are allowed for $150 per stay.

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Bourbon Trail Hideaway on the Kentucky River!

Escape to a private retreat on the Kentucky River. This home offers 2 private bedrooms and a large loft area. Enjoy your coffee on deck over looking the river. 5 miles to Buffalo Trace Distillery. 3 miles to Kentucky Capital. 7 miles to Castle & Key Distillery. 12 miles to Woodford Reserve Distillery 14 miles to Wild Turkey Distillery. 17 miles to Four Roses Distillery. Grill, coffee pot included.

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Hermitage Residence at the Bennett House

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Bourbon Trail*River Views*Hot Tub*Sauna*EVSE*WiFi

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Bourbon Central - 1.8 miles to Buffalo Trace

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Blissful Home, Frankfort

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River retreat

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MacAttie Acres

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Capital City Carriage House

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Miss Reba's Love

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Top Shelf on the Bourbon Trail

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The Ainsley Suite

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Location Location Location-#15015318-1

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Chic Lexington Apartment: 5 Mi to Keeneland!

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Historical Apt. Steps from Rupp

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Marti's Place -Apt on golf course - Horse Country

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The Garden - Idyllic Oasis near 13 Distilleries

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