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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 Loft - Cozy Retreat in Historic Downtown

Experience the warmth and comfort of The Loft—your home away from home this winter! Enjoy the charm of winter as you explore the bourbon trail, nearby sights, and local food scene. Located just 8 min. from downtown and within walking distance of the Capitol and local attractions, it’s also near horse country. Featuring a comfortable bed and couch, The Loft offers a cozy winter retreat with modern updates and a welcoming hygge ambiance—perfect for unwinding and relaxing during the colder months.

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Country Cottage in Horse and Bourbon Country

This completely updated cottage is located on a scenic byway voted one of the ten best scenic drives in the United States, on which you will see thoroughbred farms for which Kentucky is famous. Keeneland and the Kentucky Horse Park are within 20 minutes. There are 4 distilleries within 10 miles, 11 within 30 miles, and 23 within an hour’s drive. Two bedrooms, new kitchen, new bathroom, washer and dryer, covered porch, deck, air conditioning, wifi, cable TV, and ample parking. Relax and enjoy!

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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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Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace

Wake up & smell the mash! Located just steps away from Buffalo Trace Distillery. Enriched with history & tradition is where you will find Wilkinson. This historic home has recently undergone renovations & no expense was spared. Guests will enjoy the walkability to Downtown Frankfort & many of the local attractions. Featuring 2 bedrooms & 2 baths, guests are able to experience life like a local with all the modern-day amenities. We are also only a 7.2-mile drive to Castle & Key Distillery.

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Cozy Urban Loft Near Downtown Frankfort

This cozy loft is less than one mile from the state capitol building in a quiet, tree-lined neighborhood. Downtown restaurants, entertainment, shops, and Buffalo Trace Distillery are only minutes away by car. The property is located above a detached garage with private entrance -- fully furnished with more amenities than most 4-star hotels, to accommodate short-term or extended stays. The space was completely renovated in Spring 2019 and contains all new furniture and HVAC equipment.

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Frankfort Country Home - Family, Horses, Bourbon

Peaceful home sits on 1.5 acres. In the country but only 10 minutes to downtown Frankfort and 30 minutes to Lexington. 4 bedrooms, 2.5 bathrooms, Full Kitchen Hot Tub & Back Deck with BBQ Grill, Centrally located 10-30 minutes from lots of local attractions: Bourbon Trail Horse Farms / Keeneland / Kentucky Horse Park Canoe Kentucky / Elkhorn Creek / Kentucky River Pack-n-Play provided. Stocked with indoor & outdoor games. Foosball, Cornhole, Horseshoes, and Board games.

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Bing’s Downtown Guest Suite on Main

Make your home away from home at this centrally-located guest suite encompassing the entire second floor of the historic Bing’s Building in the center of downtown Frankfort, Kentucky! Historic downtown guest suite with modern amenities located in the heart of the capital city. Within blocks of great dining, shopping, entertainment, and historic sites. A short distance to Buffalo Trace and other popular distilleries, Keeneland racetrack, bluegrass horse country and much more!

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Treetop Hideaway

Fully equipped apartment, only 5 blocks from the state Capitol in historic, tree-lined neighborhood. Kentucky Derby, Horse Park, and Bourbon Trail all close. Real pricing - no hidden fees! Downtown restaurants, entertainment, & distilleries are only minutes away by car or foot. Apartment includes everything for short-term or extended stays, including washer/dryer and fully-equipped kitchen. Separate building - totally separate entrance for privacy.

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Bourbon Trail R&R

Our condo is conveniently located in walking distance of the capital. Peaceful neighborhood with wide streets. PLEASE NOTE: The condo is located up two flights of stairs. Kitchen is completely equipped with everything you’ll need to enjoy your stay, including a K-cup coffee machine. (Just bring your K-cups) Frankfort is a vibrant town located in the heart of the Bourbon Trail. 1 small dog may be permitted with pre-approval - $75/stay

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Downtown Apartment above a Brewery

Second level apartment in downtown Frankfort, located above Goodwood Brewing Restaurant and Bar and in the heart of bourbon country. Located on the Kentucky River within walking distance of the Kentucky State Capital and a 5 minute drive to Buffalo Trace Distillery and 15 minutes to Woodford Reserve Distillery. Approximately 30 minutes to downtown Lexington and University of Kentucky, 25 minutes to Keeneland Race Track, 45 minutes to Louisville.

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Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

Limestone Landing is a modern, fully renovated, open space home in a country neighborhood setting. The home is the perfect retreat for your next getaway to Kentucky. Conveniently situated only a 1/4 mile from Castle and Key Distillery and 2 miles from Woodford Reserve. 1/2 mile from the highly rated restaurant and bourbon bar, The Stave. Indulge in the ultimate bourbon tasting experience, knowing that comfort awaits you at your cozy haven.

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seo.landing_pages.refinements.washer-and-dryer.APARTMENT

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Mi Casa/ Dtown Frankfort/ 1.5mi Buffalo Trace

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Charming Apartment on the Bourbon Trail

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Historic Loft in Frankfort Entertainment District

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Walk to Dtown Frankfort/2beds/Buffalo Trace 1.5mi

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The Bourbon Belle

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Bourbon Suite @ The True House

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Mayor's Place

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Historic Building/Walkable to Dtown/Central

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Charming South Frankfort Cottage!

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Backyard Bourbon Retreat

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Light-Filled House

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Van Winkle's Secret/Speakeasy (Hidden Room)

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River retreat

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*Long Pour: The NEW Luxury Downtown Bourbon Home*

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The Field House by Castle & Key

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The Stagg House on the Ky River

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Across From UK Hospital-Weekly/Monthly Discounts!

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Top Shelf the only Airbnb in KY above a Distillery

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💙The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

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Private Condo Downtown, Walk to Rupp Arena

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The Lexingtonian

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The Oaks on Main.

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NEW! Private Apartment with Balcony

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The Bunker

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