
Holiday rentals in Sharpsburg
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Top-rated holiday rentals in Sharpsburg
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Stylish Studio in Mt. Sterling – 7 night min
Experience comfort and convenience in the heart of Mt. Sterling with this modern downtown studio! This designed space includes everything you need for a month-long stay —a kitchen, cozy sleeping area, private bathroom, and access to essential amenities such as high-speed WiFi, smart TV, and on-site laundry. Our Mt Sterling stay is ideal for corporate relocation, extended work engagements, vacationing in Mt Sterling KY, and other short or long-term lodging needs, offering a calm, stylish space.

Firethorn’s Hilltop Haven
Country living at its finest. The home is nestled on a 140 acre seasonal working farm with lush open fields in scenic rural but Central Kentucky. This peaceful getaway gives a glimpse of what life on the farm and being in nature is like. Surrounded by open rolling fields, the perfect place to relax, take a walk, take a dip in the pool, or just be in nature. This home has it all. Family friendly. Pool available from May 19th to September 9th. Rates apply. Can park RV's & trailers.

Family Farm Winchester/Lexington 20 min.*Game Room
Franklin Ridge Farm 5 minutes to DT Winchester Lexington 20min. Easy access 5min. I64; 15min. I75 / I64 Discounts Weekdays in July Centrally located: Eateries & Historical Sites Lexington 20min State Parks Meadow Green Music Park 20min Keeneland 30.4mi. Kentucky Horse Park 30min Red River Gorge 35min Ark Encounter 45min Creation Museum 1hr 30min ~Home is surrounded by our family farm beginning of Scenic Rt.15 *All guests must be registered to see price of your stay before booking

Bluegrass Bourbon Retreat/Pool/ Downtown Paris
This spacious home offers the ideal blend of comfort, charm, and relaxation. Just minutes from world-famous distilleries along the Kentucky Bourbon Trail, charming downtown Paris, and picturesque horse farms. The home features generous living spaces designed for gathering. The highlight of the property is the sparkling swimming pool — perfect for cooling off on warm Kentucky afternoons. The expansive outdoor space offers room to relax, dine, and enjoy the peaceful surroundings.

High Street Hideaway home atmosphere for relaxing
High Street Hideaway, relax away from the city in a spacious well appointed home atmosphere. Large back deck for relaxing and dining. No need to park on the street and walk a flight of stairs! Private parking with 4-5 steps up to deck and back door! *Access to Lexington 30-45 minutes away via Interstate 64. * 45 minute drive to the natural beauty of Red River Gorge for hiking/ climbing *30 min to Cave Run Lake * Three blocks to local shops, eateries, and town festivals!

Haymark Farmhouse: cozy, country memories
Welcome to Haymark Farmhouse, built in 1907. Relax in front of the fireplace with electric logs, play games (provided), and cook in the well-supplied kitchen or on the gas grill out back. Enjoy the outdoor fire pit (wood provided) and the lighted outdoor patio area and table for eight. Explore our 275 acre farm! Check out our farm animals, take a hike along the creek, catch a fish in the pond, hunt (message us for rates), watch a sunset ...Enjoy your time at Haymark Farm.

Horse & Flower Farm Barn Loft
Enjoy peace and quiet in the countryside surrounded by Stoner Creek. Old Bridge Farm is a horse farm and also the home of Blooms of Bourbon County which is a flower, fruit and vegetable grower utilizing organic growing practices. Our 100 year old tobacco barn has been converted into a stable with a large rustic loft above with all of the conveniences of home. We're off the beaten path on a very quiet road in the middle of horse country. Come...relax, escape, recharge.

1860's building brought to life
This 1860's original distillery building will take you back in time with it's spacious yet cozy areas to relax and enjoy. Exposed brick exterior walls surround you while belt driven fans keep you cool as you relax and read a good book, play some games with the kids or enjoy a nice dinner at one of the many seating areas. We hope you enjoy your stay in our home as much as we enjoyed living here!

Peaceful Kentucky Ranch
Unplug and unwind at our peaceful 40-acre Kentucky ranch. This spacious 3BR, 2.5BA home offers views of Texas Longhorns and alpacas, plus modern comforts in a serene country setting. Relax on the porch, gather by the fire pit, and explore nearby attractions like Buffalo Trace Distillery, Kentucky Horse Park, hiking trails, and golf. Perfect for families, couples, or Bourbon Trail adventurers.

Bourbon on the Hill
Brand new studio home just built! King size bed w a Purple brand luxury mattress, tile shower in full bathroom, WiFi, kitchen and much more! Everything u need for a relaxing stay! Includes washer and dryer! 4 minutes from 1-64 1 minute from downtown Mt Sterling Come and enjoy! 14 steps to climb to get to front door The yard work still needs seed and straw but it’s ready for ur visit !

Hilltop Retreat at Wendt’s Wildlife Adventure
Take it easy at this unique and tranquil getaway. Newly remodeled home on a 125 acre farm that is home to Kentucky’s newest wildlife park & Daniel Boone’s last home in Kentucky. Expansive views, and a visit to Wendt’s Wildlife Adventure (open seasonally), which is owned & operated by your hosts, are sure to give you just the right amount of rest & adventure that you are seeking.

BLUE MOON LODGE- --UNWIND, CONNECT, REFUEL, RELAX!
If you are looking for a absolutely breathtaking, cozy place for just a few days break, or a complete unique, custom vacation for your family, you have found the place. Come and see for yourself what all the 5 star reviews are about. Every now and then you run across a place that just lifts a weight off your shoulders as soon as you open the door, THE BLUE MOON IS THAT PLACE!!!
Popular amenities for Sharpsburg holiday rentals
Other great holiday rentals in Sharpsburg

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The Lodge at Marble Creek

1790s cottage in Millersburg

Historic Cabin - Farm - Near RRG, Lex, local music
Destinations to explore
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- Ark Encounter
- Kentucky Horse Park
- Carter Caves State Resort Park
- Rupp Arena
- University of Kentucky
- Castle & Key Distillery
- The Arboretum, State Botanical Garden of Kentucky
- Raven Run Nature Sanctuary
- McConnell Springs Park
- Kroger Field
- Talon Winery & Vineyards
- Equus Run Vineyards
- Masterson Station Park
- Fort Boonesborough State Park





