Home - Sugar Hill Farm

Experience authentic Kentucky horse country living at our historic horse farm, 15 minutes from Lexington

A Family Legacy in the Heart of the Bluegrass

Welcome to Sugar Hill Farm

Sugar Hill Farm is more than a vacation rental—it's a piece of Kentucky history. This registered historic property has been in Anne's family for generations. When she inherited her grandfather's beloved farm in 2018, she knew it was meant to be shared. Backing to the renowned WinStar Farm and surrounded by rolling hills where champion horses train daily, Sugar Hill Farm offers guests an authentic glimpse into Kentucky's equestrian heritage. Our beautifully renovated properties blend colonial charm with modern comforts, creating the perfect setting for family gatherings, romantic retreats, and unforgettable celebrations.

From sunrise coffee on the patio watching thoroughbreds gallop through morning mist to evening s'mores around the fire pit under Kentucky stars, every moment here connects you to something timeless.

Everything You Need - Premium Amenities

High-Speed WiFi

Stay connected with reliable fiber-optic internet throughout the property

Private Pool

Enjoy our heated pool surrounded by bluegrass countryside(Available for 265 Sugar Hill Farm house)

Stocked Kitchen

Fully equipped with premium appliances and everything you need to cook

Ample Parking

Plenty of space for multiple vehicles in our private driveway

Working Farm

Experience life on a real Kentucky horse farm with scenic pastures

Historic Charm

Colonial architecture beautifully restored with modern comforts

Michael R.

Beautiful area to stay in while visiting HORSE country. It was Exactly what we were looking for.

Jane S.

We had such a nice stay at the Jockey house at Sugar Hill Farm. It was a country setting, but not far from the many fantastic things to do in central Kentucky. The house was comfortable & welcoming, & the setting was Heaven! Horse farms on all sides. Every window in the house has a view of horse farms, with horses in all the pastures, running, playing, & grazing. The sunrises & sunsets were breathtaking! Our hosts were very accommodating & responded to any questions we had in a timely manner. The Christmas decorations were an extra special touch. On the morning of our departure, the weather was supposed take a turn for the worse, & our hosts made sure to message that we were welcome to stay past checkout time, if the roads were slick & we were unsure about driving on them. Overall, a great stay!

Cara M.

Beautiful space for our group’s retreat weekend. We loved the outdoor fire pit. There was ample living space to be together for meals and relaxing. The host was extremely accommodating and responsive to our requests/needs. This property is surrounded by horse farms and is very peaceful. We enjoyed quiet walks and listening to the birds. The accommodations were very comfortable, clean and full of southern charm.

Mahnud M.

It’s a very nice property very safe calm I like it so much. I recommended everyone to stay a huge big thanks tanker to the owner.

Kristin G.

Beautiful place in the country. Stunning!

Joshua M.

Loved it! Quiet, comfortable, and beautiful horses

Grant G.

Anne was a very attentive host and her property was a breathtaking combination of historical and charming!

Brian P.

This house was very charming and perfect for our family. The kids especially enjoyed the horses that come right up to the fence in the driveway. The area is calm and peaceful and you really do get a genuine Kentucky experience. Anne was responsive, communicative, and a pleasure to work with as a host.

Heart of Kentucky Horse Country

Perfect Location

Nestled in the rolling hills of Versailles, Sugar Hill Farm offers the perfect base for exploring Kentucky's most celebrated attractions. Our prime location puts you minutes from legendary horse farms and the historic Keeneland Race Course.

Experience the best of the Bourbon Trail with easy access to iconic distilleries including Maker's Mark, Woodford Reserve, and Castle & Key. Whether you're here for the horses, bourbon, or simply to unwind in the bluegrass, you're perfectly positioned.

Just 15-20 minutes from downtown Lexington and within 1.5 hours of both Louisville and Cincinnati, Sugar Hill Farm combines peaceful countryside charm with convenient access to urban amenities.

Step Into History at Sugar Hill Farm