Holiday rentals with a patio in Garrard County

Bourbon Barndominium Bonanza!

Big Sky Barnhouse (KY)...Where historic meets extraordinary. Sleeps 20 guests, 6 bedrooms, 12 beds, 2 Barns, 7,000 sq ft, on a sprawling country estate with amenities galore. Golf simulator, movie theater, hot tub, custom sports bar, 30ft Bourbon Trail Mural Map! Bourbon barrel high top entertainment space, pool table, game room/arcade, hexagon pergola fire pit, and so much more. Located close to Lexington and all of the Bourbon Trail w/ incredible panoramic views of beautiful Bluegrass Country!

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.

The Blue Heron Lakeside Chalet

Welcome to The Blue Heron Chalet, where tranquility meets breathtaking views on the shores of Herrington Lake. Our charming A-frame invites you to unwind in the serene beauty of Kentucky. Whether you're seeking a romantic retreat, a family vacation, or a gathering of friends, our lakeside chalet promises an unforgettable experience filled with relaxation, adventure, and cherished memories. Welcome to your home away from home in the heart of the Bluegrass and minutes away from the Bourbon Trail

Hot tub, lake view, tremendous deck/outdoor space

Welcome to the most private lake home for rent on Herrington. Direct lake access and centrally located to 4 marinas with-in 1.5 miles. This peaceful home is on a 1.7 acre double lot with over 300’ of frontage and backyard with dozens of mature trees. The private cove is perfect for swimming, kayaking, and hanging out on the water throughout the day. The 2,500’ SF 4 bedroom home was remodeled in 2024 with large groups in mind. If you’re looking for a one of a kind private setting, this is it!

Milk & Honey Farm Cottage House

The Milk & Honey Farm Cottage House Farm Stay! Conveniently located in Wilmore, KY just 15 miles to Lexington! 5 minutes to Asbury University, 19 miles to Keenland and 13 miles to Shaker Village. Our peaceful Farm setting provides for a wonderful relaxing atmosphere, with all the amenities, and yet convenience to all that Central Kentucky has to offer! Come experience a working family farm, take a stroll and visit the animals, enjoy the sunset, and wind down in our comfortable cottage house.

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

Home on the Dix River country living at its finest

Bring your family and unwind at this newer stunning river house out in the country! This home has plenty of stuff to do both inside and out. And has a nice country privacy feel on little over 2 acres. Located around 20 mins from downtown Lancaster. And is located close to several distilleries & historical places. The house is equipped with a movie theater room, hot tub, Bourbon bar, gym, and plenty of river views. These are just some of the things that make this home truly one of a kind.

New Construction/ Close to Herrington Lake

The White Chalet is a brand NEW construction home centrally located in a peaceful neighborhood in Lancaster, KY. Whether you are going to Keeneland, a sporting event, Herrington Lake, or just looking for a fun getaway, you will only be a short commute to all that Central KY has to offer! Featuring 4BR, 3BA, high end kitchen, hot tub, game room, and sauna, we have all the amenities needed for a short or long stay. We are 21mi to Downtown Lexington & 20mi to Wilderness Trail Distillery.

Bourbon Trl, Lakefront, Fishing from dock, Slip

-Luxury Lakefront Villa -Dock with slip, Dive or fish right off dock -10 bourbon Distilleries close by -Amazing views! -Dog friendly -Chef's kitchen -Kayaks/paddleboards -Sleeps 12 -Excellent fishing -3 bdrm/3bath/sleeper sofa/bunk beds -Underwater fish light -Game rm/Pool table/shuffleboard -Fast reliable wifi -Close to Danville/Lexington/Harrodsburg/Frankfort/Lawrenceburg -Restaurants close by

Paradise Bluff

Tucked above Herrington Lake, this remote, family-friendly cabin is perched on a scenic bluff, where you can truly unplug and unwind. Whether you're here to slow down, connect, or explore this is your spot. Surrounded by nature and nestled in the heart of the legendary Bourbon Trail, your days here are yours to shape. Sip your morning coffee while watching herons glide across the water, take a refreshing swim, explore the shoreline by kayak, or nap the afternoon away on the porch.

ReJoyce Farmhouse--1920's farmhouse

Enjoy your stay at our beautiful newly renovated 1920s farm house. Situated in the gorgeous rolling central Kentucky countryside. Surrounded by working farms on the banks of beautiful unspoiled Gilberts Creek. Sit in the front porch swing listen to the sounds of a nature and a running stream. Your family and pets will enjoy the large yard and peaceful secluded setting. Close to golf, bourbon trail distilleries, Cedar Creek lake, horseback and hiking trails at Logan Hubble Park.

Lakeside Serenity

Cozy Cabin with Stunning Views & Lake Herrington Access Escape to a cozy cabin on the shores of beautiful Lake Herrington. Enjoy breathtaking views from the porch, where you can sip coffee as boats glide by and cattle graze on the farm across the lake. This charming retreat offers lake access to one of the best spots for swimming, fishing, and relaxation. Whether you’re looking for peaceful mornings or outdoor adventures, our cabin is the perfect place to unwind and recharge.