Rare. Exquisite. Refined.

It’s how you describe the Thoroughbred horse standing proudly in the Derby Winner’s Circle, or the absolute pinnacle of bourbon produced by Kentucky’s legendary distilleries.

And it’s how you’ll describe your stay at Glencairn Knoll, our gorgeous retreat in the quiet, gently rolling hills outside of Louisville.

Like our namesake – the curved hand-blown glass crafted specifically to heighten the enjoyment of the world’s most elegant bourbons and whiskeys – Glencairn Knoll is a masterpiece inside and out, designed to elevate your experience in every appreciable way. Gourmet kitchen, huge living room, 5 King beds and a Queen, Speakeasy, pool, spa, game room, pool table, Karaoke Lounge…this is what indulgence feels like.

Our home is perched majestically atop the highest rise on our beautiful 3.5 acre property, nestled among mature champion and coffeetrees, manicured lawn, and beautiful new landscape. The grand entrance has a rustic and nostalgic charm, with its huge brick porch and wooden rocking chairs, view windows with board and batten shutters, and custom wooden double entry doors with etched glass inlay.

Inside our spacious home, Glencairn Knoll seamlessly blends Upper South farmhouse touches, Kentucky contemporary, and mid-century modern sensibility for the perfect getaway experience. There’s plenty of room for you and your group to gather and enjoy, plus intimate areas to spread out for more privacy and seclusion. Our south-facing backyard ensures the home is bathed in warm sunlight, keeping the house bright and cheerful throughout the day.

Our Living Room is large and exudes the upbeat warmth and richness of a modern Kentucky classic, with plenty of comfortable seating, lovely décor, and dimmable chandeliers to set just the right mood. The centerpiece is the gas fireplace set into the whitewashed brick hearth and wall, and you’ll appreciate finer touches like the live edge wood coffee table, plank floors, big plush couch, and local art. There’s a flat screen TV with YouTube TV, and just beyond the windows is your view of our beautiful wooded property.

For Those Who Love To Cook – And Eat!

There are gourmet kitchens, then there is a Glencairn Knoll gourmet kitchen. It’s huge, gorgeous, and equipped with everything you need to whip up a fast Sunday brunch or a full-scale Thanksgiving feast for a dozen guests. Our chef’s kitchen features expansive granite countertops, 5-burner gas stovetop, a pair of Samsung smart convection ovens that provide recipes and cooking directions, microwave with pot filler, instant pot, air fryer, crockpot, non-stick electric skillet, and small food processor.

There’s a huge black stainless steel Samsung side-by-side refrigerator / freezer for food storage, and a matching dishwasher to make post-meal cleanup fast and easy. The kitchen is fully stocked with pots, pans, griddle, Cansghan knives, and all the accoutrements you need, including a Keurig coffee maker and complimentary pods to kickstart your mornings. BBQ cooking gear and dishware, glassware, and utensils for outdoor dining are at the ready, and there’s plenty of storage for pantry and dry food items. The BBQ is conveniently located just outside the kitchen, and the propane tank is ready to go!

The lengthy kitchen island seats seven comfortably, and the adjacent nook table seats an additional six. Recessed and decorative lighting keep the gourmet kitchen bright, and natural light streams in through the kitchen window and double doors, which overlook the pool and the seemingly endless backyard.

A custom-built wrap-around wood and iron staircase leads to a second-floor landing with view windows overlooking the knolls and trees for miles. The spacious seating area is furnished with leather club chairs, live tree, bourbon barrel table, and a pair of skylights for natural illumination. A large covered outdoor deck overlooks the pool, firepit, and wooded backyard, and its decorative solar lights glow to life when the sun drops below the horizon.

Elevate Your Entertainment

Glencairn Knoll is designed to entertain and delight, with activities and amenities for all ages.

Just beyond the upstairs landing is our Speakeasy, an intimate nod to a not-so-forgotten past. This richly decorated and unique space features gorgeous mid-century modern furniture, steamer trunk turned coffee (bourbon?) table, bar cart, and exposed brick wall. It overlooks the pool and firepit, and has lovely views of the Glencairn Knoll estate.

On the first floor is the beautiful pool table, with its rich wood, midnight black felt surface, and leather details. 

The basement level is pure fun! Downstairs is the huge game room featuring a 6-seat poker table and chip set, kicker table, electronic darts, Bop-it, 3-foot-by-3-foot Connect 4 game, adult-sized Twister, and more. There’s plenty of space for the entire group to gather and enjoy, and what activity is guaranteed to get everyone laughing? Karaoke, of course! Our dedicated Karaoke Lounge has a digital karaoke machine with easy instructions and lyrics, plenty of comfortable couch seating, and two adult-sized bean bag chairs for the audience. Neon signs and a strobe light kit paint the room, and there’s a Silver Stream backdrop appropriate for singers ranging from diva to…well…cringe-worthy.

Can’t Get This In Louisville

Outside, Glencairn Knoll offers a peaceful and welcoming environment for you and your group. Birds sing softly as they flit from tree to tree, fresh warm breezes gently stir the leaves, and more than three private acres are yours to explore.

The inviting and newly renovated saltwater pool is surrounded by a large deck to accommodate everyone for lounging, swimming, and sunbathing. In the evenings, the pool water glows with cobalt blue illumination for a lovely ambiance. The pool is unheated, but the hot tub bubbles with cozy warmth and invigorating massage. There’s an outdoor dining table with seating for 10, big umbrellas with custom lighting, couch and chairs, steamer trunk coffee table, loungers with soft cushions and scalloped shade umbrellas, and a bistro set with shade umbrella.

After sunset, you’ll appreciate Glencairn Knoll’s bucolic setting even more. The fire ring offers privacy, seating for 10, and is stocked with seasoned wood for fast starts and long-lasting fires. As you settle in together to revel in the dancing orange glow of the flames and the crackle of the firewood, nature’s lightshow begins and the sky above you blooms with a breathtaking galaxy of uncountable stars.

Recharge In Style

When it’s finally time to recoup from the day’s activities, you’ll be ensconced in posh elegance. Glancairn Knoll features 5 new King beds, a new Queen convertible sofabed, plush bedding and linens, and large comfortable rooms for personal relaxation and privacy.

The primary bedroom is a first floor King for easy accessibility. The bed has a Zinus 12″ Cooling Green Tea mattress with a 2-inch charcoal foam topper for the most luxurious sleep experience you’ve ever had. There’s a soft, beautiful Turkish Rug,  55″ 4k flat screen TV loaded with YouTube TV, large walk-in closet with chandeliers, and  lovely wood nightstands. The ensuite bathroom has walk-in rain shower with subway tile, freestanding deep soaker tub with elegant chandelier, dual mirrored sinks with marble countertops, a new makeup table with lighted mirror, plenty of storage, and beautiful artwork.

Upstairs is a trio of King bedrooms, each featuring a Zinus 12″ Cooling Green Tea mattress with pillow top mattress cover, 55″ 4k flat screen TV loaded with YouTube TV, large walk-in closet, carpeted floor, workstation with desk and chair, and upholstered bed bench or stool. Bedroom 2 overlooks the upper deck and the bed has a unique headboard. Bedroom 3 has three big windows for abundant natural light and grand views of the surroundings. Bedroom 4 is oversized and features a pair of King beds, ample natural light, and vaulted ceiling. The tan leather sofa in the Speakeasy Lounge converts to a super comfortable Queen sofabed, with soft bedding and a foam topper.

The bathrooms are modern and spacious. A half bath with vessel sink is on the first floor, and upstairs are two full baths with combination shower / tub and lovely vessel sinks.

Shopping & Adventure

Glencairn Knoll is perfect for a staycation, but when you’re ready to venture there’s no shortage of shopping, entertainment, and exciting ways to fill your day.

Groceries, sundries, and Starbucks are 5 minutes away at the Kroger store. It’s fully stocked, spacious, and the folks there are friendly and helpful.

3RD Turn Oldham Gardens is a tap room and beer garden with food, beer, wine, cocktails, and spirits, plus fun events throughout the week. More than a dozen local beers are on draft, and it’s only 10 minutes away. Next door to 3RD Turn is Kentucky Artisan Distillery, makers of the wonderful Jefferson Bourbon.  And Yew Dell Botanical Gardens is there as well. On the weekends you’ll usually find a food truck near the picnic tables.  

Glencairn Knoll is in the heart of the Kentucky Bourbon Trail. Your first stop should be nearby Jeptha Creed Distillery, run by a terrific mother/daughter duo. Tasting, tours, and mixology classes are offered. Then, with nearly 50 tasting rooms to experience, you can pick a direction and explore at your own pace.

Downtown Louisville is only 25 minutes away, and offers a plethora of dining, dancing, entertainment, and history experiences, including Kentucky Derby Week and PGA tour events.

The town of La Grange is only minutes away and is always a fun outing. The main street is lined with specialty food shops and stores, and the Railroad Museum offers informative tours and great exhibits.

Looking for outdoor adventures or a day trip you’ll never forget? The Ohio River is nearby, and offers boating, fishing, watersports, and incredible views. Mammoth Cave National Park is the world’s longest known cave system, and has been designated a UNESCO World Heritage Site and International Biosphere Reserve. You can hike, bike, canoe, and explore this unparallelled natural wonder. The spectacular Red River Gorge is a 29,000 acre canyon system on the Red River within the Daniel Boone National Forest and offers extensive outdoor exploration opportunities.

Preserving Kentucky History

Kentucky’s history is as storied as it is unique, and we are actively preserving a small part of that history right here. At the far rear edge of our estate property is a stand of trees that surround a dozen modest headstones and markers. These unassuming chiseled stones note the final resting place of several members of the Leet Family, a pioneering brood that settled throughout this county in the late 1700s and early 1800s. This unadorned area is identified as Leet Cemetery 3 by the Oldham County Historical Society, and we are the proud caretakers, ensuring upkeep and preservation of this small part of Kentucky’s rich history. Our Guests are welcome to hike to this beautiful spot and pay a visit. We ask that you take care when visiting, keep a respectful distance, and refrain from touching or interacting with the monuments in any way, as they are aged and incredibly fragile.

Special Considerations

Important Notice: During the Spring of 2024, some light construction will be taking place on our next door neighbor’s property during daylight hours. In consideration of the slight disruption this noise may occasionally cause our Guests, we have reduced our day rates significantly to show our appreciation for you choosing to stay with us during this time. Those rates are currently reflected in the booking calendar.

For the comfort and enjoyment of all our Guests, we are a pet-free property.

Outdoor Quiet Time is from 10 PM through 7 AM per county ordinance, and we strictly enforce this in consideration of our valued and wonderful neighbors. We ask that during Quiet Time, Guests refrain from outdoor activities and boisterous conversation that generate more noise than a casual face-to-face discussion. We sincerely appreciate your cooperation.