🏡 Glencairn Knoll Estate
Where Teenagers Actually Hang Out with Grandparents
From age 5 to 85, everyone finds their thing here. And that's by design.
Guests consistently tell us the same two things:
"Our kids had a blast... we can't wait to visit again when we can stay longer." — Eric, Georgia
"The house helped create a magical holiday getaway... the entire family from grandkids to grandparents really enjoyed it." — Sarah
This 5,500 sq ft luxury family estate is built for connection—with space to be together and space to breathe. Perfect for family reunions, multigenerational getaways, Kentucky Derby weekends, and Bourbon Trail adventures.
✨ What Makes Glencairn Knoll Special
🏊🏼♀️ 38-foot heated saltwater pool with 8' deep end, shallow entry stairs, auto safety cover, and pool lights for night swimming
🌟 Covered hot tub so you can soak under the stars no matter the weather
🔥 Firepit with Adirondack chairs — s'mores, stories, and stargazing (firewood included)
🎤 Karaoke lounge with all the classics (guests call it "a major hit with the whole family")
🎱 Two full game rooms — pool table, poker, foosball, arcade, darts, board games
🛌🏼 5 King Beds in spacious, named suites (no one fights over rooms)
🍽 Chef's kitchen + coffee bar that guests say feels "like a little café"
🌲 3.75 acres with cornhole, ladder toss, giant Jenga, flashlight tag, and a historic 1800s cemetery
🎨 Rock painting station for rainy day creativity
🐕🦺 Pet-friendly — because dogs are family too (bowls, bed & treats provided)
"This place really does have it all." — Bria, Pennsylvania
🌅 Your Perfect Day at Glencairn Knoll
Imagine this...
☀️ Morning: Catch a gorgeous sunrise from the front porch—rolling hills and the soft sounds of country life. Grandparents gather at the kitchen table while teens grab waffles at the island and little ones head straight for the play zone.
🌊 Afternoon: Cannonballs in the deep end. Loungers under umbrellas. Cornhole and ladder toss tournaments on the lawn. A quiet walk to explore the historic 1800s cemetery tucked into the property—guests are always fascinated by the old gravestones and Kentucky history.
🔥 Evening: Dinner in the beautiful dining room. Karaoke echoing from the basement. Bourbon in the upstairs speakeasy. Marshmallows roasting at the firepit. Or a long soak in the hot tub under the stars.
🌙 Night swimming under the pool lights — trust us, this is pure magic. The kids never want to get out.
🔦 After dark: Flashlight tag across 3.75 acres. (This is where the best family memories happen.)
🛏 Bedtime: Everyone retreats to their own king bed and cozy corner. The main-level master suite features a deep soaking tub (bubbles encouraged) and walk-in rain shower—"like a spa," says one guest.
"A day here doesn't just pass—it becomes part of your family's story."
Most groups tell us they planned to go out... and ended up staying in because there's so much to do here.
👆 Scroll back up to see the photo gallery—every space has a story.
🛏 The Five Suites of Glencairn Knoll
Each bedroom is designed as its own retreat—spacious, comfortable, and equipped with what guests call "magnificent mattresses."
🌿 The Main-Level Master Retreat
King bed • Private ensuite with walk-in rain shower & soaking tub • Perfect for grandparents or anyone who prefers single-level living
🌄 The Derby Dawn Suite (Upstairs East)
King bed • Workspace/desk • Morning views from covered deck
🌾 The Bluegrass Suite (Upstairs East)
King bed • Workspace/desk • Shares covered deck
The Derby Dawn & Bluegrass Suites share 1 full bathroom, washer/dryer, and a private covered deck
🥃 The Bourbon Sunset Suite (Upstairs West)
Giant room with 2 King beds • 1 full bathroom • Perfect for families or multiple couples traveling together
🍸 The Upstairs Speakeasy (Separate Room)
Bourbon lounge with cozy seating • Pull-out queen sofa for extra sleeping space
Bonus: Half bath near the main entry
"Everyone slept so well... comfortable luxury is how I would describe it." — Jean, Kentucky
👨🍳 The Chef's Kitchen (Guests Call It "Famously Stocked")
This isn't just a kitchen. It's command central for your family feast.
Here's what makes it special:
✅ 6-burner gas range + double ovens — so you can roast the turkey and bake the pies at the same time
✅ Two refrigerators (one in the kitchen, one in the mancave garage) — because big groups need big cold storage
✅ Coffee bar with every option: Keurig, drip, French press, plus beans, grounds & grinder
✅ Small appliances galore: air fryer, Instant Pot, waffle maker, blender, food processor
✅ Spices, oils, condiments, cookware & bakeware all provided and labeled
"The kitchen had everything we needed... labeled drawers made it so easy to find things." — Sherry, North Carolina
"Well stocked with utensils, dishes, and helpful pantry items." — Eric, Georgia
Dining for 12+ with multiple table setups indoors and out. Plus a retro record player for ambiance.
🎱 Game & Play Zones (Where Memories Get Made)
The Mancave Garage
Pool table • Poker table • Foosball • Darts • Oversized leather couch • Smart TV • Second refrigerator
"The game room in the garage was a great area for card nights." — Valerie, Pennsylvania
The Basement Fun Zone
This isn't just a basement—it's an entire entertainment complex.
🎤 Karaoke lounge with all the classics
🕹 Arcade games for all ages
🏋️ Fitness room with yoga mats and equipment
🎲 Board game library with classics and family favorites
🌾 AstroTurf play area with a stunning KY countryside mural backdrop—featuring giant Jenga, ladder toss, ring toss, and space for kids to run around no matter the weather
"My family loved the basement game room. Every member utilized the fun features from the games to the yoga mats." — Sherry, North Carolina
The Upstairs Speakeasy
Bourbon lounge with cozy seating • Pull-out queen sofa for extra sleeping space
"So much there was to do... pool table, foosball, darts, arcades, card table, and even more!" — Ryan, Ohio
Rainy Day Bonus: Rock Painting Station
Supplies stocked in the dining room—perfect for creative afternoons when the weather doesn't cooperate. Kids (and adults!) love taking home their painted masterpieces as Kentucky souvenirs.
👆 Check out the photos above to see each space in action.
🌳 The Outdoor Oasis (3.75 Acres of Pure Joy)
🏊 38-foot heated saltwater pool with pool lights — shallow entry stairs for little ones, 8-foot deep end for cannonball contests, auto safety cover for peace of mind, and magical nighttime swimming under the lights
🛁 Covered hot tub with cushioned seating — soak under the stars, rain or shine
(Pro tip: Like most large electric hot tubs, it heats best with the cover closed between soaks. If you ever need help, we respond fast.)
🔥 Firepit with Adirondack chairs — firewood included, s'mores encouraged
🌲 3.75 acres of wide-open adventure: 6 pool loungers, umbrellas, shaded seating, cornhole, giant Jenga, ladder toss, ring toss, and plenty of space for the kids to run wild
🔦 Guest favorite: Flashlight tag after dark — this yard was made for it
🪦 Historic 1800s cemetery on the grounds — guests love exploring the old gravestones and connecting with Kentucky history. It's peaceful, fascinating, and one of those unexpected details that makes your stay unforgettable.
"The large yard + pool + fire pit were so peaceful and well-maintained." — Jackie, Mexico City
"The grounds are worth the walk... small gravesites dating back to the late 1700s." — Jean, Kentucky
💻 Comforts & Practical Details
✅ Gigabit WiFi (600+ Mbps)
✅ Parking for 6+ cars
✅ Stackable washer/dryer upstairs
✅ Pool towels provided
✅ Main-level master for single-level living
✅ Family-friendly gear: Pack-n-Play, booster seat, changing pad
✅ Pet-friendly setup: bowls, bed, treats
✅ Up to code: smoke/CO detectors + fire extinguishers on every level
"The house was spotless, beautifully decorated, and had everything we could possibly need." — Emily, Indiana
"Could not have been better... even better than expected." — Joe, Ohio
"Very thoughtfully laid out... plenty of room to spread out and come together." — Valerie, Pennsylvania
📍 The Location (La Grange, Kentucky)
🥃 25 minutes to downtown Louisville and the start of the Bourbon Trail
🏇 Perfect for Kentucky Derby weekends
🏛 Explore charming La Grange — quaint shops, local restaurants like Barn 8 (guest favorite!), and the nostalgic sound of passing trains
🌲 Set on 3.75 peaceful acres with rolling hills and country views
"The location couldn't have been better... charming shops and a short drive to several great distilleries." — Emily, Indiana
"Only 25 mins to downtown plus the cute town of La Grange was nearby. This place really does have it all." — Bria, Pennsylvania
✨ Why Families Keep Coming Back
"Could not have been better... would def stay again!" — Joe, Ohio
"We will definitely be back!" — Raquel & Tayler
"It will be the spot we use every year going forward!" — Ryan, Ohio
"We can't wait to visit again when we can stay longer." — Eric, Georgia
This is where multigenerational magic happens. Grandparents, parents, kids, cousins—everyone finds their spot.
🎁 Exclusive Bonus: The Secretariat Mystery Adventure
Glencairn Knoll sits on historic land with a connection to the legendary racehorse Secretariat. We've created a fun, all-ages mystery adventure you can do right on the property. Guests love it—it's one of those unexpected touches that makes your stay feel truly special.
💙 Built for Joy. Made for Generations.
La Grange, KY luxury vacation rental — your private 5,500 sq ft estate near Louisville, designed for family connection.
Hit the ♥ to save this listing and start planning your Kentucky story.
👆 Scroll back through the photos one more time. Imagine your family h