GLENCAIRN KNOLL ESTATE: KENTUCKY'S MULTIGENERATIONAL GROUP GETAWAY
5,500 sq ft on 3.75 private acres. Five king beds. Heated 38-foot saltwater pool with auto cover. Covered hot tub. Two private upstairs wings. Sleeps 12. Pet-friendly. 25 minutes to downtown Louisville and the Bourbon Trail.
If you're the one choosing the house, this is the place everyone thanks you for later.
The best family vacations have a hero. It's usually the one who found the house.
"Comfortable luxury." — Jean, Kentucky
🏡 BUILT FOR MULTIGENERATIONAL GROUPS
This is a private estate designed for groups that need to spread out and come together. Two distinct upstairs wings mean grandparents, parents, and kids each have their own private corner of the house. The main-level master suite means no stairs for elders. The 5,500 sq ft footprint means no one ever feels crowded.
From ages 5 to 85, every guest finds their thing here.
"Three families, each had their own 'wing.'" — Monte
"The rooms are spacious. The house is quiet. Each family had their own section." — Jennifer, Colorado
"Something there for all of us, from age 5 to 67."— Andrew, Ohio
🛏 THE BEDROOMS — FOUR BEDROOMS, TWO PRIVATE WINGS
MAIN LEVEL
🌿 Master Retreat — King bed · Ensuite bath with deep soaking tub + walk-in rain shower · Single-level living for grandparents or anyone preferring no stairs
WEST WING (Upstairs)
🥃 Bourbon Sunset Bedroom — Two king beds · Hall full bath
🍸 Speakeasy Lounge — Bourbon-inspired upstairs retreat overlooking the pool · Queen sleeper sofa · Shares hall bath with Bourbon Sunset Bedroom
EAST WING (Upstairs)
🌄 Derby Dawn Bedroom — King bed · Workspace
🌾 Bluegrass Bedroom — King bed · Workspace · Shared covered deck
Derby Dawn & Bluegrass share one full bath and a second-floor washer/dryer area. Bonus half bath near the main entry.
Sleeping configuration: 5 king beds + 1 queen sleeper sofa = comfortable sleeping for 12.
🌅 A DAY AT GLENCAIRN KNOLL
Morning — Coffee on the front porch. Sunrise over rolling Kentucky hills. Grandparents at the kitchen island. Teens at the coffee bar. Little ones already planning pool time.
Afternoon — One push of a button and the automatic cover retracts to reveal the sparkling 38-foot saltwater pool. Cannonballs in the 8' deep end. Cornhole on the lawn. A wander out to the quiet 1800s cemetery tucked in the trees.
Evening — Grilling for the gang on the 38" 4-burner Blackstone. Outdoor dining for 12. One shared meal that lingers.
After Dinner—Karaoke echoes from the basement. Bourbon poured in the Speakeasy. Marshmallows roast at the firepit.
Night—pool lights glowing. Night swimming becomes the highlight nobody planned for. Flashlight tag across 3.75 acres.
Bedtime — Everyone retreats to their own spacious room and king bed. The main-level master features a deep soaking tub and walk-in rain shower guests describe as "like a spa."
Most groups plan to explore Kentucky. Most end up staying right here.
✨ WHAT MAKES GLENCAIRN KNOLL DIFFERENT
🔥Heated Saltwater Pool
Picture this...
A crisp Kentucky evening.
Steam rising gently from the water.
Your family laughing in the pool long after sunset.
Our 38-foot heated with 8' deepend saltwater pool turns an ordinary vacation into one of the moments everyone remembers.
"The pool was heated. We enjoyed it even with outside temps in the low 60's."— Tabitha, March 2026
🌸 April–October
Our Heated Pool Experience is available year-round by advance request, with seasonal temperature settings designed for the best swimming experience.
Guests may request their preferred water temperature, up to 90°F, before arrival, creating a true resort-style swimming experience.
Without pool heat, spring and fall water temperatures are generally too cool for comfortable swimming.
❄️ November–March
Yes...you can even enjoy the pool during a Kentucky winter.
Winter pool heating must be requested before arrival. During the winter months, we target a water temperature of approximately 84–85°F, although actual water temperature may vary with outdoor weather conditions.
Because heating a pool of this size requires advance planning, requests should be made as early as possible after booking.
See Heated Pool Experience below.
🛡️ Automatic Pool Safety Cover
With the touch of a button, the commercial automatic pool cover opens and closes in seconds.
Protecting little ones.
Helping retain heat.
Ready for the next swim.
♨️ Covered Hot Tub — Year-Round
Rain.
Snow.
Cool evenings.
Summer nights.
The hot tub is always ready.
🎁 The Secretariat Mystery Adventure
Framed pieces of Kentucky history are hidden throughout the home.
Follow the clues.
Find Secretariat's missing ring.
Win a prize.
Kids solve the puzzles.
Grandparents know the history.
Teenagers become unexpectedly competitive.
It happens every stay.
🪦 A Quiet 1800s Cemetery
A peaceful piece of Kentucky history tucked among the trees.
Respectful.
Peaceful.
Uniquely Kentucky.
👨🍳 THE CHEF'S KITCHEN
Built for Thanksgiving.
Birthday cakes.
Saturday morning pancakes.
The kind of meals your family will still be talking about next Christmas.
* 6-burner gas range + double ovens
* Two refrigerators so drinks, groceries, and holiday meals all have room
* Full coffee bar — Keurig, drip, French press, grinder, beans + grounds
* Air fryer, Instant Pot, rice maker, waffle maker, blender, food processor, electric griddle, slow cooker
* Spices, oils, condiments, cookware, bakeware — organized and labeled
Multiple cooks can work side by side without bumping elbows. Dining for 12 indoors and out.
🎱 GAME & PLAY ZONES
GARAGE LOUNGE — Pool table · Poker table · Foosball · Oversized leather couch · Smart TV · Second fridge
"A great area for card nights." — Valerie, Pennsylvania
BASEMENT FUN ZONE — Karaoke lounge · Arcade games · Fitness room · Board games · Indoor AstroTurf play area · Darts
ROCK PAINTING STATION — Supplies stocked and ready. A take-home memory for kids and adults alike.
🌳 THE OUTDOOR ESTATE — 3.75 ACRES
* 38-foot saltwater pool with automatic cover, night lighting, 8' deep end
* Covered hot tub — year-round
* Firepit with Adirondack seating, firewood provided
* 38" 4-burner Blackstone grill with poolside dining for 12
* Nearly four private acres for lawn games, frisbee, soccer, and late-night flashlight tag
* A quiet 1800s cemetery on the grounds
"The grounds are worth the walk."— Jean, Kentucky
💻 COMFORT & PRACTICAL DETAILS
* Gigabit WiFi (600+ Mbps) — works from anywhere on the property
* Parking for 6+ cars
* Upstairs washer/dryer
* Pool towels provided
* Pack-n-Play, booster seat, changing pad, safety gates, window guards, fireplace guards (all included)
* Smoke/CO detectors and fire extinguishers on every level
* 24/7 host availability for questions or concerns
🐕 PETS WELCOME
We're dog people too, and your dog is family.
We provide everything your dog needs to feel at home: bowls, treats, a comfy pet bed, pet blankets, and 3.75 private acres to explore.
Up to 2 dogs (50 lbs max preferred—larger considered case-by-case)
Pet Fee: $125 for one dog · $175 for two
Pet agreement signed before arrival.
✨ HEATED POOL EXPERIENCE
Available as an optional enhancement to your stay.
April–October
Guests may request their preferred water temperature, up to 90°F, before arrival.
November–March
Winter pool heating must be requested before arrival. During the winter months, we target a water temperature of approximately 84–85°F, although actual water temperature may vary with outdoor weather conditions.
$70/night for the entire stay.
✨ ELEVATE YOUR STAY
Optional experiences available:
* Heated Pool Experience — $70/night
* Private chef dinners
* In-home massages
* Bourbon tours
We'll send all the details after you book.
🛡️ A FEW THINGS TO KNOW
Security & Privacy — Exterior cameras at the front door, driveway, and pool area. No interior cameras, ever.
Rental Agreement — Standard rental agreement (and pet agreement, if applicable) sent after booking.
Cancellation & Peace of Mind — We keep a 30-day cancellation policy. Life happens, though—if your plans are uncertain, we offer "Cancel For Any Reason" trip protection, and we'll even split the cost with you (up to $200). Details are sent right after you book. 💛
♥ OUR PROMISE
If something's not right, we'll make it right—quickly, kindly, and without excuses.
✨ WHY FAMILIES RETURN
"The most hospitable host, the best-equipped Airbnb of any I've encountered." — Andrew
"Our favorite home to rent—and we've rented a lot over the past 10 years." — Holly, Kentucky
"It will be our annual spot."
Grandparents. Parents. Kids. Cousins.
Everyone finds their place here.
💙 If you're the one choosing the house... this is the place everyone remembers forever.
Built for Joy.
Made for Generations.
Designed for the vacations families still talk about years later.
If your dates are available, we'd be honored to host your family.
Permit: 24-050-STRP
