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. 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.
"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 SUITES, 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 · Covered deck access
🌾 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.
"Everyone slept so well… comfortable luxury." — Jean, Kentucky
🌅 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 (table for 10, bar top for 2). 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 Pool — The Luxury Elevation
Picture this: 60° outside. Crisp Kentucky air. Steam rising off the water. You slip into a 90° pool. Our 38-foot saltwater pool runs on a commercial-grade heating system that extends your swim season March through October — up to a spa-like 90° even in summer. Optional, $70/night (details below).
"The pool was heated. We enjoyed it even with outside temps in the low 60's." — Tabitha, March 2026
🛡️ Automatic Pool Safety Cover
One push of a button covers (or reveals) the pool. A welcome feature for families with little ones.
♨️ Covered Hot Tub — Year-Round
Operational rain, snow, or shine.
🎁 The Secretariat Mystery Adventure
Framed pieces of Kentucky history hidden throughout the home. Follow the clues, find Secretariat's missing ring, win a prize. Kids crack the first clue. Grandparents know the history. Teenagers get competitive. It happens every stay.
🪦 A Quiet 1800s Cemetery on the Grounds
Peaceful, historic, and unique to this property — a respectful glimpse into Kentucky's past.
👨🍳 THE CHEF'S KITCHEN
Built for real cooking, not reheating takeout.
- 6-burner gas range + double ovens
- Two refrigerators (kitchen + garage lounge)
- 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
Cook a holiday meal for 12 with room for several chefs at once. 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 — An entire entertainment level: 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
- Heated 38-foot saltwater pool with auto 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
- Open acreage 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, and your dog is family. We provide bowls, treats, a comfy pet bed, pet blankets (so your dog can curl up on the couch with you), and 3.75 acres to roam.
Up to 2 dogs (50 lbs preferred — larger considered case-by-case).
Pet Fee: $125 for one dog · $175 for two
A few simple rules we'll cover before your stay:
• Pool and pool area are for two-legged guests only
• Leashed on the property, never unattended in the home
• Pet blankets on the couches (we provide them)
• Pet waste cleaned up promptly
• Current on rabies + flea/tick treatment before arrival
Pet agreement signed before arrival.
🔥 POOL HEAT — OPTIONAL LUXURY ELEVATION
🌸 Spring & Fall (March–May, Sept–Oct) — Recommended for most stays. Warm water, cool air. Without heat, the water will be too cold for swimming.
☀️ Summer (June–Aug) — A luxury upgrade. Heat takes summer swims to "I never want to get out" territory, with water up to a spa-like 90°.
$70/night for the full stay. Our team calibrates the system before you arrive — no apps, no thermostats. Heating a 38-foot pool takes 24–48 hours, so request heat at booking or shortly after.
🏊 POOL SEASON
Pool typically opens mid-March through October, weather dependent. Hot tub year-round.
✨ ELEVATE YOUR STAY
Optional add-ons available:
- Pool heat — $70/night
- Private chef dinners
- In-home massages
- Bourbon tours
Details in the guest guide.
🛡️ A FEW THINGS TO KNOW
Security & Privacy — Exterior cameras at the front door, driveway, and pool area. No interior cameras, ever. Not monitored live.
Rental Agreement — Like most large private estates, we use a standard rental agreement (and pet agreement, if applicable). Sent by email after booking.
Cancellation — We follow a firm 30-day cancellation policy. We recommend trip insurance for stays of this size — Travel Guard, Allianz, and InsureMyTrip all offer affordable plans that protect both parties from unexpected changes.
♥ OUR PROMISE
If something's not right, we'll make it right — quickly, kindly, and without excuses. We want you to feel completely at ease and have a smooth, memorable stay.
✨ 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.
If your dates are open, we'd love to host your family.
Permit: 24-050-STRP