Entire home
Winter Retreat Luxury Home | Hot Tub, Game Rooms
Family-friendly holiday home with fitness centre and Hot tub
Photo gallery for Winter Retreat Luxury Home | Hot Tub, Game Rooms





Reviews
10 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 125500 sq ft
Popular amenities
Explore the area

La Grange, KY
- Place, Reformatory Lake15 min walk
- Place, Wendell Moore Park15 min walk
- Place, KFC Yum Center25 min drive
- Airport, Louisville, KY (SDF-Louisville Intl.)32 min drive
Rooms & beds
4 bedrooms (sleeps 12)
Bedroom 3
1 King Bed
Guest Bedroom 1
2 King Beds
Guest Bedroom 2
1 King Bed
Principal Bedroom
1 King Bed
Speakeasy Sleeper Sofa
1 Double Sofa Bed
3 bathrooms, 1 half bathroom
Guest Bath 1
Bathtub or shower · Toilet
Guest Bath 2
Bathtub or shower · Toilet
Powder Room
Toilet
Principal Bathroom
Bathtub · Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
About this property
Winter Retreat Luxury Home | Hot Tub, Game Rooms
❄️ Winter Escape Awaits! A hot tub, two game rooms, and a speakeasy lounge set the stage for a family retreat where every generation finds their place. Enjoy free early check-in (Nov–Feb), a chef’s kitchen, dining for 12+, and a cozy, connection-filled stay just 20 minutes from Louisville and the Bourbon Trail.
Families love that we're fully stocked for little ones: Pack ’n Play, books, toys, and kids' dishware, along with a dedicated fitness room for guests who want to stay active while away.
Where grandparents relax, teens unplug, and families reconnect in a warm, joy-filled winter getaway.
Perfect for family reunions, multigenerational trips, Bourbon Trail weekends, and cozy winter getaways. Just 20 minutes from Louisville—far enough for quiet views and starry nights, close enough for distilleries, shopping, and great dining.
With a fully stocked chef’s kitchen, indoor/outdoor dining for 35, heated hot tub, karaoke room, arcade games, pool table, foosball, rock painting, and a safe 3.75-acre property, this home is designed for memory-making year-round.
🏡 Where Teenagers Actually Hang Out with Grandparents | Sleeps 12, Heated Pool, 5 King Beds
This isn’t just another big house with a pool.
It’s where cannonball victories, poker wins, and sing-alongs become family legend. Where memories stretch across generations — from age 5 to 85, everyone finds their thing here.
Perfect for family reunions, multigenerational getaways, Kentucky Derby vacation rentals, and Bourbon Trail adventures — just 20 minutes from Louisville.
🔍 Your Family Mystery Adventure
Upon arrival, you'll discover a special detective mission waiting on your door.
Something valuable has been hidden somewhere in the house, and your family has been recruited to find it before someone else does.
Four clues. About 30 minutes of teamwork. And the magic of watching every generation collaborate to crack the case.
Your mission briefing awaits...
✨ Why Families Choose This Kentucky Vacation Home
Large Family Home → 5,500 sq ft designed for connection across generations
5 King Beds + Sofa Sleeper → Sleeps 12 across two private wings + master suite
Heated Saltwater Pool & Hot Tub → 38' pool with safety cover, 8' deep end, firepit with Adirondack seating
Chef’s Kitchen for Gatherings → Double ovens, 2 refrigerators, 6-burner gas range, air fryer, Instant Pot, waffle maker
Indoor Dining for 23 → Dining table (10) + breakfast nook (6) + island seating (7)
Outdoor Dining for 12 → Dining table (10) + bar top seating (2)
Entertainment for All Ages → Karaoke, arcade, AstroTurf play area, board game nook, mancave with pool table
Pet-Friendly → Furry family members welcome
Fast WiFi → Stream, game & work with 600 Mbps
🛏 Room Layouts Designed for Multigenerational Stays
Main-Level Master Suite → King bed, ensuite with walk-in rain shower & soaking tub
Upstairs Wing 1 → 2 Kings (each with workstation/desk) + shared bath + washer/dryer + covered deck
Upstairs Wing 2 → Oversized room with 2 Kings + speakeasy lounge (sofa sleeper) + shared bath
Extra → Half bath near entry
🍷 Gather for Derby, Bourbon Trail & Family Reunions
Spacious living room with sectional + extra chairs, stools & cushions → space for everyone
Retro record player for fun nights in
Clear dining capacity indoors & outdoors makes group meals easy
👨🍳 A Kitchen That Brings Everyone Together
6-burner gas range, double ovens, 2 refrigerators (one in garage mancave)
Coffee options: Keurig, drip, French press + beans, grounds & grinder
Small appliances: air fryer, Instant Pot, waffle maker & more
Spices, oils, condiments, cookware & bakeware provided
🎱 Play Spaces for Every Generation
Mancave Garage → Pool table, poker, foosball, Smart TV, oversized leather couch
Basement Fun Zone → Karaoke, arcade games, AstroTurf play area, board game nook, fitness room
Second-Floor Speakeasy → Bourbon lounge that doubles as extra sleeping space
🌳 Outdoor Oasis: Pool, Hot Tub & Fire Pit
38' heated saltwater pool with shallow stairs + deep end for diving
Hot tub with cushioned seating
Firepit with Adirondack chairs (firewood included)
6 loungers, umbrellas & shaded seating around pool
Cornhole, giant Jenga & 3.75 acres of open space — perfect for flashlight tag or bucket golf (gear included)
💻 Comforts That Make Stays Easy
Gigabit WiFi (600 Mbps) for streaming & remote work
Parking for 6+ cars
Stackable washer/dryer upstairs
Pool towels provided
Main-level master ideal for grandparents or anyone avoiding stairs
✨ Built for joy. Made for generations.
La Grange, KY vacation rental near Louisville — a private luxury home designed for family connection. Book today!
Permit: 24-050-STRP
🔎 Know Before You Book
We want you to feel completely at ease and informed before your stay. No surprises — just a smooth, memorable vacation.
☀️ Pool Season & Heating
Pool is open April–mid November (sometimes longer, weather depending).
Optional pool heat: $70/night for all nights of your stay
Automatic safety cover keeps the water clean and warm overnight.
Why is pool heat extra? Not everyone wants it. Heating a large saltwater pool in spring/fall takes significant energy. This way, you’re in control — if you love a warm swim, we’ve got you covered.
🐾 Bringing Pets?
Yes, your pets are family too. We provide bowls, treats, and a big backyard to explore. Most of our repeat guests bring their pups — and we love it.
Pet fee: $125 per dog
We’ll send you a quick pet agreement to review with your booking so everyone is comfortable.
📷 Security & Privacy
For safety and insurance, we have:
Ring doorbell at front door
Ring camera facing driveway
Ring camera facing pool
➡️ No cameras inside the home, ever.
They are not monitored live — just for protection.
🏞 A Unique Feature
Guests love discovering this: a small 1800s cemetery tucked in the trees. Quiet, respectful, and a rare glimpse into Kentucky’s past. Part history, part heritage — something you won’t find anywhere else.
📜 Required Documents
To finalize your booking, we’ll send:
A rental agreement
A pet agreement (if bringing dogs)
Both are quick and easy.
💲 Optional Fees & Upgrades
Pet fee: $125 per dog
Pool heat: $70/day (all days of your stay) within a weeks notice.
Want more? Elevate your stay with:
Private chef dinners
In-home massages
Bourbon tours
(Details in the guest guide — all optional add-ons.)
♥ Our Promise
If something’s not right, we’ll make it right — quickly, kindly, and without excuses.
We can’t wait to welcome you to Glencairn Knoll — where comfort and connection come together for an unforgettable stay.
Families love that we're fully stocked for little ones: Pack ’n Play, books, toys, and kids' dishware, along with a dedicated fitness room for guests who want to stay active while away.
Where grandparents relax, teens unplug, and families reconnect in a warm, joy-filled winter getaway.
Perfect for family reunions, multigenerational trips, Bourbon Trail weekends, and cozy winter getaways. Just 20 minutes from Louisville—far enough for quiet views and starry nights, close enough for distilleries, shopping, and great dining.
With a fully stocked chef’s kitchen, indoor/outdoor dining for 35, heated hot tub, karaoke room, arcade games, pool table, foosball, rock painting, and a safe 3.75-acre property, this home is designed for memory-making year-round.
🏡 Where Teenagers Actually Hang Out with Grandparents | Sleeps 12, Heated Pool, 5 King Beds
This isn’t just another big house with a pool.
It’s where cannonball victories, poker wins, and sing-alongs become family legend. Where memories stretch across generations — from age 5 to 85, everyone finds their thing here.
Perfect for family reunions, multigenerational getaways, Kentucky Derby vacation rentals, and Bourbon Trail adventures — just 20 minutes from Louisville.
🔍 Your Family Mystery Adventure
Upon arrival, you'll discover a special detective mission waiting on your door.
Something valuable has been hidden somewhere in the house, and your family has been recruited to find it before someone else does.
Four clues. About 30 minutes of teamwork. And the magic of watching every generation collaborate to crack the case.
Your mission briefing awaits...
✨ Why Families Choose This Kentucky Vacation Home
Large Family Home → 5,500 sq ft designed for connection across generations
5 King Beds + Sofa Sleeper → Sleeps 12 across two private wings + master suite
Heated Saltwater Pool & Hot Tub → 38' pool with safety cover, 8' deep end, firepit with Adirondack seating
Chef’s Kitchen for Gatherings → Double ovens, 2 refrigerators, 6-burner gas range, air fryer, Instant Pot, waffle maker
Indoor Dining for 23 → Dining table (10) + breakfast nook (6) + island seating (7)
Outdoor Dining for 12 → Dining table (10) + bar top seating (2)
Entertainment for All Ages → Karaoke, arcade, AstroTurf play area, board game nook, mancave with pool table
Pet-Friendly → Furry family members welcome
Fast WiFi → Stream, game & work with 600 Mbps
🛏 Room Layouts Designed for Multigenerational Stays
Main-Level Master Suite → King bed, ensuite with walk-in rain shower & soaking tub
Upstairs Wing 1 → 2 Kings (each with workstation/desk) + shared bath + washer/dryer + covered deck
Upstairs Wing 2 → Oversized room with 2 Kings + speakeasy lounge (sofa sleeper) + shared bath
Extra → Half bath near entry
🍷 Gather for Derby, Bourbon Trail & Family Reunions
Spacious living room with sectional + extra chairs, stools & cushions → space for everyone
Retro record player for fun nights in
Clear dining capacity indoors & outdoors makes group meals easy
👨🍳 A Kitchen That Brings Everyone Together
6-burner gas range, double ovens, 2 refrigerators (one in garage mancave)
Coffee options: Keurig, drip, French press + beans, grounds & grinder
Small appliances: air fryer, Instant Pot, waffle maker & more
Spices, oils, condiments, cookware & bakeware provided
🎱 Play Spaces for Every Generation
Mancave Garage → Pool table, poker, foosball, Smart TV, oversized leather couch
Basement Fun Zone → Karaoke, arcade games, AstroTurf play area, board game nook, fitness room
Second-Floor Speakeasy → Bourbon lounge that doubles as extra sleeping space
🌳 Outdoor Oasis: Pool, Hot Tub & Fire Pit
38' heated saltwater pool with shallow stairs + deep end for diving
Hot tub with cushioned seating
Firepit with Adirondack chairs (firewood included)
6 loungers, umbrellas & shaded seating around pool
Cornhole, giant Jenga & 3.75 acres of open space — perfect for flashlight tag or bucket golf (gear included)
💻 Comforts That Make Stays Easy
Gigabit WiFi (600 Mbps) for streaming & remote work
Parking for 6+ cars
Stackable washer/dryer upstairs
Pool towels provided
Main-level master ideal for grandparents or anyone avoiding stairs
✨ Built for joy. Made for generations.
La Grange, KY vacation rental near Louisville — a private luxury home designed for family connection. Book today!
Permit: 24-050-STRP
🔎 Know Before You Book
We want you to feel completely at ease and informed before your stay. No surprises — just a smooth, memorable vacation.
☀️ Pool Season & Heating
Pool is open April–mid November (sometimes longer, weather depending).
Optional pool heat: $70/night for all nights of your stay
Automatic safety cover keeps the water clean and warm overnight.
Why is pool heat extra? Not everyone wants it. Heating a large saltwater pool in spring/fall takes significant energy. This way, you’re in control — if you love a warm swim, we’ve got you covered.
🐾 Bringing Pets?
Yes, your pets are family too. We provide bowls, treats, and a big backyard to explore. Most of our repeat guests bring their pups — and we love it.
Pet fee: $125 per dog
We’ll send you a quick pet agreement to review with your booking so everyone is comfortable.
📷 Security & Privacy
For safety and insurance, we have:
Ring doorbell at front door
Ring camera facing driveway
Ring camera facing pool
➡️ No cameras inside the home, ever.
They are not monitored live — just for protection.
🏞 A Unique Feature
Guests love discovering this: a small 1800s cemetery tucked in the trees. Quiet, respectful, and a rare glimpse into Kentucky’s past. Part history, part heritage — something you won’t find anywhere else.
📜 Required Documents
To finalize your booking, we’ll send:
A rental agreement
A pet agreement (if bringing dogs)
Both are quick and easy.
💲 Optional Fees & Upgrades
Pet fee: $125 per dog
Pool heat: $70/day (all days of your stay) within a weeks notice.
Want more? Elevate your stay with:
Private chef dinners
In-home massages
Bourbon tours
(Details in the guest guide — all optional add-ons.)
♥ Our Promise
If something’s not right, we’ll make it right — quickly, kindly, and without excuses.
We can’t wait to welcome you to Glencairn Knoll — where comfort and connection come together for an unforgettable stay.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
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House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Please read carefully if bringing pets:
We welcom
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
We should mention
A car is recommended for transport to and from this property
About the area
La Grange
Located in La Grange, this holiday home is in a rural area. Shelby Trails Park and E.P. Tom Sawyer State Park reflect the area's natural beauty and area attractions include La Grange Railroad Museum & Learning Center and Open Range Sports. Travelling with kids? Consider Yew Dell Botanical Gardens and Renaissance Fun Park. Spend some time exploring the area's activities, including golfing, wildlife walks and winery tours.

La Grange, KY
What's nearby
- Reformatory Lake - 15 min walk - 1.3 km
- Wendell Moore Park - 15 min walk - 1.3 km
- KFC Yum Center - 25 min drive - 42.3 km
- Kentucky International Convention Center - 26 min drive - 43.0 km
- Kentucky Exposition Center - 32 min drive - 50.0 km
Getting around
Restaurants
- Circle K - 9 min drive
- McDonald’s - 4 min drive
- Taco Bell - 9 min drive
- Dairy Queen - 9 min drive
- Main Street Bourbon And Ale House - 9 min drive
Frequently asked questions
About the host
Hosted by Deb Paul
Hi, we’re Deb and James Paul—hosts, storytellers, and passionate believers in the power of connection. After five years of hosting in Destin, Florida, we found our next chapter in Kentucky, where the hills are wide, the pace is slower, and family time stretches longer.
We created Glencairn Knoll as more than just a vacation rental —it’s a space designed for families to reconnect, slow down, and remember what really matters. Whether you’re gathering around the table, playing in the pool, or just breathing easier under a Kentucky sky, we hope this home becomes part of your story.
We’re honored to share it with you.
We created Glencairn Knoll as more than just a vacation rental —it’s a space designed for families to reconnect, slow down, and remember what really matters. Whether you’re gathering around the table, playing in the pool, or just breathing easier under a Kentucky sky, we hope this home becomes part of your story.
We’re honored to share it with you.
Why they chose this property
We picked this place because it gave us both—space to connect and space to breathe with plenty of room for everyone. It’s tucked just far enough from the city to feel peaceful but close enough for bourbon trail touring and brunch. The first night we saw the stars here, we knew it was the one.
What makes this property unique
Smart home technology, Karaoke room, salt-water pool, hot tub, fire pit and game room.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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