3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

La Grange, Kentucky
$1467 avg/night
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

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 estatedesigned 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

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Locally-owned & Organized Tours & Activities Recycling Unit Size: 5500 Sq Ft (511 Sq M) Uses Some LED Lighting
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    3.5 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fitness Center Golf Nearby Wildlife And Game Walks Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Foosball Table Games Pool Or Billiards Table Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Toys Travel Crib
  • LOCATION HIGHLIGHTS

    In A Rural Location
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Rates & Availability

Review Review

  • Katie H.

    Submitted Nov 16, 2025

    Stayed Nov 14, 2025

    We had a wonderful stay!

  • Kasey H.

    Submitted Aug 21, 2025

    Stayed Aug 15, 2025

    Had such a wonderful stay! The house was beautiful, fun and exactly as described. The host Deb was responsive, and made everything easy for us. Would definitely stay again!

  • Kelly S.

    Submitted Jul 27, 2025

    Stayed Jul 23, 2025

    An amazing house! Big kitchen, spacious bedrooms, and a basement that has entertainment for hours with games and karaoke. A pool and firepit area. We loved having privacy, and this house was perfect! The owner was very responsive and helpful.

  • Molly P.

    Submitted Jul 19, 2025

    Stayed Jul 14, 2025

    We had the most amazing time with our children and our good friends. The teenagers always had some activity to do, the younger kids loved the pool and exploring the house, and the adults loved that the home had something for everyone. We rarely left the house because it was the perfect calm vacation that we all needed after a busy few months. The home itself is immaculate. Getting to cook in the beautiful kitchen while having countertop space for everyone to hang out, as well as additional tables and chairs close by made it the perfect set up to spend time together. Deb was phenomenal at communicating and we are so grateful we got to have this time together making memories that will last us a lifetime.

  • Adam B.

    Submitted Jul 14, 2025

    Stayed Jul 11, 2025

    The property was great! Everything the host said it was and more!

  • Jason P.

    Submitted Jul 13, 2025

    Stayed Jul 5, 2025

    This property is a hidden gem. We used it for a family vacation with our adult kids and our grandchildren. The house was spacious and the pool was fantastic. The host Deb was very responsive and genuinely wanted us to have the best time. She truly cares about her guests and their comfort. I would highly recommend this property and will definitely book again in the future.

  • Jennifer R.

    Submitted Mar 9, 2025

    Stayed Feb 28, 2025

    This is one of the most fabulous properties I have ever stayed at. I brought my family to celebrate my doctoral graduation, and it was truly a pleasure to work with Deb, the host. I highly recommend this property if you’re looking for a peaceful, family-oriented space where you can have a great time.

  • Missy E.

    Submitted Dec 30, 2024

    Stayed Dec 26, 2024

    This place was amazing it had everything you could ever need fully equipped kitchen with spices, coffee,all small appliances even a basket of snacks,beach towels for hot tub,all kind of games,even bath bombs,the most relaxing front porch with rocking chairs,all of our grandkids absolutely loved it and wished we could have stayed longer. The hosts were amazing in every way and was there if we need anything. This home was so fun we never left our whole stay.

  • Mel D.

    Submitted Nov 7, 2024

    Stayed Nov 1, 2024

    We had a wonderful time at this amazing property. Deb was an amazing host. She was readily available to answer any questions we had. The property is absolute perfection. There is something for everyone. The home is beautifully decorated, the rooms are spacious, and the beds are comfortable. There are also great amenities like a pool, hot tub, and fire pit. We highly recommend this property.

  • Danny M.

    Submitted Oct 29, 2024

    Stayed Oct 22, 2024

    My dad, brother, and I did a little boys trip for a few nights there. Wanted to get out of the hustle and bustle of our business in the city. What an awesome spot to get away for a few days to unwind and recharge the batteries. One of the cooler and nicer properties I’ve had to opportunity to stay at! Definitely would book again!

  • Nathan T.

    Submitted Sep 4, 2024

    Stayed Aug 30, 2024

    Clean property with ample amount of space for a large group. Deb was an attentive host with many great recommendations.

  • Barry U.

    Submitted Aug 3, 2024

    Stayed Jul 29, 2024

    Great overall property and great homeowners. We had an issue with the kitchen refrigerator and the homeowners reacted and responded very quickly. Deb was fantastic!

  • Brandy C.

    Submitted Jul 12, 2024

    Stayed Jul 7, 2024

    This place was gorgeous. Very quiet area and lots to do within driving distance. The pool was beautiful and it was fun for the whole family. Communication with the owner was the best we have had with a vacation rental

  • Nicole C.

    Submitted Jul 7, 2024

    Stayed Jul 5, 2024

    This house and property were gorgeous. Perfect for a weened getaway with friends and family. We had the best time and host Deb made every detail seamless. Would highly recommended this property!

  • Jon F.

    Submitted Jun 17, 2024

    Stayed Jun 14, 2024

    Everything we needed for a relaxing weekend!

  • Moises R.

    Submitted Jun 14, 2024

    Stayed Jun 9, 2024

    We had an incredible five-day stay at this fantastic house, which offered endless family-friendly activities including a pool, hot tub, karaoke, pool table, foosball, and firepit—none of the kids or adults wanted to leave! The owners were exceptionally friendly and accommodating, making this place highly recommended for an unforgettable family getaway. 5 stars for sure!!!!

  • Missy B.

    Submitted Jun 7, 2024

    Stayed May 31, 2024

    We celebrated our first baby turning 12 at this amazing house. From day one, Deb answered all my questions before I even booked the house. She sent me ideas about what we could do on the trip. I travel with a lot of stuff. I did not even need any of it. The house was fully stocked with anything you would ever need. She even left flowers and a balloon for my baby girl. The house is well-planned, from the decor to the layout. The kitchen bar was so amazing. The beds felt like heaven. The pool and hot tub were so clean. We travel a lot. And this was, hands down, our favorite house. We pulled back up at home, and all looked at each other and said we missed our Kentucky house already. The neighbor is building a house, and there were no problems with that either. They were quiet and we did not even know they were over there. If you are thinking about booking this house, do so now. You will not regret it. We loved it so much.

Your dates are Available!

Total

Includes taxes and fees
$1,467+
View details