Creekside Luxury Retreat on 22 Acres

$650-4,500/night
5 Bedrooms • 4 Baths • Sleeps 8-14
Internet Fireplace (more...)

✨ The Sycamore Place — Persimmon Ridge’s Hidden Gem

**This listing is hosted by the owners Annie B. and Eli B. with assistance from Bourbon Rentals. You may speak with Annie, Eli, Brandon, or Kayla before, during, and after your stay.**

Tucked away deep in the woods of Persimmon Ridge Golf Course, The Sycamore Place is a private sanctuary overlooking 22 acres of rolling hills and Floyd’s Fork Creek. Whether you’re here for the Kentucky Derby, the Bourbon Trail, or a weekend indulging in Louisville’s best dining, this home promises an unforgettable stay.

🏡 Step Inside

Walk into soaring 22-foot vaulted ceilings where sunlight floods the living and dining rooms and every window frames a postcard-worthy view. Gather around the spacious kitchen island with seating for five, the perfect spot to sip bourbon and swap stories as dinner simmers nearby.

🎶 Relax & Unwind

Slip into the library and music room—complete with a piano, guitars, and shelves lined with books—or cozy up by the picture windows and watch the seasons change over the creek.

🛏️ Rest in Luxury

The main-floor primary suite features a private balcony, sitting area, and spa-like bath. Upstairs, find three king suites, two Jack-and-Jill baths, and a playful queen suite with built-in beds, a loft, and even a slide!

🎬 Play & Gather

Head upstairs to the 1,200 sq ft bonus space—your own entertainment hub with ping-pong, a movie room, board games, and a bunk nook perfect for kids (or grown-ups who refuse to grow up).

🌲 Outdoor Oasis

Take in the breathtaking views from the upper deck, grill and dine on the lower deck, and soak up the peace and privacy of the wooded landscape.

Welcome to The Sycamore Place — where vaulted ceilings meet creekside serenity, and every stay feels like a retreat.

Whether you're in town for a **bourbon tour**, **wedding celebration**, or **sports-filled getaway**, this one-of-a-kind home offers space, fun, and luxury all under one roof.

🧭 Top 20 Attractions Near the Property
🎯 Louisville Area (15–45 minutes)
Churchill Downs & Kentucky Derby Museum – 25 min
Legendary racetrack and home of the Kentucky Derby.

Louisville Mega Cavern – 25 min
Underground adventure with zip lines, tram tours & more.

Louisville Slugger Museum & Factory – 25 min
Iconic baseball bat museum and working factory.

Muhammad Ali Center – 25 min
Interactive museum dedicated to The Greatest of All Time.

Evan Williams Bourbon Experience – 25 min
Urban distillery tour on Whiskey Row.

Old Forester Distilling Co. – 25 min
The only bourbon continually sold before, during & after Prohibition.

Kentucky Science Center – 25 min
Hands-on fun for families and science lovers.

Fourth Street Live! – 25 min
Entertainment, dining, and nightlife in downtown Louisville.

Louisville Waterfront Park & Big Four Bridge – 25 min
Scenic park and pedestrian bridge connecting to Indiana.

Speed Art Museum – 30 min
World-class art museum adjacent to the University of Louisville.

🥃 Bourbon Trail Highlights (20–75 minutes)
Maker’s Mark Distillery (Loretto, KY) – 75 min
Historic distillery with wax-dipping experience and tours.

Woodford Reserve (Versailles, KY) – 55 min
Gorgeous setting, exceptional bourbon, and guided tastings.

Buffalo Trace Distillery (Frankfort, KY) – 60 min
One of the oldest and most awarded distilleries in America.

Bulleit Distilling Co. (Shelbyville, KY) – 25 min
Modern distillery experience just down the road.

Angel’s Envy (Louisville) – 35 min
Sleek urban distillery with premium finished bourbons.

Jim Beam American Stillhouse (Clermont, KY) – 45 min
Classic Kentucky bourbon experience and BBQ restaurant on site.

🌄 Scenic, Outdoor & Family Day Trips (40–75 minutes)
Bernheim Arboretum & Forest – 45 min
Home of the “Forest Giants” and beautiful trails.

Clifty Falls State Park (Madison, IN) – 70 min
Waterfalls, hiking, and stunning river views in Indiana.

Red River Gorge / Natural Bridge – 2 hrs
Worth the drive—hiking, climbing, and breathtaking views.

Kentucky Kingdom & Hurricane Bay – 40 min
Theme park and water park combo near downtown Louisville.

RENTAL AGREEMENT/REQUEST FOR CONTACT INFORMATION: In accordance with booking platform policy and local regulations, guests are required to provide contact information and sign all Rental Agreements within 24 hours of booking. If guests do not complete or refuse to sign the rental agreement, host reserves the right to cancel the reservation without penalty and the cancellation policy will still apply.

WIFI: All guests will be asked to enter email and phone number in order to access the free WiFi at this location. Contact confirmation is optional. In accordance with booking platform policy, we use apps to facilitate our guest experience and these apps may request contact information before, during, and after your confirmed stay.

KENTUCKY DERBY: All Kentucky Derby week/weekend reservations are non refundable, regardless of whether or not a rental agreement has been signed.

RECORDING DEVICES: Recording devices are located on the exterior of the property. Devices record audio and video and recordings are triggered by motion. Devices will be active during guests stay. Recording devices only capture views of the exterior. Guest safety and privacy are top priorities. These recording devices exist solely for the safety and security of our great guests!

NO SMOKING: Absolutely no smoking or vaping inside the home

CHECK IN: Contactless check in is available until 10 pm EST via keypad. Any guests planning to check in after 10 pm EST must notify the host in writing prior to 10 pm to make accommodations for after hours check in. The host may not be available to assist with any check in issues between 10 pm and 9 am EST

NUMBER OF GUESTS WE HOST: We expect to only host the number of people on your reservation only. For insurance and safety purposes, please make sure your reservation reflects the accurate number of people. Otherwise you may be subject to a fee and you may be asked to leave.

NOISE LEVELS: Please be mindful of noise levels at all times and be respectful of neighbors by adhering to the quiet hours.

PARTIES/EVENTS: Absolutely no parties or events are allowed without written approval from the host prior to check in.

Cancellation Policy: Ninety-seven percent (97.00%) of the total booking charges will be refunded if the cancellation is made more than 30 days prior to the arrival date of the reservation. Fifty percent (50.00%) of the total booking charges will be refunded if the cancellation is made more than 15 days prior to the arrival date of the reservation. For cancellations made within 15 days prior to the arrival date, no refund will be issued.

Louisville, Kentucky

Property Type House
Accommodation Entire Home
Check-In Lockbox
House Rules
  • Maximum occupancy: 16
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair inaccessible
  • Minimum age of primary renter: 21
  • Pets not allowed
General
  • Internet
  • Fireplace
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Private Living Room
  • Hair Dryer
  • Iron & Board
  • Wifi
  • Ceiling Fans
  • Laptop Friendly Workspace
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Lock On Bedroom Door
  • Extra Pillows & Blankets
  • Free Internet
  • Body Soap
  • Hair Conditioner
  • Shower Gel
  • Clothing Storage (closet or wardrobe)
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Spices/Pantry Items
  • Coffee Maker
  • Toaster
  • Ice Maker
  • Freezer
  • Blender
  • Kettle
  • Pots & Pans
  • Kitchen Island
  • Dining Table
  • Baking Sheet
  • Barbeque/Grill Utensils
  • Coffee
  • Wine Glasses
Dining
  • Child's Highchair
Bathrooms 4 Baths
  • Full – Shower, Toilet
  • Full – Shower, Toilet
  • Full – Shower, Toilet
  • Full – Shower, Toilet
Sleeping Arrangements 5 Bedrooms, sleeps 8-14
  • Bedroom – 1 King bed
  • Bedroom – 2 Queen beds, 2 Twin beds
  • Bedroom – 1 King bed
  • Bedroom – 1 King bed
  • Bedroom – 1 King bed
Entertainment
  • Television
  • Video Games
  • Games/Board Games
  • Books
  • Toys
  • Ping Pong Table
  • Piano
  • Home Theater
  • Theme Room
  • Playroom
Family
  • Baby Monitor
  • Babysitter Recommendations
  • Children's Dinnerware
  • Pack N Play/Travel Crib
  • Room Darkening Shades
  • Children's Books & Toys
Outdoor
  • Outdoor Grill
  • Deck/Patio (uncovered)
  • Balcony/Terrace
  • Lawn/Garden
  • Private Yard
  • Fire Pit
  • Outdoor Dining
  • Outdoor Seating
  • Hammock
  • Children's Bike
Vehicles
  • Parking
  • Free Parking
  • Street Parking
  • Free Parking On Premises
Other
  • Luggage Dropoff Allowed
  • Cleaning Before Checkout
Safety
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Emergency Exit Route
  • Fire Emergency Contact
  • Fire Extinguisher
  • First Aid Kit
  • Medical Emergency Contact
  • Exterior Lighting
  • Police Emergency Contact
  • Smoke Detector
  • Enhanced Cleaning Practices
  • Cleaning Disinfection
  • Common Surface Disinfectant Cleaned
  • Linens High Temp Wash
  • Cleaning Products
Expectations
  • Requires Stairs
  • Cameras/Surveillance
Check Out Tasks
  • Turn Things Off
  • Throw Away Trash
  • Lock Up
  • Gather Towels
  • Additional Requests