Kentucky Estate: Speakeasy, Theater & Sleeps 20
Shelbyville, KY, United States
Oak & Ember Estate is an 8-bedroom Kentucky retreat sleeping up to 20 on 5 private acres. Hidden speakeasy with poker table, private cinema, converted garage game room with putting green and billiards, hot tub, pickleball court, and a gourmet kitchen built for groups. 30 minutes from Churchill Downs. The perfect home base for bourbon trail adventures, Derby weekend, family reunions, and corporate retreats. Guests say they never wanted to leave.
Good to know
Oak & Ember Estate is a professionally designed 8-bedroom retreat on 5 secluded acres in Shelbyville, Kentucky — the heart of bourbon country. Whether your group is here to conquer the Bourbon Trail, celebrate a milestone, run a corporate retreat, or simply disappear into the Kentucky countryside for a few days, this estate was built to make every hour memorable. Guests consistently say it was the best Airbnb they have ever stayed in. Several say they barely left. *LOCATION* Churchill Downs (Kentucky Derby): 28 miles (35 min) Downtown Louisville: 30 miles (35 min) Louisville International Airport (SDF): 31.5 miles (35 min) Jephtha Creed Distillery: 5.1 miles (10 min) Bulleit Distillery: 9.7 miles (15 min) Kentucky Artisan Distillery: 15.7 miles (30 min) Woodford Reserve: 36 miles (40 min) Wild Turkey: 32 miles (40 min) Downtown Shelbyville: 5 minutes *BEDROOMS AND SLEEPING* 8 bedrooms · 10 beds + queen sleeper sofa · sleeps up to 20 Total of 11 beds including sleeper sofa bed . Every bedroom has a 55" Smart TV. MAIN LEVEL • Primary Suite — king bed · private sitting area · dedicated workspace · curated musical instrument displays · en suite with soaking tub, separate shower, and double vanity • Bedroom 2 — king bed SECOND FLOOR • Bedroom 3 — king bed • Bedroom 4 — king bed • Bedroom 5 — queen bed • Bedroom 6 — queen bed ATTIC SUITE • Bedroom 7 — two queen beds · dedicated workspace · en suite with rainfall shower and dual vanities BASEMENT • Bedroom 8 — two queen beds • Living Room — queen sleeper sofa (overflow sleeping for 2) *BATHROOMS* 4.5 bathrooms throughout the estate. The attic bath has a walk-in rainfall shower. The master bath features a soaking tub, separate standing shower, and double vanity. Two additional full baths on the second floor and basement. Half bath on the main floor off the common areas. *THE HIDDEN SPEAKEASY* Find the concealed door. Step into an authentic speakeasy with Kentucky bourbon-themed decor, a genuine saloon atmosphere, and a full poker table. This is where the group ends up after the distilleries close. Bring your bourbon purchases back here and keep the evening going. Guests call it the most memorable room in the house. *PRIVATE CINEMA* Premium reclining seats, immersive surround sound, and a big screen built for movie marathons and major sporting events. Guests say this alone makes the stay worth it. *GAME ROOM* A custom-converted garage adjacent to the kitchen with golf putting simulation, billiards, classic arcade machines, and more. Not an afterthought — a full entertainment destination for adults and kids alike. *PICKLEBALL COURT* A dedicated pickleball court on the property. Guests love it. Equipment provided. *OUTDOOR SPACES* Five private acres of Kentucky countryside. Manicured grounds with premium outdoor seating, propane grill, hot tub under the stars, and fire pit. The outdoor dining table seats 10 for alfresco dinners after a day on the Bourbon Trail. Two electric fireplaces inside add ambiance on cooler evenings. *GOURMET KITCHEN* Professional-grade oven, full refrigerator and freezer, dishwasher, icemaker, pot filler, and microwave. Keurig, Nespresso, and French press for coffee in the morning. Premium cookware, serving pieces, and all essentials. Formal dining for 8, kitchen island seating for 2, outdoor table for 10. Spacious enough for groups who want to cook together or bring a private chef. *LIVING AND GATHERING SPACES* Two distinct living areas. The main floor living room has sophisticated seating, curated decor, and a 65" Smart TV. The lower level has additional comfortable seating, entertainment options, and another 65" TV. Multiple gathering spaces across the property so a group of 20 never feels crowded. *CORPORATE AND GROUP RETREATS* The estate has hosted executive team retreats, work group getaways, and milestone celebrations alongside bourbon weekends and family reunions. The multi-level layout, multiple gathering spaces, multiple workspaces, and high-speed WiFi make it genuinely functional for groups that want to mix business and leisure. Guests who have used it for corporate retreats consistently say they would not have changed a thing. *WHO STAYS HERE* Bourbon enthusiasts who want a proper home base for the trail, with a speakeasy to bring the experience home at the end of the day. Bachelor and bachelorette parties who want more than a hotel. Families gathering for Thanksgiving, Christmas, reunions, and post-Derby celebrations. Corporate and executive teams who need a fully equipped retreat with indoor and outdoor entertainment for 10 to 20 people. Anyone who wants Kentucky at its most luxurious. Guests say they never left. That is the standard. No parties or events. No smoking. Up to 6 cars.
Other Details to Note
Smart TVs in every bedroom and both living rooms. Use your own streaming logins (Netflix, Hulu, Disney+) and please log out at checkout. Cable TV via Spectrum app. Two exterior cameras only, no indoor cameras. One at the front door, one above the garage facing the parking pad. Fire extinguishers and first aid kits throughout the estate. Smoke alarms and carbon monoxide detectors throughout. Washer and dryer with premium laundry supplies provided. High-speed WiFi throughout the property. Pack and play and high chair available for families with young children. No parties or events. No smoking. Maximum 6 vehicles.
What this place offers
Common
- Air conditioning
- Cleaning products
- Cooking basics Pots and pans, oil, salt and pepper
- Dishes and silverware
- Dryer In the building, free or for a fee
- Hair dryer
- Heating Central heating or a heater in the listing
- Hot tub
- Kitchen Space where guests can cook their own meals
- Dedicated workspace
- TV
- Washing Machine
- Wifi
Outdoors
- Alfresco dining
- BBQ
- Fire pit
- Garden or backyard
- Outdoor seating
- Patio
- Sun loungers
Entertainment
- Arcade machine
- Books
- Home theater
- Pool table
- Record player
- Theme room
What this place offers
Common
- Air conditioning
- Cleaning products
- Cooking basics Pots and pans, oil, salt and pepper
- Dishes and silverware
- Dryer In the building, free or for a fee
- Hair dryer
- Heating Central heating or a heater in the listing
- Hot tub
- Kitchen Space where guests can cook their own meals
- Dedicated workspace
- TV
- Washing Machine
- Wifi
Outdoors
- Alfresco dining
- BBQ
- Fire pit
- Garden or backyard
- Outdoor seating
- Patio
- Sun loungers
Entertainment
- Arcade machine
- Books
- Home theater
- Pool table
- Record player
- Theme room
Kitchen and dining
- Baking sheet
- Barbecue utensils
- Blender
- Coffee
- Coffee maker
- Dining table
- Dishwasher
- Freezer
- Hot water kettle
- Kitchenette
- Microwave
- Mini Fridge
- Oven
- Refrigerator
- Stove
- Toaster
- Wine glasses
Bathroom
- Bathtub
- Body soap
- Conditioner
- Hot Water
- Shampoo
- Shower gel
Bedroom and laundry
- Bed linens
- Extra pillows and blankets
- Hangers
- Iron
- Room-darkening shades
- Clothing storage
Family
- Board games
- Children's tableware
- Fireplace guards
- High chair
- Stair gates
- Travel crib
Home safety
- Carbon monoxide detector
- Fire extinguisher
- First aid kit
- Smoke detector
Heating and cooling
- Ceiling fan
- Indoor fireplace
- Portable fans
Services
- Cleaning before checkout
Parking and facilities
- Free parking on premises
- Private living room
- Sauna
Location features
- Private entrance Separate street or building entrance
Accessibility and Availability
Neighborhood
Quiet, residential neighborhood. Please be respectful of the neighbors.
Guest Access
The entire estate is yours from check-in to check-out. Check-in: 4 PM / Check-out: 10 AM via smart keypad at the back door. Your unique code is sent before arrival. Parking: up to 6 cars on the property. The garage is not accessible to vehicles.
Find us
Shelbyville, KY, United States
Car required for transportation. Up to 6 cars allowed.
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Approximate location. Full address will be provided on booking.