Entire home
Speakeasy w/heated pool, hot tub, pond, game room
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Reviews
10 out of 10
Exceptional
8 bedrooms8+ bathroomsSleeps 16617.4 sq m
Popular amenities
Explore the area

Shelbyville, KY
- Place, Shelby Trails Park4 min drive
- Place, The Outlet Shoppes of the Bluegrass13 min drive
- Place, Persimmon Ridge Golf Club13 min drive
- Airport, Louisville, KY (SDF-Louisville Intl.)36 min drive
Rooms & beds
8 bedrooms (sleeps 16)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Bedroom 5
1 King Bed
Bedroom 6
1 King Bed
Bedroom 7
1 King Bed
Bedroom 8
1 King Bed
8 bathrooms, 1 half bathroom
Bathroom 1
Soap · Towels provided · Bathtub or shower · Bathtub · Bidet · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bidet · Shower only · Shampoo · Hair dryer
Bathroom 3
Soap · Towels provided · Bidet · Shower only · Shampoo · Hair dryer
Bathroom 4
Soap · Towels provided · Bidet · Shower only · Shampoo · Hair dryer
Bathroom 5
Soap · Towels provided · Bidet · Shower only · Shampoo · Hair dryer
Bathroom 6
Soap · Towels provided · Bidet · Shower only · Shampoo · Hair dryer
Bathroom 7
Soap · Towels provided · Bidet · Shower only · Shampoo · Hair dryer
Bathroom 8
Towels provided · Bidet
Bathroom 9
Spaces
Deck or patio
Kitchen
Separate dining area
Garden
Dining area
About this property
Speakeasy w/heated pool, hot tub, pond, game room
Discover the ultimate adult-only retreat at our secluded Private Bourbon Trail Speakeasy! Nestled in the heart of Shelbyville, this property is a luxurious launching point for various Bourbon Trail tours.
Enter our thoughtfully renovated home, inspired by a stylish dark academia speakeasy theme. Here, you`ll find ample space for relaxation and entertainment in the opulent 8-bedroom, 8-bathroom home comfortably sleeping 16 guests.
Designed with an open-floor concept, the central hub of our home blends elegance and comfort. Enjoy the coziness of the gas fireplace, lounge on the leather sofas while discussing upcoming adventures, or, perhaps, lose yourself in a good book with enchanting views as your backdrop.
Embrace your culinary skills in our well-equipped kitchen, featuring high-end appliances, ample counter space, and an oversized fridge and freezer. Two dining tables and additional bar seating facilitate shared dining experiences in the comfort of home.
Step outside to awash in the serenity of 14 fenced acres featuring a shimmering 5-acre pond. Lounge on the expansive sun-drenched deck, swim in the dazzling pool or treat yourself to a spa-like experience in one of the two hot tubs. Here, numerous secluded corners set the stage for relaxation, sunbathing, fishing, and stargazing.
The 4 detached, en-suite cabins provide additional privacy and breathtaking views of nature. Each comes with a coffee bar, mini fridge, and patio.
Night owls will appreciate the lighted walkways to the fire pit where the only disturbance will be the rustling of leaves in the nocturnal breeze.
Keep the fun going in the Game Barn, housing a game room and a cigar room (the only designated smoking area). Challenge your friends to a round of pool, ping pong, foosball, darts, shuffleboard, or golf stimulated games while sipping on your favorite drinks.
At the end of the day, retire to one of the ultra-comfortable bedrooms, each furnished with premium linens, smart TVs, and high-speed chargers. The main bedroom pampers with a dedicated coffee nook, a spacious bathroom with a copper tub, and rain shower.
Enjoy a worry-free stay with essential toiletries stocked in all 8 bathrooms, 7 of which offer full showers and bidets.
The property further offers air conditioning, heating, free parking, two EV chargers, and complimentary Wi-Fi. A strict emphasis on cleanliness ensures you a healthy, safe, and comfortable stay.
Book now and experience the dreamy blend of luxury and privacy at our charming speakeasy - we can`t wait to welcome you!
*RULES* PLEASE TREAT OUR PROPERTY AS YOUR OWN!
1. NO Parties/PET: Please kindly note that neither pets nor parties are allowed on the property. Either will results in a $500 fine Plus any damages that occur.
2. NO SMOKING: Apart from the designated cigar room, smoking indoors or near the entryways will incur a $500 cleaning and Ozone fee. This includes but not limited to Vaping, cigarettes, marijuana, or any other form of smoking. If you smoke outside, please clean up after yourself.
3. Hot Tub Rules:
Must be 18yo to enter hot tub. Must shower prior to entering the hot tub. No sunscreen, self tanner, or any creams can be on your body when you enter the hot tub. No glass containers.
Consult your physician before entering hot tub. NO lifeguard on duty. Enter at your own risk.
Cover hot tub when done, attach clips.
Failure to follow these rules will results in extra $200 cleaning fee.
4. POOL Rules:
Must be 18yo to swim alone. No glass containers near or in the pool. NO DIVING, the pool is only 5ft deep.
NO lifeguard on duty. Enter at your own risk
5: POND:
NO SWIMMING. NO DIVING. NO HUNTING the animals, Fishing is permitted, catch and release required!
6. NO Glitter/No Dye: Glitter is almost impossible to remove and will results in an extra $750 cleaning fee. Do not use any temporary or permanent hair dye or other dye products in the rental. Evidence of dye will results in $500 fine or more due to damage to sink, floors, carpets, etc.
7: DO NOT STEAL THE DECOR: we have inventory of all the unique items that are in our home. If you steal any of these items, you will be responsible for the price of the item and a $1000 fee for restocking.
The Primary contact is responsible to ensure all guests and anyone who enters the home during the stay abide by these rules.
*RUFUNDS* Any interval between April to September or for major holidays attracts a full refund for cancellations made 30 days prior to arrival date and 50% refunded if cancelled 14 days prior to arrival and no refund if cancel less than 14 days.
*For any rare mechanical failures in our amenities, we will seek immediate technical help but cannot offer refunds or compensation.
★ENJOY★ You are on vacation, please enjoy your stay.
*Our home is NOT appropriate for children. This is an Adult only home!
*Please park in the different driveway locations at the front of each building. Stay off the grass!
*No unregistered guests or visitors are allowed.
**RULES* PLEASE TREAT OUR PROPERTY AS YOUR OWN!
1. NO Parties/PET: Please kindly note that neither pets nor parties are allowed on the property. Either will results in a $500 fine Plus any damages that occur. If you have a service animal, you must disclose this information prior to booking. You are also responsible for any damages. If there is evidence of a pet being inside the home that was not given permission or damage done by a pet, you will be charged extra $500 for the cleaning that will be necessary. You could also be asked to leave the premises without refund due to breaking the rules.
2. NO SMOKING: Apart from the designated cigar room, smoking indoors or near the entryways will incur a $500 cleaning and Ozone fee. This includes but not limited to Vaping, cigarettes, marijuana, or any other form of smoking. If you smoke outside, please clean up after yourself.
3. Hot Tub Rules:
Must be 18yo to enter hot tub. Must shower prior to entering the hot tub. No sunscreen, self tanner, or any creams can be on your body when you enter the hot tub. No glass containers.
Consult your physician before entering hot tub. NO lifeguard on duty. Enter at your own risk.
Cover hot tub when done, attach clips.
Failure to follow these rules will results in extra $200 cleaning fee.
4. POOL Rules:
Must be 18yo to swim alone. No glass containers near or in the pool. NO DIVING, the pool is only 5ft deep.
NO lifeguard on duty. Enter at your own risk
5: POND:
NO SWIMMING. NO DIVING. NO HUNTING the animals, Fishing is permitted, catch and release required!
6. NO Glitter/No Dye: Glitter is almost impossible to remove and will results in an extra $750 cleaning fee. Do not use any temporary or permanent hair dye or other dye products in the rental. Evidence of dye will results in $500 fine or more due to damage to sink, floors, carpets, etc.
7: DO NOT STEAL THE DECOR: we have inventory of all the unique items that are in our home. If you steal any of these items, you will be responsible for the price of the item and a $1000 fee for restocking.
The Primary contact is responsible to ensure all guests and anyone who enters the home during the stay abide by these rules.
*There are outside cameras, none inside the house and none are facing the hot tub to give privacy. There are 2 ring flood lights facing the driveways and road. The ring doorbell for the side entry. A ring camera facing the driveway/gate. A ring camera facing the front door and one facing the side fence/gate. There is a camera facing the pool, one facing the pond, and one facing the back sliding glass door that are all on the back deck. NONE FACING THE HOT TUB. There are ring cameras facing the entry to the game barn/side fence/gate, one that sees all the cabins entryways, and one facing the firepit/pond. These are all on the game barn, NONE FACING THE HOT TUB!. Many of these locations are for insurance purposes. The cameras are in place to protect you and us. There are no cameras inside the house or facing the hot tubs.
*Please report any damages, breakages, or malfunctioning equipment immediately so that we may repair or replace the item. We understand that accidents happening but need to be notified.
*Please DO NOT Move furniture from one room to another to avoid any damages or breakages.
*No Eating or drinking in the Bedrooms.
*Please do not overstuff the washer/Dryer. If clothes are full of mud, please wash off outside first. Clean out dryer lint after each load. Please reuse pool towels to decrease water usage.
*Please turn off electronics and lock all doors every time you leave the house
*NO HUNTING ON THE PROPERTY!
*We are not responsible for any injuries or accidents that happen on the property. You know you are in the woods with other wildlife, bugs, and critters, please respect that. Your safety is your own responsibility. Please act accordingly.
**You DO NOT have to clean the house or strip the beds. Just take out the trash.
Please shut off all electrics and lock the doors when you exit the property.
Please be sure all fires are completely out each night and before you leave.
Enter our thoughtfully renovated home, inspired by a stylish dark academia speakeasy theme. Here, you`ll find ample space for relaxation and entertainment in the opulent 8-bedroom, 8-bathroom home comfortably sleeping 16 guests.
Designed with an open-floor concept, the central hub of our home blends elegance and comfort. Enjoy the coziness of the gas fireplace, lounge on the leather sofas while discussing upcoming adventures, or, perhaps, lose yourself in a good book with enchanting views as your backdrop.
Embrace your culinary skills in our well-equipped kitchen, featuring high-end appliances, ample counter space, and an oversized fridge and freezer. Two dining tables and additional bar seating facilitate shared dining experiences in the comfort of home.
Step outside to awash in the serenity of 14 fenced acres featuring a shimmering 5-acre pond. Lounge on the expansive sun-drenched deck, swim in the dazzling pool or treat yourself to a spa-like experience in one of the two hot tubs. Here, numerous secluded corners set the stage for relaxation, sunbathing, fishing, and stargazing.
The 4 detached, en-suite cabins provide additional privacy and breathtaking views of nature. Each comes with a coffee bar, mini fridge, and patio.
Night owls will appreciate the lighted walkways to the fire pit where the only disturbance will be the rustling of leaves in the nocturnal breeze.
Keep the fun going in the Game Barn, housing a game room and a cigar room (the only designated smoking area). Challenge your friends to a round of pool, ping pong, foosball, darts, shuffleboard, or golf stimulated games while sipping on your favorite drinks.
At the end of the day, retire to one of the ultra-comfortable bedrooms, each furnished with premium linens, smart TVs, and high-speed chargers. The main bedroom pampers with a dedicated coffee nook, a spacious bathroom with a copper tub, and rain shower.
Enjoy a worry-free stay with essential toiletries stocked in all 8 bathrooms, 7 of which offer full showers and bidets.
The property further offers air conditioning, heating, free parking, two EV chargers, and complimentary Wi-Fi. A strict emphasis on cleanliness ensures you a healthy, safe, and comfortable stay.
Book now and experience the dreamy blend of luxury and privacy at our charming speakeasy - we can`t wait to welcome you!
*RULES* PLEASE TREAT OUR PROPERTY AS YOUR OWN!
1. NO Parties/PET: Please kindly note that neither pets nor parties are allowed on the property. Either will results in a $500 fine Plus any damages that occur.
2. NO SMOKING: Apart from the designated cigar room, smoking indoors or near the entryways will incur a $500 cleaning and Ozone fee. This includes but not limited to Vaping, cigarettes, marijuana, or any other form of smoking. If you smoke outside, please clean up after yourself.
3. Hot Tub Rules:
Must be 18yo to enter hot tub. Must shower prior to entering the hot tub. No sunscreen, self tanner, or any creams can be on your body when you enter the hot tub. No glass containers.
Consult your physician before entering hot tub. NO lifeguard on duty. Enter at your own risk.
Cover hot tub when done, attach clips.
Failure to follow these rules will results in extra $200 cleaning fee.
4. POOL Rules:
Must be 18yo to swim alone. No glass containers near or in the pool. NO DIVING, the pool is only 5ft deep.
NO lifeguard on duty. Enter at your own risk
5: POND:
NO SWIMMING. NO DIVING. NO HUNTING the animals, Fishing is permitted, catch and release required!
6. NO Glitter/No Dye: Glitter is almost impossible to remove and will results in an extra $750 cleaning fee. Do not use any temporary or permanent hair dye or other dye products in the rental. Evidence of dye will results in $500 fine or more due to damage to sink, floors, carpets, etc.
7: DO NOT STEAL THE DECOR: we have inventory of all the unique items that are in our home. If you steal any of these items, you will be responsible for the price of the item and a $1000 fee for restocking.
The Primary contact is responsible to ensure all guests and anyone who enters the home during the stay abide by these rules.
*RUFUNDS* Any interval between April to September or for major holidays attracts a full refund for cancellations made 30 days prior to arrival date and 50% refunded if cancelled 14 days prior to arrival and no refund if cancel less than 14 days.
*For any rare mechanical failures in our amenities, we will seek immediate technical help but cannot offer refunds or compensation.
★ENJOY★ You are on vacation, please enjoy your stay.
*Our home is NOT appropriate for children. This is an Adult only home!
*Please park in the different driveway locations at the front of each building. Stay off the grass!
*No unregistered guests or visitors are allowed.
**RULES* PLEASE TREAT OUR PROPERTY AS YOUR OWN!
1. NO Parties/PET: Please kindly note that neither pets nor parties are allowed on the property. Either will results in a $500 fine Plus any damages that occur. If you have a service animal, you must disclose this information prior to booking. You are also responsible for any damages. If there is evidence of a pet being inside the home that was not given permission or damage done by a pet, you will be charged extra $500 for the cleaning that will be necessary. You could also be asked to leave the premises without refund due to breaking the rules.
2. NO SMOKING: Apart from the designated cigar room, smoking indoors or near the entryways will incur a $500 cleaning and Ozone fee. This includes but not limited to Vaping, cigarettes, marijuana, or any other form of smoking. If you smoke outside, please clean up after yourself.
3. Hot Tub Rules:
Must be 18yo to enter hot tub. Must shower prior to entering the hot tub. No sunscreen, self tanner, or any creams can be on your body when you enter the hot tub. No glass containers.
Consult your physician before entering hot tub. NO lifeguard on duty. Enter at your own risk.
Cover hot tub when done, attach clips.
Failure to follow these rules will results in extra $200 cleaning fee.
4. POOL Rules:
Must be 18yo to swim alone. No glass containers near or in the pool. NO DIVING, the pool is only 5ft deep.
NO lifeguard on duty. Enter at your own risk
5: POND:
NO SWIMMING. NO DIVING. NO HUNTING the animals, Fishing is permitted, catch and release required!
6. NO Glitter/No Dye: Glitter is almost impossible to remove and will results in an extra $750 cleaning fee. Do not use any temporary or permanent hair dye or other dye products in the rental. Evidence of dye will results in $500 fine or more due to damage to sink, floors, carpets, etc.
7: DO NOT STEAL THE DECOR: we have inventory of all the unique items that are in our home. If you steal any of these items, you will be responsible for the price of the item and a $1000 fee for restocking.
The Primary contact is responsible to ensure all guests and anyone who enters the home during the stay abide by these rules.
*There are outside cameras, none inside the house and none are facing the hot tub to give privacy. There are 2 ring flood lights facing the driveways and road. The ring doorbell for the side entry. A ring camera facing the driveway/gate. A ring camera facing the front door and one facing the side fence/gate. There is a camera facing the pool, one facing the pond, and one facing the back sliding glass door that are all on the back deck. NONE FACING THE HOT TUB. There are ring cameras facing the entry to the game barn/side fence/gate, one that sees all the cabins entryways, and one facing the firepit/pond. These are all on the game barn, NONE FACING THE HOT TUB!. Many of these locations are for insurance purposes. The cameras are in place to protect you and us. There are no cameras inside the house or facing the hot tubs.
*Please report any damages, breakages, or malfunctioning equipment immediately so that we may repair or replace the item. We understand that accidents happening but need to be notified.
*Please DO NOT Move furniture from one room to another to avoid any damages or breakages.
*No Eating or drinking in the Bedrooms.
*Please do not overstuff the washer/Dryer. If clothes are full of mud, please wash off outside first. Clean out dryer lint after each load. Please reuse pool towels to decrease water usage.
*Please turn off electronics and lock all doors every time you leave the house
*NO HUNTING ON THE PROPERTY!
*We are not responsible for any injuries or accidents that happen on the property. You know you are in the woods with other wildlife, bugs, and critters, please respect that. Your safety is your own responsibility. Please act accordingly.
**You DO NOT have to clean the house or strip the beds. Just take out the trash.
Please shut off all electrics and lock the doors when you exit the property.
Please be sure all fires are completely out each night and before you leave.
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10.0 out of 10, Exceptional, (1 review)
House Rules
Children
Adults only
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking allowed: in designated areas
ONLY IN THE CIGAR ROOM!
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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
We should mention
This property does not have any lifts
A car is recommended for transport to and from this property
About the area
Shelbyville
Located in Shelbyville, this holiday home is on a lake. Shelby County Community Theatre and La Grange Railroad Museum & Learning Center are cultural highlights, and some of the area's activities can be experienced at Persimmon Ridge Golf Club and Long Run Golf Course. Travelling with kids? Consider Oldham County Arts Center and Yew Dell Botanical Gardens. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking and horse riding nearby.

Shelbyville, KY
What's nearby
- Shelby Trails Park - 4 min drive - 3.8 km
- Whitney M. Young, Jr. Birthplace - 11 min drive - 12.2 km
- The Outlet Shoppes of the Bluegrass - 13 min drive - 13.9 km
- Persimmon Ridge Golf Club - 13 min drive - 14.8 km
- Beckley Creek Park - 18 min drive - 22.8 km
Getting around
Restaurants
- Zaxby's Chicken Fingers & Buffalo Wings - 15 min drive
- Claudia Sanders Dinner House - 15 min drive
- McDonald's - 12 min drive
- Culver's - 13 min drive
- J T's Pizza & Subs - 10 min drive
Frequently asked questions
About the host
Hosted by Joshua Flowers
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