Escape to this expansive 2,700 sq ft Waddy countryside retreat with sleeping for up to 18 guests across 4 bedrooms — including a 4-double-bed bunkhouse, a king master suite, and two upstairs bedrooms. Enjoy a game-ready downstairs lounge with poker table and Smart TV, a fully equipped kitchen, two living rooms, and 3.5 baths. A large private backyard, outdoor parking for 5 vehicles, and a quiet rural setting make it perfect for group retreats, family reunions, or Bourbon Trail trips.
NOTE: After booking confirmation, you will receive a short pre-arrival form from property management to be completed prior to arrival.
ACCESS TYPE
▻ Guests will have access to the entire home and private backyard.
PROPERTY LAYOUT
FIRST FLOOR:
▻ Living Room (Downstairs Lounge): Smart TV (LG), poker table.
▻ Bedroom 1 (Bunkhouse): 4 × double beds, attached bathroom, ceiling fan.
▻ Full Bathroom 1: Toilet, shower, bathtub, dual vanity.
SECOND FLOOR
▻ Living Room (Main): Smart TV, sofa
▻ Kitchen: Stove, oven, microwave, refrigerator, freezer, Keurig coffee maker.
▻ Bedroom 2 (Front, Master): 1 × King bed, dresser, closet, attached bathroom, ceiling fan.
▻ Half Bath (off Kitchen): Toilet.
▻ Full Bathroom 2 (en-siute): Toilet, shower, bathtub, dual vanity.
THIRD FLOOR:
▻ Bedroom 3 (Top of Stairs Right): 2 × single beds, closet, ceiling fan.
▻ Bedroom 4 (Top Floor Left): 2 × double beds, closet, ceiling fan.
▻ Full Bathroom 3: Toilet, shower, bathtub.
HIGHLIGHTS
▻ Spacious 3-level countryside retreat in Waddy, KY (sleeps up to 18).
▻ 4 bedrooms including a 4-double-bed bunkhouse — great for large groups or kids.
▻ Master suite with king bed and private en-suite bathroom.
▻ Game-ready downstairs lounge with poker table and Smart TV.
▻ Two comfortable living rooms with Smart TVs (LG).
▻ Fully equipped kitchen with Keurig coffee maker and Keurig pods.
▻ 3 full bathrooms + 1 half bath across all 3 floors.
▻ Large private backyard ideal for outdoor gatherings.
▻ Dedicated outdoor parking for up to 5 vehicles.
▻ Quiet rural setting perfect for retreats away from the city.
▻ Central air conditioning and heating with 2 thermostats (one per upper floor).
▻ Reliable WiFi throughout the property.
▻ Just minutes from Shelbyville and the Outlet Shoppes of the Bluegrass.
▻ Excellent base for the Kentucky Bourbon Trail (Buffalo Trace, Jeptha Creed, Wild Turkey, and more).
ACCESSIBILITY
▻ Three-story home with interior stairs connecting each level — not single-level accessible.
PARKING:
▻ Guests can park up to 5 cars in the dedicated outdoor parking. The garage is reserved for maintenance access only — guests should not enter the garage.
ENTERING THE HOME:
▻ The Home is Accessed Via Self Check-In
Nearby Popular Spots (approx. drive times)
⊳ Outlet Shoppes of the Bluegrass (Simpsonville) ~ 8 Minute Drive
⊳ Downtown Shelbyville ~ 12 Minute Drive
⊳ Jeptha Creed Distillery (Shelbyville) ~ 12 Minute Drive
⊳ Bulleit Frontier Whiskey Experience (Shelbyville) ~ 15 Minute Drive
⊳ Talon Winery (Shelbyville) ~ 15 Minute Drive
⊳ Frankfort (State Capital) ~ 30 Minute Drive
⊳ Buffalo Trace Distillery (Frankfort) ~ 30 Minute Drive
⊳ Four Roses Distillery (Lawrenceburg) ~ 30 Minute Drive
⊳ Wild Turkey Distillery (Lawrenceburg) ~ 35 Minute Drive
⊳ Downtown Louisville ~ 40 Minute Drive
⊳ Churchill Downs (Louisville) ~ 40 Minute Drive
⊳ Bardstown (Bourbon Capital) ~ 45 Minute Drive
⊳ Heaven Hill Distillery (Bardstown) ~ 45 Minute Drive
⊳ Lexington ~ 45 Minute Drive
Breakfast / Coffee Spots
⊳ Sixth & Main Coffeehouse (Shelbyville) ~ 12 Minute Drive
⊳ Cracker Barrel (Simpsonville) ~ 8 Minute Drive
⊳ The Bell House Restaurant (Shelbyville) ~ 12 Minute Drive
Lunch / Dinner Spots
⊳ Claudia Sanders Dinner House (Shelbyville) ~ 12 Minute Drive
⊳ The Bell House Restaurant (Shelbyville) ~ 12 Minute Drive
⊳ Olde Stone Inn (Simpsonville) ~ 8 Minute Drive
⊳ 71 South Restaurant (Shelbyville) ~ 12 Minute Drive
⊳ Science Hill Inn (Shelbyville) ~ 12 Minute Drive
Bourbon Trail Distilleries
⊳ Jeptha Creed (Shelbyville) ~ 12 Minute Drive
⊳ Bulleit Frontier Whiskey Experience (Shelbyville) ~ 15 Minute Drive
⊳ Buffalo Trace (Frankfort) ~ 30 Minute Drive
⊳ Four Roses (Lawrenceburg) ~ 30 Minute Drive
⊳ Wild Turkey (Lawrenceburg) ~ 35 Minute Drive
⊳ Heaven Hill (Bardstown) ~ 45 Minute Drive
⊳ Maker's Mark (Loretto) ~ 1 Hour Drive
Shopping & Attractions
⊳ Outlet Shoppes of the Bluegrass (Simpsonville) ~ 8 Minute Drive
⊳ Kentucky Horse Park (Lexington) ~ 50 Minute Drive
Note: These drive times are approximate and may vary depending on traffic.
GETTING AROUND:
▻ We recommend Uber or Lyft. We have not had any issues with either.
EVENT OR TOUR OPTIONS:
▻ If you are looking for a tour guide or event transportation in the area, please let us know! We would be happy to help.
We take pride in offering a clean, comfortable, and welcoming space for your stay. The home is professionally cleaned and well-maintained, though minor signs of age may be present as this is a well-loved home rather than a hotel-style property. If anything needs attention, we’ll address it promptly to ensure a stress-free visit. We kindly ask that you treat the home as your own, and guests are responsible for any damages or loss, which should be reported immediately.
HOUSE RULES:
▻ Please do not unplug any electronics that are currently connected. Unplugging devices may result in a $100 fee.
▻ Strictly NO PARTIES.
▻ Please observe quiet hours between 10 PM and 8 AM
▻ Strictly NO SMOKING
▻ Kindly keep noise and activity neighbor-friendly.
▻ Please ensure pets are cleaned up after.
▻ Visitors and unauthorized guests are not allowed
By booking this property, you agree to follow all rules and guidelines outlined in the listing. Failure to comply may result in a $500 fee, charged to the credit card used for the reservation.
POLICIES:
▻ Early Check-In – We’ll do our best to accommodate! Same-day requests depend on our cleaning team, and for future stays, the only guaranteed option is booking the prior night (if available).
▻ Luggage Drop – We’re happy to allow luggage drop with prior host approval.
▻ Late Check-Out – Let us know by the day before. To ******** a late check-out, the following night would need to be booked. Please note, unapproved late check-outs may incur a $50/hour fee, and check-outs at 12 PM or later will be considered an extra night’s stay.
▻ Package Delivery – We cannot ******** safe or timely receipt of packages sent to the home. For reliability, we recommend using a local pick-up location or requesting doorstep delivery if sending items here.
▻ Pet Policy – We’re happy to welcome pets! A $140 non-refundable fee applies, plus $50 for each additional pet. This helps cover the extra deep cleaning to keep the home fresh for all guests.
▻ Third-Party Bookings - We cannot accept bookings made on behalf of someone else.
▻ Mail Back Service - If you forget something, we can mail it back for a $50 fee (as long as it’s not an oversized item)
▻ Cancellation - To receive a full refund, you must cancel within 24 hours before check-in. Any cancellations after this window will be charged according to the number of nights stayed.
▻ There are exterior cameras installed above the front door and above the back door. It is on and recording 24/7 to help ensure the safety of you and the property during your stay.
Escape to this expansive 2,700 sq ft Waddy countryside retreat with sleeping for up to 18 guests across 4 bedrooms — including a 4-double-bed bunkhouse, a king master suite, and two upstairs bedrooms. Enjoy a game-ready downstairs lounge with poker table and Smart TV, a fully equipped kitchen, two living rooms, and 3.5 baths. A large private backyard, outdoor parking for 5 vehicles, and a quiet rural setting make it perfect for group retreats, family reunions, or Bourbon Trail trips.
NOTE: After booking confirmation, you will receive a short pre-arrival form from property management to be completed prior to arrival.
ACCESS TYPE
▻ Guests will have access to the entire home and private backyard.
PROPERTY LAYOUT
FIRST FLOOR:
▻ Living Room (Downstairs Lounge): Smart TV (LG), poker table.
▻ Bedroom 1 (Bunkhouse): 4 × double beds, attached bathroom, ceiling fan.
▻ Full Bathroom 1: Toilet, shower, bathtub, dual vanity.
SECOND FLOOR
▻ Living Room (Main): Smart TV, sofa
▻ Kitchen: Stove, oven, microwave, refrigerator, freezer, Keurig coffee maker.
▻ Bedroom 2 (Front, Master): 1 × King bed, dresser, closet, attached bathroom, ceiling fan.
▻ Half Bath (off Kitchen): Toilet.
▻ Full Bathroom 2 (en-siute): Toilet, shower, bathtub, dual vanity.
THIRD FLOOR:
▻ Bedroom 3 (Top of Stairs Right): 2 × single beds, closet, ceiling fan.
▻ Bedroom 4 (Top Floor Left): 2 × double beds, closet, ceiling fan.
▻ Full Bathroom 3: Toilet, shower, bathtub.
HIGHLIGHTS
▻ Spacious 3-level countryside retreat in Waddy, KY (sleeps up to 18).
▻ 4 bedrooms including a 4-double-bed bunkhouse — great for large groups or kids.
▻ Master suite with king bed and private en-suite bathroom.
▻ Game-ready downstairs lounge with poker table and Smart TV.
▻ Two comfortable living rooms with Smart TVs (LG).
▻ Fully equipped kitchen with Keurig coffee maker and Keurig pods.
▻ 3 full bathrooms + 1 half bath across all 3 floors.
▻ Large private backyard ideal for outdoor gatherings.
▻ Dedicated outdoor parking for up to 5 vehicles.
▻ Quiet rural setting perfect for retreats away from the city.
▻ Central air conditioning and heating with 2 thermostats (one per upper floor).
▻ Reliable WiFi throughout the property.
▻ Just minutes from Shelbyville and the Outlet Shoppes of the Bluegrass.
▻ Excellent base for the Kentucky Bourbon Trail (Buffalo Trace, Jeptha Creed, Wild Turkey, and more).
ACCESSIBILITY
▻ Three-story home with interior stairs connecting each level — not single-level accessible.
PARKING:
▻ Guests can park up to 5 cars in the dedicated outdoor parking. The garage is reserved for maintenance access only — guests should not enter the garage.
ENTERING THE HOME:
▻ The Home is Accessed Via Self Check-In
Nearby Popular Spots (approx. drive times)
⊳ Outlet Shoppes of the Bluegrass (Simpsonville) ~ 8 Minute Drive
⊳ Downtown Shelbyville ~ 12 Minute Drive
⊳ Jeptha Creed Distillery (Shelbyville) ~ 12 Minute Drive
⊳ Bulleit Frontier Whiskey Experience (Shelbyville) ~ 15 Minute Drive
⊳ Talon Winery (Shelbyville) ~ 15 Minute Drive
⊳ Frankfort (State Capital) ~ 30 Minute Drive
⊳ Buffalo Trace Distillery (Frankfort) ~ 30 Minute Drive
⊳ Four Roses Distillery (Lawrenceburg) ~ 30 Minute Drive
⊳ Wild Turkey Distillery (Lawrenceburg) ~ 35 Minute Drive
⊳ Downtown Louisville ~ 40 Minute Drive
⊳ Churchill Downs (Louisville) ~ 40 Minute Drive
⊳ Bardstown (Bourbon Capital) ~ 45 Minute Drive
⊳ Heaven Hill Distillery (Bardstown) ~ 45 Minute Drive
⊳ Lexington ~ 45 Minute Drive
Breakfast / Coffee Spots
⊳ Sixth & Main Coffeehouse (Shelbyville) ~ 12 Minute Drive
⊳ Cracker Barrel (Simpsonville) ~ 8 Minute Drive
⊳ The Bell House Restaurant (Shelbyville) ~ 12 Minute Drive
Lunch / Dinner Spots
⊳ Claudia Sanders Dinner House (Shelbyville) ~ 12 Minute Drive
⊳ The Bell House Restaurant (Shelbyville) ~ 12 Minute Drive
⊳ Olde Stone Inn (Simpsonville) ~ 8 Minute Drive
⊳ 71 South Restaurant (Shelbyville) ~ 12 Minute Drive
⊳ Science Hill Inn (Shelbyville) ~ 12 Minute Drive
Bourbon Trail Distilleries
⊳ Jeptha Creed (Shelbyville) ~ 12 Minute Drive
⊳ Bulleit Frontier Whiskey Experience (Shelbyville) ~ 15 Minute Drive
⊳ Buffalo Trace (Frankfort) ~ 30 Minute Drive
⊳ Four Roses (Lawrenceburg) ~ 30 Minute Drive
⊳ Wild Turkey (Lawrenceburg) ~ 35 Minute Drive
⊳ Heaven Hill (Bardstown) ~ 45 Minute Drive
⊳ Maker's Mark (Loretto) ~ 1 Hour Drive
Shopping & Attractions
⊳ Outlet Shoppes of the Bluegrass (Simpsonville) ~ 8 Minute Drive
⊳ Kentucky Horse Park (Lexington) ~ 50 Minute Drive
Note: These drive times are approximate and may vary depending on traffic.
GETTING AROUND:
▻ We recommend Uber or Lyft. We have not had any issues with either.
EVENT OR TOUR OPTIONS:
▻ If you are looking for a tour guide or event transportation in the area, please let us know! We would be happy to help.
We take pride in offering a clean, comfortable, and welcoming space for your stay. The home is professionally cleaned and well-maintained, though minor signs of age may be present as this is a well-loved home rather than a hotel-style property. If anything needs attention, we’ll address it promptly to ensure a stress-free visit. We kindly ask that you treat the home as your own, and guests are responsible for any damages or loss, which should be reported immediately.
HOUSE RULES:
▻ Please do not unplug any electronics that are currently connected. Unplugging devices may result in a $100 fee.
▻ Strictly NO PARTIES.
▻ Please observe quiet hours between 10 PM and 8 AM
▻ Strictly NO SMOKING
▻ Kindly keep noise and activity neighbor-friendly.
▻ Please ensure pets are cleaned up after.
▻ Visitors and unauthorized guests are not allowed
By booking this property, you agree to follow all rules and guidelines outlined in the listing. Failure to comply may result in a $500 fee, charged to the credit card used for the reservation.
POLICIES:
▻ Early Check-In – We’ll do our best to accommodate! Same-day requests depend on our cleaning team, and for future stays, the only guaranteed option is booking the prior night (if available).
▻ Luggage Drop – We’re happy to allow luggage drop with prior host approval.
▻ Late Check-Out – Let us know by the day before. To ******** a late check-out, the following night would need to be booked. Please note, unapproved late check-outs may incur a $50/hour fee, and check-outs at 12 PM or later will be considered an extra night’s stay.
▻ Package Delivery – We cannot ******** safe or timely receipt of packages sent to the home. For reliability, we recommend using a local pick-up location or requesting doorstep delivery if sending items here.
▻ Pet Policy – We’re happy to welcome pets! A $140 non-refundable fee applies, plus $50 for each additional pet. This helps cover the extra deep cleaning to keep the home fresh for all guests.
▻ Third-Party Bookings - We cannot accept bookings made on behalf of someone else.
▻ Mail Back Service - If you forget something, we can mail it back for a $50 fee (as long as it’s not an oversized item)
▻ Cancellation - To receive a full refund, you must cancel within 24 hours before check-in. Any cancellations after this window will be charged according to the number of nights stayed.
▻ There are exterior cameras installed above the front door and above the back door. It is on and recording 24/7 to help ensure the safety of you and the property during your stay.
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