Escape to this expansive 2,700 sq ft Waddy countryside retreat with sleeping for up to 12 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.
The Space:
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.
▻ Spacious 3-level countryside retreat in Waddy, KY.
▻ 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.
Guest Access:
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
The Neighborhood:
Nearby Popular Spots (approx. drive times)
⊳ Outlet Shoppes of the Bluegrass (Simpsonville) ~ 8 Minute Drive
⊳ 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:
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.
Other Things to Note:
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 guarantee 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 guarantee 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.
Our prices include all fees. No hidden fees.
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Please read before booking.
We do not accept reservations from local guests, most especially for 1–2 night stays. This space is intended for trave...
Important information
You need to know
Property # 5313005
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the neighborhood
Waddy
Waddy is home to this vacation home. Whiskey Thief Distilling Co. and Weissinger Hills Golf Course are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Gallrein Farms and American Legion Post 34 Fairgrounds. Looking to enjoy an event or a game while in town? See what's happening at Clear Creek Tennis Center or Sycamore Tennis Center.
Whiskey Thief Distilling Co. - 15 min drive - 17.4 km
Weissinger Hills Golf Course - 15 min drive - 23.6 km
Frankfort Regional Medical Center - 16 min drive - 26.0 km
Salato Wildlife Education Center - 17 min drive - 24.6 km
Jeptha Creed Distillery - 17 min drive - 28.1 km
Getting around
Blue Grass Airport (LEX) - 53 min drive
Restaurants
Love's Travel Stop - 8 min drive
McDonald's - 8 min drive
The Farm Kitchen - 13 min drive
Three Boys Farm Distillery - 16 min drive
Subway - 8 min drive
Frequently asked questions
Is Countryside Retreat in Waddy | Game Room + 4BR pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Countryside Retreat in Waddy | Game Room + 4BR?
As of Jun 19, 2026, prices found for a 1-night stay for 2 adults at Countryside Retreat in Waddy | Game Room + 4BR on Jun 22, 2026 start from $476, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Countryside Retreat in Waddy | Game Room + 4BR?
Check-in begins at 3:00 PM.
What time is check-out at Countryside Retreat in Waddy | Game Room + 4BR?
Check-out is at 10:00 AM.
Where is Countryside Retreat in Waddy | Game Room + 4BR located?
Situated in Waddy, this vacation home is within 12 mi (20 km) of Whiskey Thief Distilling Co., Country Place Jamboree, and Weissinger Hills Golf Course. Bulleit Distilling Co. and Salato Wildlife Education Center are also within 16 mi (25 km).