Relax in Our Cozy Vacation Rentals
Explore beautiful getaways with family and friends today!
Relax in Our Cozy Vacation Rentals
Explore beautiful getaways with family and friends today!
Explore beautiful getaways with family and friends today!
Explore beautiful getaways with family and friends today!

Cozy charm in the heart of the Bluegrass.
A beautiful 1,250-square-foot log cabin perfectly situated in the heart of the Bluegrass State. Enjoy peaceful surroundings, rustic style, and modern comfort — just a short drive from the area’s best bourbon distilleries and local attractions.

Rustic comfort meets Red River Gorge beauty.
Nestled near the stunning Red River Gorge, Moonshine Ridge blends cabin coziness with modern amenities. Relax by the fire, enjoy scenic views, and unwind after a day of adventure in one of Kentucky’s most beautiful natural settings.

Relax. Recharge. Take in the view.
This beautiful new home offers a truly unique stay on Guist Creek Lake in Shelbyville, Kentucky. Enjoy peaceful water views and private dock access — perfect for morning coffee, fishing, or simply soaking up the lakeside serenity.

Small-town charm, modern comfort.
This beautifully designed home in Lawrenceburg, Kentucky combines classic farmhouse style with modern comfort. Located steps from Historic Main Street’s shops and dining — and only minutes from several famous bourbon distilleries — it’s the perfect home base for your Bourbon Trail getaway.

Comfort and convenience on the Trail.
This spacious two-bedroom, two-bathroom condo offers a single-level floor plan with private parking right at your door. Located just minutes from Bulleit Distillery, you’ll be perfectly positioned to explore all that the Bourbon Trail has to offer.

Comfort and convenience on the Trail.
This spacious two-bedroom, two-bathroom condo offers a single-level floor plan with private parking right at your door. Located just minutes from Bulleit Distillery, you’ll be perfectly positioned to explore all that the Bourbon Trail has to offer.
Make your visit unforgettable with our personalized add-on services. Whether you’d like your favorite groceries waiting when you arrive, a private chef to prepare a special meal, or local experiences arranged just for you — we’re here to make every detail effortless.
Enjoy the comfort of home with the luxury of thoughtful extras, all designed to help you relax, indulge, and make the most of your stay.

Treat yourself to an unforgettable dining experience right in your rental. Our private chefs craft custom menus using fresh, local ingredients — perfect for romantic dinners, family celebrations, or simply savoring a night in without the cooking.

Arrive to a fully stocked kitchen! Provide your grocery list in advance and we’ll handle the shopping and delivery, so you can start your stay relaxed, refreshed, and ready to enjoy.

Discover the best of the area! From wine tastings and hiking tours to boat rentals and horseback riding, we’ll help you plan activities tailored to your interests.

Mark your special moments with thoughtful touches — from birthday balloons and flowers to champagne on arrival. Let us know the occasion, and we’ll make it picture-perfect.

Enjoy a refreshed space mid-week with optional housekeeping or laundry services. Fresh linens, tidy rooms, and more time to focus on your vacation.

Start your stay on a delicious note — choose from our curated welcome baskets or custom charcuterie boards, ready upon arrival for a perfect first impression.

Nestled in the heart of Kentucky, our properties offer the perfect blend of small-town charm and modern convenience. From the world-famous Bourbon Trail and iconic horse racing at Churchill Downs and Keeneland to scenic hiking trails and historic downtowns, there’s something here for everyone to enjoy.
Spend your days touring local distilleries, exploring picturesque Main Streets, or relaxing lakeside with a glass of sweet tea (or bourbon). Whether you’re here for a weekend getaway or a longer stay, you’ll experience the warmth, hospitality, and spirit that make Kentucky truly unforgettable.
Your adventure starts here — in the heart of Bourbon and Horse Country.

Let us help you get ready for your getaway!
If you have a question about your vacation rental or our Luxury Add-Ons, just ask. We look forward to hearing from you.
822 Main St, Shelbyville, KY, USA
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822 Main Property Management, LLC
Shelbyville, Kentucky
📧 822main@att.net | By appointment only
*We’re often out in the field — the best way to reach us is by email at 822main@att.net.*
Short- & Long-Term Rentals • Property Management • Bourbon Trail Hospitality
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