The Bonnycastle Massive 6BR New Orleans Themed Speakeasy, Bourbon Game Room & Hot Tub & Playground

With 8 beds (2 Kings, 4 Queens, 1 Full, 1 Twin), our historic 6BR, 3BA Highlands home is furnished to sleep 15. Designed with a New Orleans speakeasy vibe, it’s in a quiet neighborhood, steps to top restaurants, nightlife, and shopping. Churchill Downs and downtown are just 10 minutes away. Enjoy spacious bedrooms, two full kitchens, a game/dining room, a stylish living room, and a private fenced outdoor space with fire pit, playground and hot tub. Private parking ensures a stress-free stay.


Access code and check instructions will be sent to you day of arrival. We're local hosts and manage this property ourselves. We pride ourselves on a quick response time and making your stay amazing!

📍 Explore the Highlands – A Premier Louisville Neighborhood
Nestled in the heart of The Highlands, this home places you steps away from Bardstown Road, one of Louisville’s most vibrant areas. This lively stretch is filled with bars, restaurants, nightclubs, boutiques, and unique local businesses, making it the perfect place to explore.

✔ Cherokee Park – Designed by Frederick Law Olmsted, the mastermind behind Central Park in NYC, this beautiful park offers scenic trails, rolling green spaces, and a peaceful retreat in the city.
✔ Cave Hill Cemetery – A historic and stunning cemetery, home to famous Kentuckians like Muhammad Ali and Colonel Sanders.

🔑 Guest Access & Parking
As a guest, you’ll have full access to the entire property. An interior door will be unlocked to seamlessly combine both units, allowing the home to function as a single-family residence.

✔ Full Access – Includes both units, the fenced backyard, and all amenities
✔ Free Off-Street Parking – Private spaces behind the home
✔ Ample Street Parking – Available in the quiet neighborhood
✔ Convenient Entry – Enter the property through the fenced gate directly in front of the parking area

🥃 Historic Bourbon Country Retreat – Furnished to sleep 15 🥃
✨ A spacious, charming Victorian home in the heart of Louisville! ✨

Welcome to your perfect getaway in Bourbon Country, where historic charm meets modern comfort! Located in one of Louisville’s most walkable neighborhoods, this home is ideal for bourbon trail explorers, Derby-goers, and group getaways. With two full kitchens, spacious gathering areas, and a private backyard, it’s designed for comfort, convenience, and unforgettable memories.

🌟 Why You’ll Love It:
✔ Private Free Off-Street Parking in the back of the house
✔ 8-Person Hot Tub – unwind after a day of exploring
✔ 6 Spacious Bedrooms – plenty of room for everyone to unwind
✔ 2 Full Kitchens + Large Dining/Game Room – perfect for entertaining
✔ Prime Location – close to Bourbon Trail, Churchill Downs, Bardstown Rd, and Downtown Louisville
✔ Private Fenced Backyard – ideal for relaxing with a drink after a day of bourbon tasting
✔ Outdoor Firepit – perfect for cozy evenings (firewood not provided)
✔ Private Playground – Fun for Kids, Peace for Parents

🛝 Private Playground – Fun for Kids, Peace for Parents
✔ Swings, slide, and climbing features – great for burning energy

🏡 Historic Victorian Charm with Modern Comforts
✔ Original hardwood floors + high ceilings – a true taste of Old Louisville
✔ Flooded with natural light – creating a warm, inviting atmosphere
✔ Thoughtfully restored – preserving character while adding modern amenities

🍽 Two Fully Equipped Kitchens – Cook Like a Pro!
✔ Stainless steel appliances + butcher block countertops
✔ Perfect for group cooking or enjoying separate meals
✔ Gas range, quiet dishwasher, and everything you need to whip up a meal

🎲 Game Room & Spacious Living Areas
✔ Large dining/game room with Smart TV – perfect for poker nights or bourbon tastings
✔ Cozy living room with plenty of seating and natural light

🛏 Comfortable Sleeping for 15
✔ 6 Bedrooms (8 Beds) – Spread out over three floors!
✔ 2 King Bedrooms
✔ Plenty of storage space + luxurious linens for a restful night

🚿 3 Modern Bathrooms
✔ Walk-in showers & tub/shower combos for a spa-like experience
✔ Upgraded finishes with plenty of towels + toiletries provided

🌳 Relaxing Outdoor Space – Perfect for Bourbon Evenings!
✔ Front porch seating – enjoy your morning coffee or an evening Old Fashioned
✔ Private, fully fenced backyard – ideal for pets, yard games, and outdoor dining
✔ 8-Person Hot Tub – soak and relax under the stars
✔ Outdoor Firepit – great for cozy nights (firewood not provided)
✔ Gas grill + outdoor seating for a true Southern cookout experience

🛁 Hot Tub Rules
✔ The hot tub is locked and a code will be provided at check-in
✔ Guests must shower before using the hot tub
✔ Children under 18 must have adult supervision in the hot tub
✔ No glass allowed in or near the hot tub
✔ Separate towels are provided for hot tub
✔ Hot tub must be covered when not in use to maintain cleanliness and temperature

🐾 Dog-Friendly!
✔ Well-behaved dogs welcome ($50 per night per dog)
✔ Fully fenced backyard – a safe space for your pup to play
✔ Pre-approval required + pet agreement must be signed

🏇 Near All Major Attractions!
✔ Bourbon Trail Distilleries – minutes from Evan Williams, Angel’s Envy, and Rabbit Hole
✔ Churchill Downs & Kentucky Derby – just a short drive away!
✔ Bardstown Road Dining & Bars – walkable to Louisville’s best food & drinks
✔ Cherokee Park & Old Louisville – perfect for a morning stroll

🏡 Additional Amenities & Supplies
✔ Essential Toiletries – Shampoo, conditioner, body wash, hand soap
✔ Kitchen Basics – Dish soap, dishwasher detergent, laundry detergent
✔ Paper Products – 2 rolls of paper towels per kitchen + 2 rolls of TP per bathroom

🚨 Special Booking Terms for Peak Dates
✔ Bookings during Derby Week, Music Festivals, Holidays & Peak Dates require a separate agreement with an extended cancellation policy.

✔ All cancellations are subject to a 3-4% fee for credit card processing charges.
✔ Separate booking agreement required for all bookings.


⭐ What Guests Are Saying:
⭐⭐⭐⭐⭐ "The best Airbnb experience I’ve ever had! The home is full of character with modern touches, super comfortable beds, and a gorgeous fenced-in yard. Perfect for bourbon lovers and Derby visitors!" – Reanna, May

⭐⭐⭐⭐⭐ "This house has that classic Louisville charm! The private backyard, walkable neighborhood, and close proximity to the Bourbon Trail made this the perfect stay. The host went above and beyond!" – Nick

⭐⭐⭐⭐⭐ "A beautiful, historic home in a prime location! Minutes from distilleries, restaurants, and downtown. We loved gathering around the huge dining table and playing games at night!" – Kyle

🥃 Book Your Bourbon Country Getaway Today! 🥃
✔ Flexible booking options – secure your dates now!
✔ Fast & responsive hosts – ensuring your stay is seamless

📅 Don’t wait—experience the best of Louisville in this stunning historic home!


📍 Nearby Attractions & Distances
• Downtown / Waterfront Park – 3.6 miles
• 4th Street Live – 3.4 miles
• YUM! Center Arena – 3.7 miles
• Forecastle Music Festival – 3.6 miles
• Louder than Life Music Festival – 3.6 miles
• Bourbon and Beyond Music Festival – 3.6 miles
• University of Louisville Campus (Cardinal Stadium) – 3.6 miles
• Churchill Downs – 4.9 miles
• Louisville International Airport (SDF) – 5.6 miles
• Kentucky State Fairgrounds – 5 miles
• Kentucky International EXPO Convention Center – 3.7 miles

🥃 Why Stay With Us? Experienced Superhosts Who Know Bourbon Country!
As seasoned Superhosts and Preferred Hosts, we specialize in seamless, stress-free vacations for large groups. Unlike others who just pack in beds, we’ve thoughtfully designed this home for comfort, connection, and relaxation—ensuring you never feel crowded.

🏡 What Makes Us Different?
✔ Designed for Large Groups: Plenty of room to gather or find quiet spaces for a break.
✔ Fully Stocked for 15 Guests: Plates, mugs, towels, pillows, blankets, and more—we’ve got you covered!
✔ Endless Activities: Whether it’s exploring the Bourbon Trail, hitting the Derby, or enjoying a night in, there’s always something to do.
✔ Tested & Approved: Our own family vacations here, ensuring every detail is set for a perfect stay.
✔ Real Guest Experiences: Our 5-star reviews speak for themselves!

🐾 Dog-Friendly – Bring Your Four-Legged Friend!
✔ Dogs Only: Maximum 2 dogs, each under 60 lbs ($50 per night per dog).
❌ No cats or other animals allowed.
✔ Pre-Approval Required: You must sign a separate pet agreement, and all pets must be approved before booking.
🚨 Unapproved pets may result in cancellation without a refund.
✔ Pets cannot be left alone unless crated.

🔥 Fireplaces – For Display Only
✔ The fireplaces are not operational – but they add plenty of historic charm!