Derby Resort|6000SF|Sleeps 24|Yard Oasis|Hot Tub|Dome|Pets|Luxe Amenities|Views

★ Deaconess Guesthouse ~ Iconic Luxury on the Ohio River ~ Walk to Downtown Jeffersonville & Louisville ★

Welcome to Deaconess Guesthouse—an iconic riverfront estate where historic charm meets modern luxury. Originally built in the 1800s as Jeffersonville’s first public hospital, this landmark property has been masterfully reimagined into a high-end retreat by Charming Vacation Homes. Today, it stands as one of the region’s most distinctive luxury rentals, offering sweeping Ohio River views and an unmatched walkable location.

Just steps from Downtown Jeffersonville and a short stroll over the Big Four Bridge to Downtown Louisville, guests enjoy effortless access to the area’s top dining, bourbon distilleries, entertainment, museum district and vibrant waterfront attractions—all while relaxing in serene riverfront privacy. Few homes offer this level of luxury, convenience and waterfront tranquility in one unforgettable setting.

★ A Luxury Retreat Designed for Groups, Weddings & Corporate Stays
This expansive estate accommodates up to 24 guests across:
- 8 beautifully designed bedrooms
- 6 spa-inspired bathrooms
- 4 private suite-style living areas

Every space blends timeless architecture with curated modern comforts—designer furnishings, warm textures, elegant lighting, and thoughtful details that elevate every moment of your stay.

★ Signature Amenities That Make Your Stay Extraordinary
• Private Hot Tub overlooking the river
• Riverside Fire Pit for relaxing evenings
• Wraparound Porches & Riverfront Balconies for sunrise coffee or sunset cocktails
• Magical Stargazing Dome — a favorite for kids and adults
• Ample On-Site Parking — a rare convenience for groups

★ Walk to Everything — The Best of Two Cities at Your Doorstep
From the front porch, you're steps away from:
- Downtown Jeffersonville’s restaurants, cafés, boutiques, and festivals
- Parks, riverfront trails, and family attractions
- Walk or drive minutes to Downtown Louisville for:
- Museum Row
- Kentucky bourbon experiences
- KFC Yum! Center
- Fourth Street Live!
- Waterfront Park
- Performing arts venues

The home also offers quick access to:
1. The Kentucky Bourbon Trail
2. Churchill Downs & Derby events
3. Big Four Pedestrian Bridge
4. Scenic biking & riverfront walking paths

★ A Place Where Luxury Creates Lasting Memories
Whether you’re soaking in the hot tub under the stars, sipping bourbon on the porch as riverboats pass or gathering with loved ones in beautifully designed living spaces, Deaconess Guesthouse provides an atmosphere that feels both luxurious and deeply welcoming.

This isn’t just a stay—it’s an experience your group will remember.

★ Now Booking Luxury Stays & Private Events
Perfect for:
• Corporate retreats & leadership offsites
• Wedding groups & milestone celebrations
• Family reunions & multi-family gatherings
• Weekend getaways, holidays, and special events

Reserve your stay at one of the region’s most exclusive riverfront estates—where history, luxury, and exceptional hospitality come together.
** Please note: A strict cancellation policy applies for Derby and Bourbon & Beyond dates. **

★ CONVENIENT LOCATION
The house is centrally located and is within a 10-15 minute Uber/Lyft drive to most locations:

- Big Four Walking Bridge (Connecting KY and IN) - 0.4 miles (2 mins)
- Churchill Downs (DERBY) - 7.7 miles (15 mins)
- Downtown Louisville/ 4th Street Live - 2.4 miles (6 mins)
- Waterfront Park - 3.4 miles (9 mins)
- KFC Yum Center - 2.3 miles (7 mins)
- Papa Johns Stadium (Cardinal Stadium) - 6.4 miles (11 mins)
- Kentucky Fairgrounds - 6.5 miles (10 min)
- University of Louisville - 6.5 miles (12 mins)
- Kentucky Exposition Center - 6.7 miles (11 mins)
- Kentucky Kingdom - 7.4 miles (13 mins)
- Highland Festival Grounds - 8.5 miles (12 mins)
- Louisville Airport - 8.6 miles (10 mins)
- Louisville Mega Cavern - 10.2 miles (19 mins)
- Ford LAP Plant - 10.9 miles (16 mins)
- UPS Worldport - 11.2 miles (20 mins)
- Waverly Hills Sanatorium - 17 miles (30 mins)
- Valhalla Golf Club - 19 miles (27 mins)

PROPERTY HIGHLIGHTS
★ Riverfront Luxury Escape – Wake up to breathtaking Ohio River sunrises and unwind each evening with shimmering waterfront views—an experience as rare as it is memorable.
★ Prime Walkable Location – Stroll to downtown Jeffersonville’s cafés, boutiques, parks and restaurants, or walk across the iconic Big Four Bridge into downtown Louisville. Churchill Downs is just a short drive away.
★ Historic Charm, Modern Elegance – A beautifully restored landmark blending timeless architecture with luxurious contemporary design and thoughtfully curated interiors throughout.
★ Perfect for Large Groups – Eight stylish bedrooms, six spa-inspired bathrooms, and multiple bright gathering spaces offer the ideal balance of comfort, privacy and connection.
★ Four Fully Equipped Kitchens – Premium appliances and well-stocked culinary spaces make cooking, hosting and multi-family stays effortless and enjoyable.
★ Scenic Outdoor Living – Sip your morning coffee on covered porches, relax on private balconies or simply enjoy the peaceful rhythm of riverfront living all day long.
★ Private Backyard Oasis – Soak in the hot tub, gather around the fire pit overlooking the water, dine in the gazebo/Hyperdome and enjoy lawn games with family and friends.
★ Entertainment for Everyone – Multiple lounges, Smart TVs, fast Wi-Fi and indoor/outdoor games keep guests of all ages entertained.
★ Kid & Pet Friendly – Thoughtful amenities ensure comfort for little ones and furry companions alike.
★ Your Premier Waterfront Getaway – A one-of-a-kind fusion of luxury, history and an unbeatable location—crafted for unforgettable stays and lifelong memories.

★ 2026 TOP EVENTS
- Trevor Wallace – Jan 9, 2026
- Harlem Globetrotters – Jan 16, 2026
- Neko Case – Jan 20, 2026
- Dinosaur World Live – Jan 23, 2026
- Candlelight: Coldplay & Imagine Dragons – Jan 23, 2026
- The Millennium Tour – Jan 23, 2026
- Bluegrass World of Wheels – Jan 24–25, 2026
- NouLou Chamber Players – Feb 2, 2026
- Black Violin – Feb 5, 2026
- The Great Gatsby – Feb 10–15, 2026
- Gary Owen – Feb 13, 2026
- Kinetic Light – Feb 14, 2026
- Cody Johnson – Feb 14, 2026
- Kindle the Flame – Feb 14, 2026
- NEEDTOBREATHE (Acoustic) – Feb 17, 2026
- Saxsquatch – Feb 20, 2026
- Growers Not Showers Party – Feb 21, 2026
- USA Gymnastics Winter Cup – Feb 20–22, 2026
- John Crist – Feb 22, 2026
- moe. – Feb 22, 2026
- Bourbon Classic – Feb 25–28, 2026
- The Lone Bellow – Feb 25, 2026
- LDB Fest – Feb 27–28, 2026
- Josiah Queen – Mar 7, 2026
- NouLou Chamber Players (Schubertiade) – Mar 9, 2026
- Sweet Honey in the Rock – Mar 29, 2026
- America: Happy Trails Tour – Apr 2, 2026
- Chelsea Handler – Apr 12, 2026
- Thunder Over Louisville – Apr 18, 2026
- Brandon Lake – Apr 24, 2026
- Great Steamboat Race – Apr 29, 2026
- Kentucky Oaks – May 1, 2026
- Kentucky Derby – May 2, 2026
- The Invaders – May 11, 2026
- World Oddities Expo – Jun 13–14, 2026
- Forrest Frank – Jul 28, 2026
- Kentucky State Fair – Aug 20–30, 2026
- Ray LaMontagne – Sep 6, 2026
- Big Four Art Festival – Sep 12–13, 2026
- Louder Than Life – Sep 17–20, 2026
- Bourbon & Beyond – Sep 24–27, 2026
- St. James Court Art Show – Oct 3–4, 2026
- NuLu Fest – Oct 9–11, 2026
- Halloween & Haunted Attractions – Oct 24–31, 2026
- Thanksgiving Week Travel – Nov 25–29, 2026
- Light Up Louisville – Nov 27, 2026
- Christmas at Frazier Museum – Dec 5–20, 2026
- Louisville Ballet: The Nutcracker – Dec 2026
- New Year’s Eve at Fourth Street Live! – Dec 31, 2026

★ 2026 TRADE SHOWS & EXPOS
- North American Honey Bee Expo — Jan 8–10, 2026
- Louisville Home + Garden Show — Jan 9–11, 2026
- Louisville Manufactured Housing Show — Jan 14–16, 2026
- NVP Product Expo — Jan 22–25, 2026
- Louisville Boat, RV & Sportshow — Jan 28–Feb 1, 2026
- Show of Shows (Military Antiques) — Jan 29–Feb 1, 2026
- National Farm Machinery Show — Feb 11–14, 2026
- Ace Hardware Spring Convention — Feb 24–26, 2026
- GAMA Expo — Mar 1–5, 2026
- Mid-America Trucking Show (MATS) — Mar 26–28, 2026
- Connect Spring Marketplace — Apr 14–16, 2026
- World Oddities Expo — Jun 13–14, 2026
- Equip Expo — Oct 20–23, 2026

★ OPTIONAL CONCIERGE ENHANCEMENTS
Make your stay even more effortless:
✔ Grocery Pre-Stocking – Walk into a fully prepared kitchen.
✔ Private Chef Experience – Perfect for celebrations or elevated evenings in.
✔ Custom Bourbon Tours & Chauffeur Services – Personalized for your group.

★ PEACE OF MIND AND EXCEPTIONAL GUEST COMFORT
✔ Professionally cleaned and sanitized
✔ Contactless self check-in for your convenience
✔ 24/7 guest support throughout your stay
✔ Exterior-only security cameras at the front of the home for guest safety and property protection

NOTE:
1. 25+ to book.
2. House Rules Required: E-sign rental agreement and submit a $500 security hold via secure OwnerRez (placed 2 days before arrival, released 7 days after departure if no damage).
3. Strict cancellation for Derby & Bourbon & Beyond dates.
4. No visitors unless pre-approved by the host.
5. Exterior cameras only (parking area & front door). No interior or backyard cameras.
6. Dome use: Not recommended during hot summer months.
7. No early check-in / late check-out on same-day turnovers.
8. When available: $100 (≤2 hrs), $250 (2–4 hrs), full night rate (>4 hrs).
9. Non-Airbnb refunds incur a 3% Stripe processing fee.

!! PLEASE REVIEW THE HOUSE RULES BEFORE BOOKING. THANKS !!