~ Deaconess Guesthouse — Iconic Luxury on the Ohio River ~
★ Walk to Downtown Jeffersonville & Louisville - Discounted Derby 2026 Dates Live - Book Now! ★
Discover Deaconess Guesthouse, an iconic riverfront estate where historic elegance meets modern luxury. Built in the late 1800s as Jeffersonville’s first public hospital, this landmark has been thoughtfully reimagined by Charming Vacation Homes into one of the region’s premier high-end retreats. With sweeping Ohio River views, timeless architecture and an unbeatable walkable location, it offers a truly exceptional stay for groups seeking comfort, beauty and convenience.
Just steps from Downtown Jeffersonville and a short stroll across the Big Four Bridge to Downtown Louisville, guests enjoy effortless access to top restaurants, bourbon distilleries, entertainment venues, Museum Row, and vibrant waterfront attractions—while still relaxing in the privacy of a serene riverfront setting.
★ Luxury Designed for Large Groups, Weddings & Corporate Stays
This expansive 8-bedroom, 6-bath estate sleeps up to 24 guests and features:
- Elegantly designed bedrooms with curated furnishings
- Spa-inspired bathrooms
- Multiple suite-style living areas for comfort and privacy
Historic charm blends seamlessly with modern sophistication, creating a warm, inviting atmosphere perfect for memorable gatherings.
★ Signature Amenities to Elevate Your Stay
• Private hot tub with river views
• Riverside fire pit for cozy evenings
• Wraparound porches & riverfront balconies for sunrise coffee or sunset cocktails
• Stargazing Dome — a magical favorite for all ages
• Ample, convenient on-site parking
★ Walk to Everything — The Best of Two Cities
From your front porch, explore:
- Downtown Jeffersonville’s restaurants, cafés, boutiques & festivals
- Riverfront trails and parks
- A short walk or drive to Downtown Louisville’s attractions:
- Museum Row
- Bourbon tasting experiences
- KFC Yum! Center & performing arts venues
- Fourth Street Live!
- Waterfront Park
Plus quick access to:
1. Churchill Downs & Kentucky Derby events
2. The Kentucky Bourbon Trail
3. Big Four Pedestrian Bridge
4. Scenic biking and walking paths
★ A Place Where Luxury Creates Lasting Memories
Sip bourbon on the porch as riverboats drift by… unwind in the hot tub under the stars… gather in beautifully designed living spaces that feel both luxurious and welcoming. Deaconess Guesthouse is more than a place to stay—it’s an unforgettable experience.
★ Now Booking Luxury Stays & Private Events
Perfect for:
• Corporate retreats & leadership offsites
• Wedding groups & milestone celebrations
• Family reunions & multi-family gatherings
• Weekend escapes, holidays & special events
Reserve your stay at one of Kentucky’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:
- Churchill Downs (DERBY) - 7.7 miles (15 mins)
- Big Four Walking Bridge (Connecting KY and IN) - 0.4 miles (2 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)
- University of Louisville - 6.5 miles (12 mins)
- Kentucky Fairgrounds - 6.5 miles (10 min)
- Kentucky Exposition Center - 6.7 miles (11 mins)
- Kentucky Kingdom - 7.4 miles (13 mins)
- Louisville Airport - 8.6 miles (10 mins)
- Highland Festival Grounds - 8.5 miles (12 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 Retreat – Wake up to stunning Ohio River sunrises and unwind with shimmering waterfront evenings—an experience as rare as it is unforgettable.
★ Unbeatable Walkable Location – Steps from Jeffersonville’s cafés, boutiques, parks and dining, with the Big Four Bridge providing a scenic walk into downtown Louisville. Close to Churchill Downs and top attractions.
★ Historic Elegance, Modern Comfort – A beautifully restored landmark blending timeless architectural charm with luxurious contemporary design and thoughtfully curated interiors.
★ Ideal for Large Groups – Eight stylish bedrooms, six spa-inspired bathrooms and multiple inviting gathering spaces offer the perfect balance of comfort, privacy and connection.
★ Four Fully Equipped Kitchens – Premium appliances and fully stocked culinary spaces make cooking, hosting and multi-family stays effortless.
★ Scenic Outdoor Living – Enjoy morning coffee on covered porches, relax on private balconies or soak in the peaceful rhythm of riverfront living all day long.
★ Private Backyard Oasis – Unwind in the hot tub, gather around the waterfront fire pit, dine in the gazebo/Hyperdome and enjoy lawn games with family and friends.
★ Entertainment for All – Multiple lounges, Smart TVs, fast Wi-Fi and indoor/outdoor games ensure fun for guests of every age.
★ Kid & Pet Friendly – Thoughtfully selected amenities provide comfort and convenience for little ones and furry companions alike.
★ Your Premier Waterfront Getaway – A one-of-a-kind blend of luxury, history and unmatched location—crafted for unforgettable stays and lifelong memories.
★ 2026 TOP EVENTS
- 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
- 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!
