Deaconess Guesthouse - Historic Riverfront Luxury Walk to Downtown Jeffersonville and Louisville
Welcome to Deaconess Guesthouse, a rare 1800s historic landmark thoughtfully reimagined into a luxury riverfront estate by Charming Vacation Homes. Set along the Ohio River, this one-of-a-kind retreat blends timeless architecture with modern comfort, offering scenic water views and an unbeatable walkable location ideal for memorable group stays.
★ Prime location with easy access to top attractions
Walk to downtown Jeffersonville’s dining, cafes, shops, and festivals, or cross the iconic Big Four Bridge into downtown Louisville for Waterfront Park, Museum Row, bourbon distilleries, live music, and nightlife. You are also just minutes from Churchill Downs and the Bourbon Trail, making this an ideal home base for Derby events and bourbon experiences.
★ Designed for elevated group getaways
This expansive 8-bedroom, 6-bath home comfortably sleeps up to 24 guests and features beautifully designed bedrooms, spa-inspired bathrooms, and multiple indoor and outdoor gathering spaces that balance privacy and connection.
★ Luxury amenities included:
1. Private hot tub
2. Riverside fire pit
3. Wraparound porches and riverfront balconies for relaxing and entertaining
4. Stargazing dome, a guest favorite
5. Ample on-site parking
Whether you are planning a corporate retreat, wedding weekend, family reunion or milestone celebration, Deaconess Guesthouse delivers an elevated stay where history, luxury, views and location come together seamlessly. Reserve your stay today.
*** 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)
- 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)
- Churchill Downs (DERBY) - 7.7 miles (15 mins)
- University of Louisville - 6.5 miles (12 mins)
- Papa Johns Stadium (Cardinal Stadium) - 6.4 miles (11 mins)
- Churchill Downs (DERBY) - 7.7 miles (15 mins)
- Kentucky Exposition Center - 6.7 miles (11 mins)
- Louisville Airport - 8.6 miles (10 mins)
- Kentucky Kingdom - 7.4 miles (13 mins)
- Highland Festival Grounds - 8.5 miles (12 mins)
- Louisville Mega Cavern - 10.2 miles (19 mins)
- UPS Worldport - 11.2 miles (20 mins)
- University of Louisville - 6.5 miles (12 mins)
- Valhalla Golf Club - 19 miles (27 mins)
- Waverly Hills Sanatorium - 17 miles (30 mins)
PROPERTY HIGHLIGHTS
★ Riverfront Luxury Retreat - Wake up to glowing Ohio River sunrises and unwind with tranquil waterfront evenings—rare, peaceful and unforgettable.
★ Prime Walkable Location - Steps to Jeffersonville’s cafés, shops, parks and dining, plus an easy stroll over the Big Four Bridge into downtown Louisville. Just minutes to Churchill Downs and top attractions.
★ Historic Charm, Modern Elegance - A beautifully restored landmark blending timeless character with elevated, designer comfort.
★ Ideal for Groups - 8 stylish bedrooms, 6 spa-inspired baths and multiple gathering spaces offering both connection and privacy.
★ Four Full Kitchens - Fully equipped with premium appliances—perfect for hosting, multi-family stays and effortless meals.
★ Indoor–Outdoor Living - Covered porches, private balconies and serene riverfront spaces for relaxing any time of day.
★ Private Backyard Oasis - Hot tub, waterfront fire pit, gazebo/Hyperdome dining and lawn games for memorable moments together.
★ Entertainment for All Ages - Cozy lounges, Smart TVs, fast Wi-Fi, and indoor/outdoor games.
★ Kid & Pet Friendly - Thoughtful touches so every guest feels at home.
★ A Truly One-of-a-Kind Stay - Exclusive, spacious, and perfectly located—crafted for unforgettable getaways and repeat visits.
★ 2026 TOP EVENTS
- NouLou Chamber Players – Feb 2, 2026
- The Great Gatsby – Feb 10–15, 2026
- Cody Johnson – Feb 14, 2026
- Kindle the Flame – Feb 14, 2026
- USA Gymnastics Winter Cup – Feb 20–22, 2026
- Bourbon Classic – Feb 25–28, 2026
- LDB Fest – Feb 27–28, 2026
- America: Happy Trails Tour – Apr 2, 2026
- Thunder Over Louisville – Apr 18, 2026
- Great Steamboat Race – Apr 29, 2026
- Kentucky Oaks – May 1, 2026
- Kentucky Derby – May 2, 2026
- World Oddities Expo – Jun 13–14, 2026
- Run 4 Roses - Jul 9-14, 2026
- Kentucky State Fair – Aug 20–30, 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 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:
1. Grocery Pre-Stocking – Walk into a fully prepared kitchen.
2. Private Chef Experience – Perfect for celebrations or elevated evenings in.
3. 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!