Deaconess Guesthouse - Historic Riverfront Estate Near Jeffersonville and Louisville Downtown
Discover Deaconess Guesthouse, a luxurious riverfront estate offering a rare blend of historic charm and modern comfort. Perfectly located for the Kentucky Derby and the Bourbon Trail, this beautifully restored 1800s landmark provides an unforgettable group getaway on the banks of the Ohio River.
The expansive eight-bedroom, six-bathroom home is designed for elevated stays, comfortably sleeping up to twenty-four guests. It features four private suites, each with its own full kitchen, making it ideal for multiple families, corporate retreats, or large groups of friends. Inside, you'll find elegant bedrooms, spa-style baths, and upscale designer furnishings throughout.
Step outside to enjoy your private waterfront oasis. The estate’s premium amenities are designed for relaxation and entertainment:
1. Stunning Waterfront Setting: Enjoy breathtaking Ohio River sunrises and peaceful evenings from wraparound porches and private balconies.
2. Private Hot Tub & Fire Pit: Unwind in the bubbling hot tub or gather around the riverfront fire pit for memorable nights under the stars.
3. Outdoor Living: Make use of the covered porches, a unique stargazing dome, and ample lawn space for games and relaxation.
4. Four Full Kitchens: High-end appliances and generous dining spaces in each suite provide ultimate convenience for multi-family stays and entertaining.
Enjoy walkable access to local restaurants, cafes, shops and festivals, or stroll across the Big Four Bridge into downtown Louisville for Waterfront Park, bourbon distilleries, museums, live music and nightlife. Churchill Downs is just minutes away, making this an ideal home base for Derby events and bourbon experiences.
The expansive eight bedroom six bathroom home sleeps up to twenty four guests and is designed for elevated group stays with spa style baths, elegant bedrooms and multiple indoor and outdoor gathering spaces.
** 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)
- KFC Yum Center - 2.3 miles (7 mins)
- Churchill Downs (DERBY) - 7.7 miles (15 mins)
- Waterfront Park - 3.4 miles (9 mins)
- Louisville Airport - 8.6 miles (10 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 Mega Cavern - 10.2 miles (19 mins)
- Ford LAP Plant - 10.9 miles (16 mins)
- UPS Worldport - 11.2 miles (20 mins)
- Valhalla Golf Club - 19 miles (27 mins)
- Waverly Hills Sanatorium - 17 miles (30 mins)
PREMIUM HIGHLIGHTS
★ Luxury Riverfront Retreat Near Louisville & the Bourbon Trail: Wake up to breathtaking Ohio River sunrises and unwind with peaceful waterfront evenings in this rare, one-of-a-kind riverfront escape just minutes from downtown Louisville and iconic Bourbon Trail distilleries.
★ Walkable Jeffersonville Location: Stroll to charming cafés, shops, parks, and dining, walk across the Big Four Bridge into downtown Louisville, and reach Churchill Downs in just 15 minutes for the Kentucky Derby.
★ Historic Charm, Modern Luxury: Beautifully restored landmark home featuring upscale finishes, designer furnishings, modern kitchens, and premium amenities throughout.
★ Perfect for Large Groups & Derby Stays: Eight bedrooms, six spa-style bathrooms, and multiple living spaces ideal for families, friends, corporate retreats, and Derby groups.
★ Four Full Kitchens: Ideal for multi-family stays, extended visits, and entertaining with high-end appliances and generous dining space.
★ Exceptional Indoor & Outdoor Living: Covered porches, private balconies, riverfront seating, hot tub, fire pit, gazebo dining, and lawn games for unforgettable gatherings.
★ Family & Pet Friendly: Thoughtfully designed for kids, pets, and multigenerational stays.
★ Unmatched Derby & Bourbon Trail Access: A luxury stay that combines space, comfort, and unbeatable proximity to the Kentucky Derby, Bourbon Trail, and downtown Louisville attractions.
★ 2026 TOP EVENTS
- 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
- 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
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. Cancellation Policy: Please be aware that a strict cancellation policy is in effect for bookings during the Kentucky Derby and Bourbon & Beyond festival 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. Refunds: Non-Airbnb refunds are subject to a 3% payment processing fee.
10. Optional Concierge Services: Enhance your stay with our optional services, including grocery pre-stocking, a private chef experience, or custom-chauffeured Bourbon Trail tours.
PLEASE REVIEW THE HOUSE RULES BEFORE BOOKING. THANKS!
