Deaconess Guesthouse – Luxury Riverfront Estate | Hot Tub | Sleeps 24 | Near Louisville & Bourbon Trail
Wake up to golden Ohio River sunrises, sip bourbon on a wraparound porch, and gather under the stars beside your private riverfront fire pit. At Deaconess Guesthouse, historic elegance meets modern luxury in an unforgettable waterfront estate designed for elevated group experiences. Whether you're planning a Kentucky Derby weekend, a Bourbon Trail adventure, a family reunion, or a corporate retreat, this one-of-a-kind riverfront mansion offers privacy, comfort and statement-making spaces just minutes from downtown Louisville.
★ The Estate
This beautifully restored 1800s landmark is a rare eight-bedroom, six-bathroom luxury riverfront home that comfortably sleeps up to 24 guests. Designed specifically for large group stays, the property features:
• Four private suites, each with its own full kitchen
• Spa-inspired bathrooms and elegant designer bedrooms
• Multiple indoor and outdoor gathering spaces
• Expansive wraparound porches with river views
• High-end finishes blended with historic architectural charm
Perfect for multi-family vacations, milestone celebrations, wedding groups, executive retreats and Derby events.
★ Private Waterfront Luxury
Step outside into your own riverfront oasis:
• Private Hot Tub Overlooking the Ohio River
• Riverfront Fire Pit for Evening Gatherings
• Covered porches and private balconies with panoramic views
• Stargazing dome for unique outdoor experiences
• Expansive lawn for games and group relaxation
This is not just a stay — it’s a destination experience.
★ Designed for Group Comfort
Unlike typical large rentals, this estate offers:
• Four full gourmet kitchens with high-end appliances
• Generous dining areas ideal for hosting
• Flexible suite-style layout for privacy within large groups
• Thoughtful luxury touches throughout
Everyone can gather together — yet still enjoy their own private retreat space.
★ Prime Location – Walkable + Central
• Walk to local restaurants, cafés, shops, and festivals in Jeffersonville
• Stroll across the iconic Big Four Bridge to downtown Louisville
• Minutes to Waterfront Park, bourbon distilleries, museums, and nightlife
• Quick access to Churchill Downs for Kentucky Derby events
• Ideal base for exploring the Bourbon Trail
You get peaceful waterfront privacy without sacrificing proximity.
★ Perfect For:
• Kentucky Derby stays
• Bourbon Trail group trips
• Corporate retreats
• Family reunions
• Wedding accommodations
• Large group vacations near Louisville
★ Why Guests Choose Deaconess Guesthouse
✔ Rare true riverfront estate
✔ Sleeps 24 comfortably
✔ Luxury amenities + historic character
✔ Multiple kitchens for large groups
✔ Prime Derby & Bourbon Trail location
** 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)
- Churchill Downs (DERBY) - 7.7 miles (15 mins)
- KFC Yum Center - 2.3 miles (7 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)
- 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)
- Highland Festival Grounds - 8.5 miles (12 mins)
- Louisville Mega Cavern - 10.2 miles (19 mins)
- UPS Worldport - 11.2 miles (20 mins)
- Ford LAP Plant - 10.9 miles (16 mins)
- Valhalla Golf Club - 19 miles (27 mins)
- Waverly Hills Sanatorium - 17 miles (30 mins)
PREMIUM HIGHLIGHTS
★ Prime Riverfront Location Near Louisville & the Bourbon Trail: Enjoy direct Ohio River views while staying minutes from downtown Louisville, iconic Bourbon Trail distilleries and Kentucky’s most celebrated attractions.
★ Walkable Historic Jeffersonville Setting: Stroll to charming cafés, boutique shops, waterfront parks and restaurants. Walk the scenic Big Four Bridge into Louisville or reach Churchill Downs in just 15 minutes for Kentucky Derby events.
★ Historic Landmark, Reimagined in Luxury: Beautifully restored architectural gem featuring designer furnishings, upscale finishes, high ceilings and thoughtfully curated interiors throughout.
★ Ideal for Large Groups, Derby Week & Corporate Retreats: Eight spacious bedrooms, six spa-style bathrooms and multiple gathering areas create the perfect layout for families, friends, executive retreats and special celebrations.
★ Four Full Gourmet Kitchens: Rare multi-kitchen estate — perfect for multi-family stays, extended visits, private chefs and elevated entertaining.
★ Exceptional Indoor & Outdoor Living: Covered porches, private balconies, riverfront seating, hot tub, fire pit, gazebo dining area and expansive lawn for games and sunset gatherings.
★ Family & Pet Friendly Luxury: Designed for multigenerational stays with space for kids, comfort for adults and accommodations for well-behaved pets.
★ Unmatched Derby & Bourbon Trail Access: Experience the Kentucky Derby, downtown Louisville nightlife, and the Bourbon Trail while enjoying the privacy and serenity of your own riverfront estate.
★ 2026 TOP EVENTS
- 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
- 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 !!
