Deaconess Guesthouse - A Landmark Riverfront Escape ~Walk to Downtown Jeffersonville / Louisville
~ Derby 2026 discounted dates still available ~
Step into one of Jeffersonvilleâs most iconic staysâan 1800s historic landmark reimagined into a luxury riverfront estate by Charming Vacation Homes. With sweeping Ohio River views, timeless architecture, and a rare walkable location, Deaconess Guesthouse delivers an exclusive blend of history, comfort and high-end hospitality for unforgettable group getaways.
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Unbeatable Location, Built for Adventure
Stroll to downtown Jeffersonvilleâs best dining, cafĂ©s, shops, and festivalsâor walk the Big Four Bridge into Louisville for Museum Row, Waterfront Park, bourbon tastings, live entertainment and more. Youâre minutes from Churchill Downs, the Bourbon Trail, and the regionâs top attractions, then back home to your private riverfront sanctuary.
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Designed for Groups Who Want It All
This expansive 8-bedroom, 6-bath estate sleeps up to 24 with beautifully curated bedrooms, spa-inspired baths and multiple lounge spacesâperfect for privacy, connection and celebration.
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Signature Amenities
âą Private hot tub
âą Riverside fire pit
âą Wraparound porches + riverfront balconies for sunrise coffee and sunset bourbon
âą Stargazing Dome (guest favorite)
âą Ample on-site parking
Whether itâs a corporate retreat, wedding weekend, milestone celebration, or family reunion, Deaconess Guesthouse is more than a stayâitâs a one-of-a-kind experience where luxury meets location, and every moment feels elevated. Reserve your dates today.
** Please note: A strict cancellation policy applies for Derby and Bourbon & Beyond dates. **
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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)
- Churchill Downs (DERBY) - 7.7 miles (15 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)
- Churchill Downs (DERBY) - 7.7 miles (15 mins)
- 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)
- 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
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Riverfront Luxury Escape â Wake up to golden Ohio River sunrises and unwind with sparkling waterfront eveningsârare, serene and unforgettable.
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Prime Walkable Location â Steps to Jeffersonvilleâs cafĂ©s, shops, parks and dining, plus a scenic stroll over the Big Four Bridge into downtown Louisville. Minutes to Churchill Downs and top attractions.
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Historic Landmark, Modern Luxe â A beautifully restored property that blends timeless character with elevated, designer comfort.
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Perfect for Groups â 8 stylish bedrooms, 6 spa-inspired baths, and multiple gathering spaces for connection and privacy.
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Four Full Kitchens â Fully equipped culinary setups with premium appliancesâideal for hosting, multi-family stays and effortless meals.
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Indoor-Outdoor Living â Sip coffee on covered porches, relax on private balconies, and enjoy the calming rhythm of riverfront days.
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Private Backyard Oasis â Soak in the hot tub, gather by the waterfront fire pit, dine in the gazebo/Hyperdome and enjoy lawn games together.
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Entertainment for Every Age â Cozy lounges, Smart TVs, fast Wi-Fi, and indoor/outdoor games keep everyone entertained.
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Kid & Pet Friendly â Thoughtful amenities for little ones and furry companions so the whole crew feels at home.
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A One-of-a-Kind Waterfront Stay â Exclusive, spacious, and perfectly locatedâcrafted for memorable getaways and repeat visits.
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2026 TOP EVENTS
- Dinosaur World Live â Jan 23, 2026
- The Millennium Tour â Jan 23, 2026
- Bluegrass World of Wheels â Jan 24â25, 2026
- NouLou Chamber Players â Feb 2, 2026
- The Great Gatsby â Feb 10â15, 2026
- Cody Johnson â Feb 14, 2026
- Kindle the Flame â Feb 14, 2026
- USA Gymnastics Winter Cup â Feb 20â22, 2026
- Bourbon Classic â Feb 25â28, 2026
- LDB Fest â Feb 27â28, 2026
- America: Happy Trails Tour â Apr 2, 2026
- Thunder Over Louisville â Apr 18, 2026
- Great Steamboat Race â Apr 29, 2026
- Kentucky Oaks â May 1, 2026
- Kentucky Derby â May 2, 2026
- World Oddities Expo â Jun 13â14, 2026
- Run 4 Roses - Jul 9-14, 2026
- Kentucky State Fair â Aug 20â30, 2026
- Big Four Art Festival â Sep 12â13, 2026
- Louder Than Life â Sep 17â20, 2026
- Bourbon & Beyond â Sep 24â27, 2026
- St. James Court Art Show â Oct 3â4, 2026
- NuLu Fest â Oct 9â11, 2026
- Halloween & Haunted Attractions â Oct 24â31, 2026
- Thanksgiving Week Travel â Nov 25â29, 2026
- Light Up Louisville â Nov 27, 2026
- Christmas at Frazier Museum â Dec 5â20, 2026
- Louisville Ballet: The Nutcracker â Dec 2026
- New Yearâs Eve at Fourth Street Live! â Dec 31, 2026
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2026 TRADE SHOWS & EXPOS
- Louisville Manufactured Housing Show â Jan 14â16, 2026
- NVP Product Expo â Jan 22â25, 2026
- Louisville Boat, RV & Sportshow â Jan 28âFeb 1, 2026
- Show of Shows (Military Antiques) â Jan 29âFeb 1, 2026
- National Farm Machinery Show â Feb 11â14, 2026
- Ace Hardware Spring Convention â Feb 24â26, 2026
- GAMA Expo â Mar 1â5, 2026
- Mid-America Trucking Show (MATS) â Mar 26â28, 2026
- Connect Spring Marketplace â Apr 14â16, 2026
- World Oddities Expo â Jun 13â14, 2026
- Equip Expo â Oct 20â23, 2026
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OPTIONAL CONCIERGE ENHANCEMENTS
Make your stay even more effortless:
1. Grocery Pre-Stocking â Walk into a fully prepared kitchen.
2. Private Chef Experience â Perfect for celebrations or elevated evenings in.
3. Custom Bourbon Tours & Chauffeur Services â Personalized for your group.
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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 (â€2 hrs), $250 (2â4 hrs), full night rate (>4 hrs).
9. Non-Airbnb refunds incur a 3% Stripe processing fee.
PLEASE REVIEW THE HOUSE RULES BEFORE BOOKING. THANKS!!