Entire home
Waterfront Retreat, WalknDine, Hot Tub, Fire Pit, Pets, Luxe Amenities, Views
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
8 bedrooms6 bathroomsSleeps 245800 sq ft
Popular amenities
Rooms & beds
8 bedrooms (sleeps 24)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 King Bed
Bedroom 4
2 Queen Beds
Bedroom 5
1 King Bed
Bedroom 6
1 Queen Bed
Bedroom 7
1 King Bed
Bedroom 8
2 Queen Beds
Living Room
1 Double Sofa Bed
Living Room
1 Double Sofa Bed
6 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Bathroom 3
Bathtub or shower · Toilet
Bathroom 4
Toilet · Shower only
Bathroom 5
Bathtub or shower · Toilet
Bathroom 6
Bathtub or shower · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
About this property
Waterfront Retreat, WalknDine, Hot Tub, Fire Pit, Pets, Luxe Amenities, Views
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 !!
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 !!
Add dates for prices
Amenities
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Up to 2 pets 50lbs max.
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
A car is recommended for transport to and from this property
About the area
Jeffersonville
Located in Jeffersonville, this holiday home is in the city centre and on the waterfront. KFC Yum Center and Louisville Slugger Museum are cultural highlights, and some of the area's popular attractions include Kentucky Kingdom and Louisville Zoo. Looking to enjoy an event or a game? See what's going on at L&N Federal Credit Union Stadium or Churchill Downs. Looking to get your feet wet? Kayaking, power boating and fishing adventures can be found near the property.

Jeffersonville, IN
What's nearby
- Schimpffs Confectionery - 6 min walk - 0.6 km
- Falls of the Ohio Interpretive State Park - 8 min walk - 0.7 km
- Big Four Bridge - 12 min walk - 1.1 km
- Louisville Waterfront Park - 17 min walk - 1.4 km
- Lynn Family Stadium - 4 min drive - 3.8 km
Getting around
Restaurants
- McDonald's - 2 min drive
- Dairy Queen - 19 min walk
- Starbucks - 2 min drive
- Pearl Street Taphouse - 12 min walk
- Parlour - 10 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
6 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Oct 2025
10/10 Excellent
Stuart P.
29 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stuart P.
Stayed 4 nights in Sep 2025
10/10 Excellent
Tori C.
24 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy

Tori C.
Stayed 2 nights in Dec 2025
10/10 Excellent
Tammy W.
12 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tammy W.
Stayed 3 nights in Dec 2025
10/10 Excellent
Corey T.
27 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice space, place, hospitality
Corey T.
Stayed 5 nights in Jun 2025
10/10 Excellent
Mike P.
12 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot for Louisville!
Mike P.
Stayed 2 nights in Aug 2024
10/10 Excellent
Cindy C.
1 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great family time
Cindy C.
Stayed 3 nights in Jun 2025
10/10 Excellent
katherine k.
15 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
katherine k.
Stayed 3 nights in Jun 2025
10/10 Excellent
Amanda C.
6 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Amanda C.
Stayed 5 nights in Apr 2025
10/10 Excellent
Kristen F.
11 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding Getaway

Kristen F.
Stayed 3 nights in Jul 2025
10/10 Excellent
Troy W.
4 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome, spacious, beautiful spot!!
Troy W.
Stayed 4 nights in Nov 2024
10/10 Excellent
Jeannine G.
17 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
JG
Jeannine G.
Stayed 3 nights in Mar 2025
10/10 Excellent
Brian M.
12 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Company Management Retreat
Brian M.
Stayed 2 nights in Sep 2024
10/10 Excellent
Michelle C.
4 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michelle C.
Stayed 4 nights in Dec 2025
10/10 Excellent
Jonathon C.
19 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Large family vacation
Jonathon C.
Stayed 4 nights in Jul 2025
10/10 Excellent
Tammy W.
12 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful in every way!
Tammy W.
Stayed 3 nights in Dec 2024
10/10 Excellent
derald g.
15 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Care Free
derald g.
Stayed 5 nights in Apr 2025
10/10 Excellent
Lacie H.
11 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
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About the host
Hosted by Kapil S Hora
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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