Entire home
Historic Madison Retreat – New Furnishings, Walk to Shops & Riverfront
Photo gallery for Historic Madison Retreat – New Furnishings, Walk to Shops & Riverfront





Reviews
1010 out of 10
Exceptional
Entire home
3 bedrooms3 bathrooms295 sq m
Popular amenities
- Parking available
- Dryer
- Washer
- Kitchen
- Outdoor space
- Air conditioning
Explore the area

Madison, IN
- Lanier MansionPlace, Lanier Mansion2 min walk
- Historic DistrictPlace, Historic District6 min walk
- Clifty Falls State ParkPlace, Clifty Falls State Park3 min drive
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About the area
Madison
With a stay at this vacation home, you'll be centrally located in Madison, steps from Ohio River Valley and 3 minutes by foot from Broadway Fountain. .This vacation home is 0.2 mi (0.3 km) from Lanier Mansion and 0.2 mi (0.3 km) from Francis Costigan House.
What's nearby
- Lanier Mansion - 2 min walk - 0.2 km
- Madison Railroad Station Museum - 3 min walk - 0.3 km
- Lanthier Winery - 5 min walk - 0.4 km
- Historic District - 6 min walk - 0.6 km
- Clifty Falls State Park - 3 min drive - 2.8 km
Getting around
- Louisville Intl. Airport (SDF) - 66 min drive
Restaurants
- Dairy Queen - 3 min drive
- The Red Pepperoni - 11 min walk
- Moose Lodge - 3 min drive
- Vintage Lanes Wine Bar - 11 min walk
- Madison Lighthouse Restaurant - 9 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Historic Madison Retreat – New Furnishings, Walk to Shops & Riverfront
505 W Main Street – Historic Downtown Madison, Indiana
Sleeps 6 | 3 Bedrooms | 2.5 Baths | High-Speed Wi-Fi | Walk to Riverfront & Shops
Relax and reconnect in this beautiful historic end-row townhouse in the heart of Madison, Indiana. Just steps from Main Street shops, restaurants, and the scenic riverfront, Sycamore on Main offers the perfect blend of modern comfort and old-world charm. Enjoy brand-new, high-quality furniture and beds throughout the entire home.
The Space
• Bedrooms (Sleeps 6)
Primary Suite: 1 King bed
Bedroom 2: 1 Queen bed
Bedroom 3: 2 Twin beds
• Bathrooms
2 full baths (both with showers) plus 1 half bath for convenience.
• Living & Dining
Bright, welcoming living room with Smart TV and popular streaming services. Family-sized dining table plus comfortable seating areas. Front entrance historic sitting room. Sun room with games for children or just relaxing.
• Kitchen
Fully stocked for real cooking—full-size appliances, cookware, and all basic kitchen utilities.
• Laundry
Washer and dryer with detergent provided.
• Comfort Features
Central heating and cooling, ceiling fans in key rooms, and high-speed Wi-Fi for work or play.
⸻
Outdoor Living
Relax in the backyard patio and covered seating area, perfect for morning coffee or evening conversations.
⸻
Family-Friendly Touches
Pack ’n play, high chair, plus games and books make family travel easier and more fun.
⸻
Parking & Access
• Street Parking: Usually at least one space directly on Main Street in front of the home; additional parking on Elm Street just steps away.
• Smart Lock Check-In: Secure, contactless entry with your unique code.
• Check-in: 2:00 PM | Check-out: 10:00 AM
⸻
Location Highlights
Set right on Main Street in Madison’s celebrated Historic District:
• Ohio Riverfront Walk and Lanier Mansion are just a short stroll away.
• Boutique shopping, cafés, and local restaurants line the surrounding blocks.
• Quick 5-10 minute drive to Clifty Falls State Park with waterfalls and hiking trails.
⸻
House Rules
• No pets
• No smoking, candles, or events
• Quiet hours 9 PM – 8 AM to ensure a peaceful stay for everyone.
⸻
Why Guests Love 505 W Main
• Prime downtown location—park once and explore on foot
• Fresh, elegant furnishings and beds throughout
• Thoughtful extras for families and long-weekend getaways
Come experience the best of Madison, Indiana—where historic charm and modern comfort meet at 505 W Main Street.
Sleeps 6 | 3 Bedrooms | 2.5 Baths | High-Speed Wi-Fi | Walk to Riverfront & Shops
Relax and reconnect in this beautiful historic end-row townhouse in the heart of Madison, Indiana. Just steps from Main Street shops, restaurants, and the scenic riverfront, Sycamore on Main offers the perfect blend of modern comfort and old-world charm. Enjoy brand-new, high-quality furniture and beds throughout the entire home.
The Space
• Bedrooms (Sleeps 6)
Primary Suite: 1 King bed
Bedroom 2: 1 Queen bed
Bedroom 3: 2 Twin beds
• Bathrooms
2 full baths (both with showers) plus 1 half bath for convenience.
• Living & Dining
Bright, welcoming living room with Smart TV and popular streaming services. Family-sized dining table plus comfortable seating areas. Front entrance historic sitting room. Sun room with games for children or just relaxing.
• Kitchen
Fully stocked for real cooking—full-size appliances, cookware, and all basic kitchen utilities.
• Laundry
Washer and dryer with detergent provided.
• Comfort Features
Central heating and cooling, ceiling fans in key rooms, and high-speed Wi-Fi for work or play.
⸻
Outdoor Living
Relax in the backyard patio and covered seating area, perfect for morning coffee or evening conversations.
⸻
Family-Friendly Touches
Pack ’n play, high chair, plus games and books make family travel easier and more fun.
⸻
Parking & Access
• Street Parking: Usually at least one space directly on Main Street in front of the home; additional parking on Elm Street just steps away.
• Smart Lock Check-In: Secure, contactless entry with your unique code.
• Check-in: 2:00 PM | Check-out: 10:00 AM
⸻
Location Highlights
Set right on Main Street in Madison’s celebrated Historic District:
• Ohio Riverfront Walk and Lanier Mansion are just a short stroll away.
• Boutique shopping, cafés, and local restaurants line the surrounding blocks.
• Quick 5-10 minute drive to Clifty Falls State Park with waterfalls and hiking trails.
⸻
House Rules
• No pets
• No smoking, candles, or events
• Quiet hours 9 PM – 8 AM to ensure a peaceful stay for everyone.
⸻
Why Guests Love 505 W Main
• Prime downtown location—park once and explore on foot
• Fresh, elegant furnishings and beds throughout
• Thoughtful extras for families and long-weekend getaways
Come experience the best of Madison, Indiana—where historic charm and modern comfort meet at 505 W Main Street.
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with an oven and a stovetop. There's a private patio. The bathroom has a jetted bathtub and a hair dryer. Conveniences include a microwave and a washing machine.
This smoke-free vacation home offers books.
Guests will find features like internet access and onsite parking.
Property amenities
Internet
- Available in the house: WiFi
Parking and transport
- Parking on site
Kitchen
- Dishwasher
- Hob
- Microwave
- Oven
Bedrooms
- 3 bedrooms
- Bedsheets provided
Bathroom
- 2.5 bathrooms
- Bathtub or shower
- Hair dryer
- Jetted bathtub
- Shower
- Soap
- Toilet paper
- Towels provided
Entertainment
- Books
- TV
Outdoor areas
- Patio
Laundry
- Laundry facilities
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
- Upper floors accessible by stairs only
- Smoke-free property
Services and conveniences
- Iron/ironing board
Location highlights
- In the city centre
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- First aid kit
- Fire extinguisher
- Deadbolt lock
General
- Unit size: 3,175 square feet
Policies
Check-in
Check-in time starts at 2:00 PM
Contactless check-in available
Minimum check-in age: 18
Check-out
Check-out before 10:00 AM
Contactless check-out available
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Check-out instructions
The host requires you complete the following before checking out:
Load the dishwasher
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Pets
Pets not allowed
Children and extra beds
Children are welcome
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
We should mention
This property does not have elevators