Historic Madison Retreat – New Furnishings, Walk to Shops & Riverfront

Madison, Indiana
$432 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

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.
<br>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.

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 3175 Sq Ft (295 Sq M)
  • KITCHEN

    Dishwasher Microwave Oven Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Patio
  • BATHROOMS

    2.5 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Soap Toilet Paper Towels Provided
  • ENTERTAINMENT

    Books TV
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only

CheckIn Check-in : 02:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Tom F.

    Submitted Dec 3, 2025

    Stayed Nov 28, 2025

    Cleanliness and high-quality items!

  • Lee M.

    Submitted Oct 16, 2025

    Stayed Oct 2, 2025

    Our stay at this beautiful old home on Main Street in Madison was fantastic. The property has been beautifully maintained and modernized just enough to be comfortable without losing the gorgeous, authentic feel of an old home that clearly has stories to tell.The rooms were spacious and incredibly comfortable, providing plenty of room to relax. The location simply can't be beat—we loved that we could easily walk to all the local shops and great restaurants.Finally, the hosts were wonderfully helpful and provided a perfectly smooth, hands-off experience. We appreciated that they don't live on-site, which truly made the house feel like our own private retreat. We highly recommend this property!

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Total

Includes taxes and fees
$432+
View details