Entire home·Private host

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

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Microwave, oven, stovetop, dishwasher
TV, books
Exterior detail
Outdoor dining
3 bedrooms, iron/ironing board, WiFi, bed sheets

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathrooms295 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning

Explore the area

View in a map
Madison, IN
  • Place, Lanier Mansion
    ‪2 min walk‬
  • Place, Historic District
    ‪6 min walk‬
  • Place, Clifty Falls State Park
    ‪3 min drive‬

Room options

Similar properties

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.
During your stay at this holiday home, you're just a quick walk from Ohio River Valley. Enjoy features like laundry facilities. The holiday home includes amenities such as in-room jetted baths and 2.5 bathrooms.
  • Air-conditioned home with washing machine, 2.5 bathrooms and jetted bath
  • Amenities include laundry facilities
  • Steps from Ohio River Valley and Broadway Fountain
Historic Madison Retreat – New Furnishings, Walk to Shops & Riverfront offers its guests laundry facilities. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Food and drink

  • 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

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • 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 and check-out are available
Minimum check-in age - 18

Check-out

Check-out before 10:00 AM
Contactless check-out

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 to complete the following before checking out:
Load the dishwasher
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Reviews

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

10

Exceptional

10/10

Cleanliness
Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

Reviews

10/10 Excellent

Lee M.

Liked: Cleanliness
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!
Upstairs. There are 2 sets of stairways.
Main bedroom. Comfy.
Large main bathroom with tub and shower.
Modern kitchen
Stayed 3 nights in Oct 2025