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

Top rated by guests
Interior
Interior
Interior
Interior
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review stars
10Outstanding
(11 Ratings)
"This property is exceptional; even more amazing than what was described! Communication was timely and thorough for check-in/out process. The hosts thought of everything: toiletries you might’ve forgot..."
Barbee S.
Don't miss out! Price and availability may change
10 / 10
Outstanding(11 Ratings)

House in Indiana

6 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.

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Outdoor Living

Relax in the backyard patio and covered seating area, perfect for morning coffee or evening conversations.

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Family-Friendly Touches

Pack ’n play, high chair, plus games and books make family travel easier and more fun.

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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

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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.

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House Rules
• No pets
• No smoking, candles, or events
• Quiet hours 9 PM – 8 AM to ensure a peaceful stay for everyone.

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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.

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

Non-smoking
No pets allowed
Family friendly

Map of Indiana

city location on map

Ratings and reviews

10 / 10
Outstanding(11 Ratings)
10 / 10Outstanding·Jul 2026
This property is exceptional; even more amazing than what was described! Communication was timely and thorough for check-in/out process. The hosts thought of everything: toiletries you might’ve forgotten at home, several game options if your family chose a night in, cozy throw blankets, cold water in the refrigerator upon your arrival, even umbrellas for your personal use in the event your vacation ends up being soggy, rainy, and sometimes stormy. The house was immaculately clean, the location was perfection for walking around downtown and enjoying all the town has to offer, and I would definitely recommend this property for anyone vacationing in or near Madison, IN.
10 / 10Outstanding·Jun 2026
Beautiful, comfy and spacious historical house that is modernized where it counts. It was great to walk to shops and restaurants. It was a girls trip and we loved our stay!
10 / 10Outstanding·Apr 2026
The house and amenities were fantastic. Beds were very comfortable! This was a sisters trip and everyone enjoyed the space and we had a great time catching up and exploring Madison! The host was wonderful!
10 / 10Outstanding·Dec 2025
Cleanliness and high-quality items!

$$$$
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Historic Madison Retreat – New Furnishings, Walk to Shops & Riverfront. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Historic Madison Retreat – New Furnishings, Walk to Shops & Riverfront pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Historic Madison Retreat – New Furnishings, Walk to Shops & Riverfront?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.