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The Row House

Modern flair with antique charm sets this BnB apart! Located on quiet street in the heart of historic downtown Madison, this fully renovated 1830s Row House has you steps away from everything! Whether it's a festival or fall colors, a boat race or car show on the riverfront, a micro brewery or winery, antiquing or historic tour, hiking Clifty Falls or simply just getting away, we have the location for you. *HVAC system includes whole-house air purifier. Max of 4 guests, no children under age 8.

"Madison Manor II” HotTub +Walk to Downtown, River

Madison Manor II is a spacious historic townhouse just 2 blocks from the Ohio River, 5 blocks to the boat ramp, & a short walk to charming downtown Madison. One of the only homes in town with both a hot tub & game room, it sleeps up to 8 -- perfect for families & small groups. Enjoy vintage character, modern comforts, a shared patio with hot tub, fire pit & grill, plus a mini-movie theater, dartboard, & more. Madison Manor II adjoins Madison Manor I—book both homes together for larger groups.

The Nature House

Historic home located in downtown Madison. Walking distance to all the shops, dining, and riverfront. The house is clean and beautifully decorated. Perfect for couples or groups. Modern kitchen with all the amenities you will need. Beautiful deck and patio out back with comfortable furniture and a fully fenced yard. The decor was inspired by Mother Nature and each room is decorated with gorgeous animal prints. Three bedrooms with comfortable mattresses and an office with a convertible couch.

Modern cabin very close to scenic riverfront walks

Escape to this charming 1BR/1BA retreat at Pole Barn, where rustic character blends with cozy, modern amenities. Nestled in a peaceful setting, it’s ideal for a relaxing getaway, creative retreat, or quiet work-from-home escape. The space features a comfortable bedroom, spotless bathroom, convenient kitchenette, and tranquil views of nature. Just minutes from Hanover College and historic downtown Madison, IN — perfect for exploring local shops, dining, and scenic riverfront walks!

Private Retreat with hot tub

Soak in your private hot tub under the stars while the firepit glows beside you — the perfect romantic escape just 5 minutes from Madison’s historic riverfront. This cozy cottage combines luxury touches (Sleep Number bed, massage chair, spa-style extras) with unforgettable experiences: stargazer projector, outdoor movie nights, and complimentary first bundle of firewood. Upgrade your stay with our romance, outdoor movie or fall picnic experience! Pls note: must be 25 to rent.

The Treehouse - Hot Tub - Indoor Pool Get Away!

The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful hills of Kentucky. Winter views of the Ohio River and downtown. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.

T&E Riverhouse Retreat

Wake up to the Ohio River stretching endlessly beyond your windows. Sip coffee as barges drift by. End your evening under the stars beside the firepit. Whether you're here for a peaceful getaway or an action-packed vacation, the TE Riverhouse Retreat has everything you need for an unforgettable experience. Book your stay today and create lasting memories. The home features upper/lower decks, a basketball goal, a fire pit, and a kitchen on each level.

Rivertown Retreat in Historic Downtown

Located in beautiful, historic downtown Madison! Lisa and Richard co-own and co-host this adorable, recently updated Rivertown Retreat from the 1850s. It is one block from Main Street, featuring so many charming shops, restaurants, and historic buildings Madison is famous for. Three blocks from the mighty Ohio. A short five-minute drive from Clifty Falls State Park. We fell in love with Madison and know you will, too.

Laid Back Getaway at Summer's Place

Summer’s Place is located just steps away from the beautiful Heritage Trail and one block from Main Street; nestled at the end of a quiet street with minimal traffic -four blocks to the river. Madison offers many festivals & community events. You'll be close enough to walk and far enough to enjoy your peace & quiet. Restaurants, stores and great coffee shops are all in walking distance.

Fiona’s Boho Retreat

Did you ever wish your decor showed your quirky side? That’s what we’ve done. If Pottery Barn decor is your vibe you will be disappointed BUT if your adventurous side likes eclectic,boho meets MCM space that’s not perfect but perfectly imperfect, this is for you. 3.5 blocks to the tourist area and 4 blocks from the river. Quiet street and pet friendly.

Stoney Creek Cabin - Sit back and unwind

Welcome to Stoney Creek Cabin. This charming 2 bedroom cabin is nestled in the hills of Madison, IN. Situated far enough away to offer all the privacy you want, yet only 8 miles from historic downtown, where there are so many gems nearby to explore. Enjoy the HOT TUB, wrap around porch, and patio! There could not be a more relaxing place to unwind.

Pleasant Ridge Bliss

Take it easy at this country side unique and tranquil getaway. Minutes away from the Ohio River and Historic Downtown Madison. This is an octagon style home that was built in 2005. The apartment is attached to the main living quarters with a separate entrance. It has a living room, kitchen, two bedrooms, and one bathroom.