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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.

Cedar Rustic Cabin at Lost Trails

Nestled among four other cabins thoughtfully placed across 45 wooded acres, the Cedar Rustic Cabin offers a peaceful retreat designed for couples or solo travelers. Enjoy walking trails, tranquil ponds, and wildlife sightings minutes from historic downtown Madison. This cozy one-bedroom cabin features a full kitchen with cookware, Keurig and standard coffee makers, toaster, washer and dryer, a living area with double recliner, and a wraparound deck perfect for relaxing and enjoying wooded views.

T&E Riverhouse Retreat

Experience the perfect blend of relaxation and recreation at our stunning property with panoramic river views. Enjoy direct beach access, where you can soak up the sun, swim, fish, kayak, and more. The home features upper/lower decks, a basketball goal, fire pit, and a kitchen on each level. Whether you're here for a peaceful getaway or an action-packed vacation, this riverfront retreat has everything you need for an unforgettable experience. Book your stay today and create lasting memories.

The Madison-Milton Cabin

Welcome to the Madison Milton Cabin. Enjoy a unique, peaceful setting just 5 minutes from Downtown Madison. Enjoy the great shopping, dining, and entertainment and finish your day relaxing next to a cozy outdoor fire. If you love sunsets you will love the views from the cabin. The house features a loft bedroom with comfy adjustable bed. The bathroom includes an oversized soaking Tub/Shower and the main living room includes a queen size pull out couch. Stay connected with high speed internet.

3-suite cottage spa (aaaah!) house

Treat yourself to a feel-good gathering place for up to six. Our well-stocked kitchen will support your meals together, with concierge food services upon request, cappuccinos by Breville Barista Touch and more nice extras. Linen sheets, feather pillows and comforts abound. Rest well and take time for a soak in the air jet tub or an oversized stone tub. (Be sure to try the Toto Washlet, too!) — Madison has so much to offer, but you may simply want to bask in pampered retreat at Stay Lello.

Fiona’s Boho Retreat

Did you ever wish you could decorate for your own personal pleasure? Our kids are grown so that’s what we’ve done! If you are searching for Pottery Barn decor you will be disappointed BUT if your adventurous side likes eclectic,boho meets MCM space that’s not perfect but perfectly lived in, this is for you. Walkable to downtown, 3.5 blocks to the beginning of the tourist area and 4 blocks from the river. On a quiet street,great neighbors and pet friendly. We hope you enjoy!

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.

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.

The Riverstone Getaway in historical Madison, IN

This unique location is near everything, making it simple to organize your trip. The Riverstone Getaway is located in beautiful downtown Madison. Once you park your car you can walk just about everywhere or rent a golf cart to get around. You will have a beautiful view of the river, from the backyard, and your only steps from taking a stroll along the riverfront.

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.