Vacation rentals with a firepit in Jefferson County

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.

Modern Nature Cabin | Private Escape in the Forest

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!

Romantic Retreat w/ Hot Tub & Massage Chair

Romantic retreat that will redefine what romance is for you. Soak in a private hot tub under the stars surrounded by the glow of candles and just steps from a cozy firepit. Enjoy a covered front deck with a gas fire table and grill. Inside: Sleep Number bed, romantic candles, heated massage chair, Stargazer projector, cocktail and coffee bars, and spa-style extras. Upgrade your stay with outdoor movie, luxury romance and proposal packages for a truly unforgettable experience.

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.

Cozy Farmhouse Retreat in Historic District

Located in the Historic District in Madison! Lisa and Richard co-own and co-host this recently updated cottage. Welcome to our cozy, chic Farmhouse Retreat. It is one block from Main Street, featuring so many charming shops, restaurants, and historic buildings for which Madison is famous. Only three blocks from the mighty Ohio and a short five-minute drive to Clifty Falls State Park. We fell in love with Madison and know you will, too.

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.

The Whitehall Cottage

Relax with a peaceful river view during your stay! The home is fully furnished to accommodate your every need. Cottage is perfectly tucked away in a private corner of downtown. Yet close enough to quickly be part of majestic Madison. Golf cart is available for rental for an additional fee to complete your Madison getaway!

Cabin in the Holler

Keep it simple at this peaceful and centrally-located cabin. Disconnect from hectic life and enjoy this slice of nature. Beautiful scenery, with a creek. We are centrally located and close to Belterra casino, Versailles park, Clifty falls, and the quaint town of historical Madison.