Explore the charm of small town living.

Cozy, Modern Airbnbs Tailored Just for You. Book Your Stay Today.

Explore the true spirit of a small town, EAST MAIN LOFTS is nestled in the heart of downtown Madison, Indiana. Less than a 90-minute drive from Indianapolis, Cincinnati, and Louisville. It’s defined by its historic charm and modern cozy design that’s distinctly different for each Airbnb. Owned by locals and meant for calming getaways with great company.

Stay in one of our six unique lofts.

Welcome to our six distinct lofts, a labor of love meticulously crafted by Flynn Design Co. over two years. Mixing modern effortless style with cozy charm. Every corner of our lofts offers a retreat away from the city's hustle, inviting family and friends alike to experience a small college town with a style that feels like the comfort of home.

Coastal Loft — 201

Best for friends, small family, or 1 couple — 1 King Bed.

Crafted for single, small families, friends, or couples seeking a retreat. Complete with a king bed and a full kitchen, this loft exudes a calming coastal charm that perfectly blends the warmth of home with the fresh, ambiance of coastal living.

Haven Loft — 202

Best for friends, small family, or 1 couple— 1 King Bed.

An oasis designed for guests seeking a weekend getaway in style. This loft is tailored for extended stays with a studio kitchen and 1 king bed to truly immerse oneself in small-town life. Discover your own haven to ensure your stay is both comfortable and memorable.

Boho Loft — 203

Best for groups of friends, family, or 2 couples, 2 King Beds.

A vibrant space designed with a touch of bohemian flair that's perfect for groups of friends, families, or two couples. It’s our largest room equipped with two king beds, a kid space, and a kitchenette. Whimsical and an inviting space to unwind.

Farmhouse Loft — 204

Best for a single, 1 couple — 1 King Bed.

A charming retreat meticulously designed for people seeking a modern and cozy escape. Boasting a comfortable king bed, this loft is our smallest room, like a traditional hotel suite but with a delightful blend of farmhouse aesthetics and modern comfort.

Minimalist 302

Best for a single, 1 couple — 1 King Bed.

A charming retreat meticulously designed for people seeking a modern and cozy escape. Boasting a comfortable king bed, this loft offers a calming blend of beach-inspired aesthetics, modern comfort, and a king bed.

Roller Rink 301

4 beds, 3 baths — Best for large groups, multiple family gatherings, and special parties.

A one-of-a-kind destination designed to accommodate large groups, multiple family gatherings, and unforgettable special parties. With its spacious layout featuring 4 beds and 3 baths, this remarkable retreat promises a memorable experience like no other.

We believe in Main Street.

During a time where the convenience of big city living has dominated and highways have re-routed drives, we feel emboldened to call you in. The change in working remotely and last-minute weekend getaways are met with free parking and a simpler way of life. Madison is a place where neighbors may not know your name when you arrive, but they’ll know it by the time you leave.

Creating spaces for travelers and neighbors to come together.

Cozy Spaces.

Modern Design.

We’ve designed six distinctly different Airbnb lofts in one of the country’s favorite small towns.

  • Coastal Loft — 201

  • Haven Loft — 202

  • Boho Loft — 203

  • Farmhouse Loft — 204

  • Roller Rink — 301

  • Minimalist — 302

    Made to give the modern traveler a reason to unplug. The perfect getaway for friends and families to walk in town and experience the best Main Street has to offer.

Book the entire place or multiple lofts — contact us for group rates!

Small Town. Big Adventure.

Vacation rentals with plenty to do. There’s nothing sleepy about this river town with the festivals, farmer’s markets, coffee shops, restaurants, shops, music, and hiking. Explore and feel like you’re part of the neighborhood.

Come and go as you please.

Equipped with a modern keypad for secure access. Upon booking a stay, guests receive a memo with their own individual code for secure access.

Let yourself in. No keys. No check-in. Free to come and go, as you please.