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A panoramic view of a river winding through lush greenery and expansive farmland under a blue sky filled with clouds.

Aspiring & Retiring

STAY CURIOUS | STAY CONNECTED | STAY LEGENDARY

Whether you're dreaming of becoming an INN-keeper or you're ready to pass the torch,
Stay INN the Heartland is here to assist you through the journey.
The perfect match for preserving and continuing the legacy of Heartland Hospitality.

A sunlit hallway features a vintage couch by a window, with wooden flooring and decorative wall elements.
Two wine glasses and a corkscrew on a wooden countertop.
A cozy room featuring a telescope, a vintage lantern, a fan, and a wicker basket near large arched windows.

Aspiring INN-keepers

Turn Your Dreams Into Reality

Have you always dreamed of owning a bed & breakfast, boutique inn, or unique lodging property? Becoming an INN-keeper is more than a career-it's a lifestyle filled with hospitality, connections, and unforgettable guest experiences.
Join as an Aspiring Member to gain:

  • Access to industry insights and best practices.
  • Networking opportunities with seasoned innkeepers at our STAY Connected events.
  • Access to your own seasoned mentor.
  • Discounts on our exclusive STAY+Learn Program.

Let Stay INN the Heartland be your first step toward creating your perfect getaway destination.

Learn More + Join Us
A collage of three unique accommodations with welcoming entryways, promoting a travel brand that emphasizes ease and dream fulfillment.

Retiring INN-keepers

Transition with Ease

For those ready to pass their property to new hands, we're here to help ensure your legacy continues. Share your listing with a network of aspiring INN-keepers eager to take the next step in their journey.
By connecting with Stay INN the Heartland, you'll:

  • Gain visibility for your property within our Heartland network.
  • Access resources for a smooth transition.
  • Help the next generation of innkeepers carry forward your vision.
LIST PROPERTY
A wooden treehouse perched among lush green trees with a sign that reads "SUNSET."

The Cottage Treehouses

Hermann, Missouri

Extraordinary Investment Opportunity in Missouri! Discover a rare opportunity to own one of the Midwest's most enchanting hospitality destinations. The Cottage Treehouses Bed & Breakfast, nestled in the heart of Missouri's celebrated wine region, offers an exceptional blend of whimsy and luxury just 15 minutes south of I-70 near historic Hermann.

Why Stay INN the Heartland?

We're more than an organization!
We're a community of like-minded individuals dedicated to preserving the unique charm of independent lodging across the Heartland. Whether you're aspiring to create your dream INN or retiring and passing on your legacy, Stay INN the Heartland is here to help you STAY Legendary at every step of your journey.