Branded & Booked podcast

EP 205: Cabins on the Cumberland Update: Financing, Partnerships, and Lessons Learned

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In this episode of Branded and Booked, I’m pulling back the curtain on our biggest project to date—Cabins on the Cumberland. I’ve been getting two questions over and over again:

1️⃣ “What would you do differently?”
2️⃣ “Would you ever do this again?”

Spoiler alert: Yes, I would. But there are definitely things I’d change next time.

I’m walking you through:

  • The origin story of how this nine-acre riverfront development came to life (yes, it started with a Facebook post from my brow girl)

  • The deal structure, bank process, and why we chose partners over raising capital

  • What I would 100% change about the timeline, build order, and amenity placement

  • Why sweat equity mattered, and how we managed roles, logistics, and full-on furniture delivery runs

  • My honest take on whether I’d go new build or renovation for the next big idea

  • What’s next (RV parks, campgrounds, glamping?? 👀)

Whether you’re dreaming about developing a vacation rental community or knee-deep in one already, this episode will help you think more strategically—especially if you're planning to bring in partners or build from scratch.

We’ve learned a LOT over the past year and a half, and we’re this close to wrapping the final phase. August 2025, let’s go.

Have questions about building, partnerships, or STR strategy? DM me on Instagram @theweberco or visit theweberco.com to learn how we help vacation rental owners turn their vision into a brand that books. 

And don’t forget to join my free Facebook group to STR, Boutique Hotel, Airbnb Hosts: Branding & Marketing Tips!

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