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EP 233: The Strategy Behind Branding and Marketing That Actually Drives Direct Bookings

Branded & Booked

Release Date: 03/03/2026

EP 251: From 3 Million Views to 80% Direct Bookings with Debra Getts show art EP 251: From 3 Million Views to 80% Direct Bookings with Debra Getts

Branded & Booked

What actually happens when you stop treating your short-term rental like a property and start building it like a hospitality brand? In this episode of Branded & Booked, I’m sitting down with Debra Getts, owner of in Blue Ridge, Georgia, to talk about exactly that. Debra and her husband have built an incredibly clear brand around being some of the most dog-friendly stays in their market. And when I say dog-friendly, I don’t just mean they allow dogs. They’ve thought through the entire experience, from fenced yards and crates to dog blankets, treats, cleaning supplies and the little...

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EP 250: How Our Micro-Resort Grew Revenue 76% (And What It Really Took) show art EP 250: How Our Micro-Resort Grew Revenue 76% (And What It Really Took)

Branded & Booked

For the first time, I'm pulling back the curtain on what our first full peak season actually looked like at Cabins on the Cumberland. There are so many conversations online about buying boutique hotels, building micro resorts, and creating passive income, but very few people are willing to talk about the numbers behind the scenes. In this episode, I'm sharing ours. I break down our June and July performance year over year, where our ADR and occupancy landed, how a completed guest experience changed everything, and why branding, revenue management, direct bookings, and thoughtful hospitality...

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EP 249: The Difference Between a Nice Hotel and a Booked-Out One with Courtney Petrovich show art EP 249: The Difference Between a Nice Hotel and a Booked-Out One with Courtney Petrovich

Branded & Booked

What separates a hotel that's simply beautiful from one that guests can't stop booking? In this episode, I sit down with hospitality designer Courtney Petrovich, founder of Deanery Designs, to talk about the role design really plays in the success of a hospitality brand. We dive into why boutique hotel design is so much more than selecting furniture and finishes, how thoughtful design can help attract investors before a project is even built, and the operational decisions that can save owners time and money for years to come. We also talk about the shift we're seeing as more short-term rental...

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EP 248: Our First Weeks Living in an RV + A New Way to Bring Your Brand to Life show art EP 248: Our First Weeks Living in an RV + A New Way to Bring Your Brand to Life

Branded & Booked

We're officially recording our first podcast episode from the camper, and after more than two weeks on the road, it's safe to say this adventure has already taught us more than we expected. In this episode, I'm sharing an honest behind-the-scenes look at what it's been like transitioning into full-time RV life with our family. From unexpected truck delays and finding a long-term tenant for our home to exploring South Dakota's national parks, navigating tiny living with two little boys, and discovering just how much lifestyle freedom entrepreneurship can create, this episode is a candid update...

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EP 247: How They Reached 70% Direct Bookings (And Why Most Hosts Are Asking the Wrong Question) with Rose Tipka show art EP 247: How They Reached 70% Direct Bookings (And Why Most Hosts Are Asking the Wrong Question) with Rose Tipka

Branded & Booked

Everyone wants more direct bookings. But what if the question isn't "How do I get more direct bookings?" What if the real question is, "How do I build a business that guests want to book from directly?" In this episode of Branded & Booked, I sit down with Rose Taika, founder of Your Family's Place, a vacation rental company in Ohio's Amish Country that generates roughly 70% of its bookings through its own website. Rose is a homeschooling mom of six, a best-selling author, and a hospitality entrepreneur who has built a portfolio of family-focused vacation rentals by thinking differently...

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EP 246: How 29% of Our Bookings Generated 43% of Our Revenue show art EP 246: How 29% of Our Bookings Generated 43% of Our Revenue

Branded & Booked

In this episode of Branded & Booked, I'm pulling back the curtain on the real booking and revenue numbers from May at Cabins on the Cumberland. If you've ever wondered whether investing in direct bookings is actually worth it, this episode provides the proof. I break down exactly where our bookings came from, how much revenue each channel generated, and why direct bookings continue to outperform Airbnb when it comes to profitability. I also share the pricing strategies, marketing tactics, and guest experience considerations that have helped us grow direct bookings into a meaningful part of...

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EP 245: The Hospitality Industry Is About to Split in Two (And Most Hosts Aren’t Ready) with Gil Chan show art EP 245: The Hospitality Industry Is About to Split in Two (And Most Hosts Aren’t Ready) with Gil Chan

Branded & Booked

I genuinely think the hospitality industry is entering one of the biggest shifts we’ve seen in years — and the hosts who survive over the next 3–5 years are going to think very differently than the ones who thrived during the Airbnb gold rush. In this episode, I sat down with Gil Chan, founder of Crafted Stays, to talk about where hospitality is headed, how AI is changing the way guests search for stays, and why branding and direct bookings matter more than ever moving forward. We talked about why relying completely on Airbnb is becoming increasingly risky, how AI tools like ChatGPT are...

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EP 244: Building Businesses, Raising Kids & Going on the Road for a Year show art EP 244: Building Businesses, Raising Kids & Going on the Road for a Year

Branded & Booked

We’re about 30 days away from leaving for a year-long camper trip with our boys… and honestly? Life feels a little chaotic right now. In this episode of Branded & Booked, I’m sharing a very real behind-the-scenes update on what’s been happening as we prepare to leave “normal life” for a completely different season. From our disastrous first RV test trip to truck issues throwing a wrench into our plans, packing up our house, balancing explosive business growth, and preparing for Collin to leave his six-figure job… there’s been a lot happening all at once. This episode is...

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EP 243: The Legal Mistakes STR Owners Keep Making with Katie Johnson show art EP 243: The Legal Mistakes STR Owners Keep Making with Katie Johnson

Branded & Booked

Most short-term rental owners spend all their time thinking about branding, bookings, design, amenities, and guest experience… But almost no one talks about the legal side of this business until something goes wrong. In this episode, I sat down with STR attorney, host, and co-host Katie Johnson to talk about the legal mistakes we see owners and property managers making all the time and honestly, some of these are way more common than they should be. We talk about LLCs, insurance, rental agreements, safety compliance, co-hosting contracts, operating agreements, capital raising, and what...

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EP 242: What Virgin Voyages & Coachella Understand About Influencer Marketing That Most Brands Don’t show art EP 242: What Virgin Voyages & Coachella Understand About Influencer Marketing That Most Brands Don’t

Branded & Booked

Influencer marketing is not just about getting pretty content. It’s about creating a moment people want to be part of. In this episode of Branded and Booked, I’m breaking down what boutique hotels, micro resorts, and short-term rental brands can learn from companies like Virgin Voyages, 818, COMFRT, and Colorescience when it comes to using creators in a way that actually drives attention, demand, and revenue. Because the brands doing this well are not treating influencer marketing like an afterthought. They are building entire experiences around it. I’m sharing why Virgin Voyages’...

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More Episodes

You don’t have a marketing problem. You have a branding problem.

I know that might sound bold, but after dozens of strategy calls with short-term rental owners and boutique hotel founders, I can tell you this with confidence: most marketing issues are actually brand clarity issues.

As we head into peak season, so many of you are thinking about ads, influencers, social posts, email campaigns, SEO. And yes, marketing matters. But if the foundation underneath it isn’t solid, none of it will convert the way you want it to.

In this episode, I break down the real relationship between branding and marketing and why you cannot have one without the other.

Branding is not your logo. It’s not your color palette. It’s not a Canva mood board.

Branding is the emotional connection. It’s the lifestyle you’re selling. It’s the reason someone chooses you instead of another property in the same market. It’s where trust is built. It’s where loyalty is formed.

Marketing, on the other hand, is the action. It’s how you distribute that brand into the world. It’s social media, email, Pinterest, YouTube, OTAs, paid ads. But without brand clarity, marketing becomes posting and praying. It becomes throwing spaghetti at the wall and hoping something sticks.

And that’s where so many owners get stuck.

In this conversation, I walk you through exactly how we approach brand strategy inside our agency. From developing deeply specific audience avatars to crafting mission, vision, core values, positioning, tagline, differentiators, guest experience design, and even the first ten minutes of a stay. Because when branding is dialed in, marketing gets easier. Clearer. More consistent. More profitable.

We also talk about the rise of AI in hospitality and why human-centered storytelling matters now more than ever. Hospitality is built on emotion. If your brand doesn’t make people feel something, your marketing will struggle to convert.

The biggest takeaway? Everything in branding informs marketing. Every email. Every caption. Every touchpoint. Every piece of signage on your property.

If you’re frustrated that your direct bookings aren’t growing the way you hoped, this episode will help you diagnose whether the issue is truly marketing… or if it’s time to strengthen the brand foundation underneath it.

And if you’re ready to build a brand that actually fuels your marketing, you’ll want to listen all the way through.

Let’s get into it.

Connect with Steph: @theweberco
Apply to work with us: theweberco.com