Ep 217: What 5 STR Owners Changed in Their Marketing—And the Direct Booking Results They Saw

Three years ago, it was enough for your Airbnb to have cute décor and a decent location. Today? The game has changed. In this episode, Steph sits down with Jordan, co-founder of Somerled Designs, to talk about what it really takes to compete in the 2025 short-term rental market. You’ll learn how Somerled has scaled from a college-friend side hustle to 50+ design projects per month, why they pair market research with creative interiors, and how their signature approach—“where strategy meets design”—helps investors turn underperforming listings into high-return assets. Whether you’re investing in a new property or trying to breathe life into an existing one, this conversation will completely shift how you think about design, guest experience, and ROI. Connect with Somerled Designs Website: somerleddesigns.comInstagram: somerled.designs Connect with Steph Website: theweberco.com Instagram: @theweberco  

You don’t have to stay stuck on the OTA hamster wheel. 👏 In this episode, I’m pulling back the curtain on real short-term rental owners who decided enough was enough—and took control of their marketing. You’ll hear from five amazing hosts who implemented the exact strategies I teach inside STR Marketing Bootcamp and saw direct booking results they didn’t think were possible: ✨ Kathleen in the Poconos, who clarified her guest avatar (big groups celebrating milestones) and used content pillars to launch a direct booking site. ✨ April in Lake Tahoe, who leaned into lifestyle photography and a referral-only model to position her co-hosting business as exclusive. ✨ Debra in Blue Ridge, GA, who branded her cabins as the dog-devoted stays and booked three guests through her site in the very first week of email funnels. ✨ Jess in Northern Michigan, who turned a great visual brand into a marketing system with email and social—without burning out. ✨ Nolan, who grew from a Caribbean villa to a boutique hotel in Utah, using story-driven marketing to book his biggest stay yet: over $30K. 👉 Every single one of them started with the same foundation: STR Marketing Bootcamp. If you’re ready to: Nail your guest avatar so your content actually attracts the right people Build a direct booking engine with email marketing that works while you sleep Position your brand so guests happily pay more …then Bootcamp is where you need to be. ⚠️ Doors close October 1. Don’t wait. Join us here: https://www.theweberco.com/str-marketing-bootcamp    Meet Today’s Guests & Connect With Them ✨ April – Modern Mountain Vacations 📍 Lake Tahoe, CA & NV | Boutique STR consulting & co-hosting business 🔗 Follow along: @modernmountainvacations | www.modernmountainvacations.com ✨ Kathleen – Discovered in Travels 📍 Poconos, Pennsylvania | Short-term rental business & travel experiences 🔗 Follow along: @discoveredintravels | www.discoveredintravels.com ✨ Jess – Wander North Rentals 📍 Traverse City, MI | Real estate expert specializing in STR investments 🔗 Follow along: @wander.north.rentals | www.wandernorthrentals.com/links ✨ Debra – Shiny Apple Cabins 📍 Blue Ridge, GA | Dog-friendly mountain view & creekside cabins with private dog park 🔗 Follow along: shinyapplecabins.com | Instagram: @shinyapplecabins ✨ Nolan – Caribbean Vista + Boutique Hotel 📍 Roatán, Honduras & Southern Utah | Luxury villa + boutique hotel co-hosting 🔗 Follow along: @caribbeanvista

Don’t forget — STR Marketing Simplified kicks off today (Sept 23–25)! It’s a free 3-day workshop where I’ll walk you through how to rely less on OTAs and build a marketing system that works. Save your seat here (or catch the replays if you can’t make it live). 👉 Save your seat here! Are direct bookings just a trend… or the future of your short-term rental business? In this episode of Branded and Booked, I’m diving into one of the most important conversations I’ve had with STR hosts over the last two years: should you go all in on a direct booking strategy, and if so, when? Airbnb isn’t going anywhere, but the constant policy and fee changes remind us that we don’t own that platform. What we can own is our brand, our guest relationships, and a marketing strategy that brings in more control and more revenue. Here’s what I cover in this episode: Why direct bookings aren’t just a passing trend The shift I’m seeing with Airbnb policies in 2025 and how it impacts us as hosts When to start your direct booking strategy (hint: the best time is today) The key marketing levers that actually move the needle — SEO, email marketing, and yes, social media when it makes sense Real-life examples of how I’ve approached direct bookings with my own properties This conversation is packed with clarity and action steps so you can move forward with confidence. Resources & Links: Reserve your spot in the STR Marketing Simplified Workshop (Sept 23–25) → Register here! Follow me on Instagram for more tips and behind-the-scenes: @theweberco If you enjoyed this episode, leave a quick review and share your favorite takeaway! I can’t wait to see you inside!

If you’ve ever wondered how to make social media actually work for your short-term rental, boutique hotel, or micro resort—this episode is for you. I'm breaking down my 3 C’s of Marketing on Social Media Strategy that I've been teaching since 2020. These tried-and-true pillars have helped businesses across industries grow their brands, book more clients, and build genuine connections. In this episode, you’ll learn: How to develop a content strategy rooted in your brand stories and guest experience. Why conversations (and engagement funnels like ManyChat) are essential to boost visibility and track bookings. How to approach collaborations and influencer marketing in a way that actually drives results. I'm also shareing real client examples, proven strategies, and practical ways you can implement the 3 C’s in your own business right now. And if you’re ready to go deeper? Be sure to save your seat for my free 3-day workshop, STR Marketing Simplified, happening September 23–25. I'll walk you through these strategies in even more detail, plus give you examples and tools you can apply immediately. A replay will be available for a limited time, but you’ll get the most out of being there live. 👉 Save your seat here! Resources & Links: Reserve your spot in the STR Marketing Simplified Workshop (Sept 23–25) → Register here! Follow me on Instagram for more tips and behind-the-scenes: @theweberco If you enjoyed this episode, leave a quick review and share your favorite takeaway!  

Are you running yourself ragged trying to market your short-term rentals… and still not seeing results? You’re not alone. In today’s episode of Branded and Booked, I’m digging into the top two mistakes I see STR hosts make with their marketing—mistakes that cost you time, money, and bookings. Here’s what we cover: Why splitting your attention across multiple property accounts and brands is actually holding you back The difference between “spaghetti marketing” and strategy (and how to stop wasting energy) The two non-negotiables every STR owner needs in place before worrying about social media How a streamlined brand and direct booking setup can put thousands back in your pocket each year 🎉 And don’t forget: I’m hosting STR Marketing Simplified, a free 3-day workshop happening September 23–25. If you’re ready to build a brand that stands out and a direct booking strategy that actually works, grab your spot HERE. Replay will be available if you can’t join live. Follow along on Instagram @theweberco for more tools, strategies, and behind-the-scenes of how we’re building guest-first brands in the STR space.

Airbnb just announced another major policy change — and hosts on Facebook are losing it. But here’s the truth: panicking won’t protect your business. Strategy will. In this episode, I’m breaking down: ➡️ What the new Airbnb host fee structure actually means ➡️ The simple pricing adjustment we’re making right now to protect revenue ➡️ Why direct bookings must be part of your growth plan (and the exact first steps I’d take) ➡️ How email + SMS marketing is the lowest-hanging fruit you’re probably ignoring ➡️ The role social media and ads play when you’re ready to scale At the end of the day, we are entrepreneurs — which means we stay solution-oriented. These platform changes aren’t the end of your business. They’re the nudge you need to take more control of your bookings, your brand, and your bottom line. 🎙️ Plus: I’m hosting a free 3-day live workshop, STR Marketing Simplified, starting September 23. We’ll dig into brand foundations, the marketing strategies that actually drive direct bookings, and how to stop building your business at the mercy of Airbnb’s rules. 👉 Save your seat here: https://www.theweberco.com/str-marketing-simplified Follow along on Instagram @theweberco for more tools, strategies, and behind-the-scenes of how we’re building guest-first brands in the STR space.

Are you leaving thousands of dollars in bookings on the table because your website has no opt-in? In this episode of Branded and Booked, I walk you through the exact funnel we set up for Cabins on the Cumberland that grew our email list to over 1,100 potential guests—people who have never stayed with us but are now primed to book. You’ll learn: Why simply having a direct booking site isn’t enough How to use pop-ups, giveaways, and promo codes to collect guest data The 5-email sequence we use to convert subscribers into paying guests How we’ve leveraged QR codes, ads, and social media to drive traffic The results we’ve already seen: $5,000 in bookings directly tied to this funnel Marketing doesn’t have to be complicated. With the right opt-in strategy, you can build a list of warm leads that generates revenue for you month after month. 📲 Ready to stop losing leads and start converting browsers into bookings? Hit play and I’ll show you exactly how we did it. ✨ Let’s stay connected: → DM me @theweberco or follow @hostedbythewebers → Visit theweberco.com or hostedbythewebers.com for more resources → Hop into my free Facebook group: STR, Boutique Hotel, Airbnb Hosts: Branding & Marketing Tips

A question I was asked recently stopped me in my tracks: “Steph, where does your willpower come from?” It made me reflect on my story—and here’s what I realized: you don’t need everything perfectly lined up to create the life and business you want. I didn’t have financial support for college. I didn’t have a mic for 200+ podcast episodes. I didn’t have a clear, linear path into entrepreneurship. But I showed up anyway. In this episode, I’m sharing the real side of that journey: ➡️ How my family’s financial crisis shaped the way I work and lead ➡️ What self-funding college taught me about grit and clarity ➡️ Why defining your “why” matters more than a perfect setup ➡️ How I navigate the overlap of being a mom, daughter, and entrepreneur ➡️ The boundaries I’ve set to keep family and health first If you’ve ever felt like you can’t start until you “have it all together,” this episode is proof you already have what you need. Whether you DIY your Instagram or hand it off entirely, you’ll leave knowing exactly where to focus so your time (and budget) on the platform actually pays off. ✨ Let’s stay connected: → DM me @theweberco or follow @hostedbythewebers → Visit theweberco.com or hostedbythewebers.com for more resources → Hop into my free Facebook group: STR, Boutique Hotel, Airbnb Hosts: Branding & Marketing Tips  

If you run a boutique hotel, micro resort, short-term rental, or property management company, your Instagram can lead to bookings — but only if you’re using it strategically. In this episode, I’m sharing why most hospitality brands miss the mark and exactly how to change that. We’ll cover: The one account setup mistake that instantly splits your audience (and how to fix it) Why your “pretty pictures” might actually be hurting your bookings The secret ingredient missing from most hospitality Instagram strategies A simple shift that turns passive scrollers into active inquirers How to make Instagram’s evolving features work for you — not against you The overlooked partnership that can fast-track your results in weeks, not years What to expect when you commit to a real strategy (and how long it takes to see traction) Whether you DIY your Instagram or hand it off entirely, you’ll leave knowing exactly where to focus so your time (and budget) on the platform actually pays off. ✨ Let’s stay connected: → DM me @theweberco or follow @hostedbythewebers → Visit theweberco.com or hostedbythewebers.com for more resources → Hop into my free Facebook group: STR, Boutique Hotel, Airbnb Hosts: Branding & Marketing Tips  

If you've ever wondered what co-hosting really looks like — the wins, the hard lessons, and everything in between — this is the episode for you. I'm pulling back the curtain on how we've grown our boutique co-hosting business, the boundaries we’ve had to draw, and the challenges that have shaped the way we operate today. Here’s what I cover in this episode: The difference between co-hosting and traditional property management Why slow growth with the right properties is the goal What I look for in new properties (and red flags I now avoid) The absolute hardest part of this business (cleaning, anyone?) Why documenting SOPs is non-negotiable — and how I finally got mine together The surprising way I landed some of our best clients What new co-hosts must get clear on before saying yes to anyone If you’re thinking about stepping into the co-hosting world — or already in it and feeling the weight of it all — you’re not alone. This one’s for you. ✨ Let’s stay connected: → DM me @theweberco or follow @hostedbythewebers → Visit theweberco.com or hostedbythewebers.com for more resources → Hop into my free Facebook group: STR, Boutique Hotel, Airbnb Hosts: Branding & Marketing Tips