JUNE 09, 2025
Hospitality Copywriting: Why Clear Communication is Your Ultimate Superpower
TL;DR
If you’re in the short-term rental or hospitality business, your words matter more than you think. Communication isn’t a bonus skill – it’s foundational. Clear, caring, and timely messaging can turn problems into opportunities and guests into raving fans. The 3-Day Copywriting Challenge is here to help you sharpen your messaging and connect more powerfully.
Key Takeaways
- Clear communication is the backbone of hospitality
- Service failures are often communication failures in disguise
- Great copywriting isn’t about fancy words – it’s about clarity, empathy, and tone
- Guests remember how you made them feel, especially when things go wrong
- The 3-Day Copywriting Challenge helps STR hosts master the art of messaging
Introduction
The single most important thing when you’re running an STR business? Your words.
As someone who’s built a brand and a business in the world of hospitality, I can tell you firsthand – words matter.
They calm a frustrated guest, reassure a worried owner, or turn a casual inquirer into a loyal fan.
And recently, while sailing the Mediterranean aboard the Norwegian Epic, I experienced the exact opposite of what good communication should look like. Spoiler alert: It was a masterclass in what not to do. (More on that shortly.)
Communication is Hospitality
Think about the last time something went wrong on a booking you made. Or a purchase you made. Or a rental you made. How was it handled? What was the response? How was the communication around the issue?
Are you picking up what I’m putting down?
Let’s be honest. Most service breakdowns aren’t really about the issue itself – they’re about the silence that surrounds it.
Guests will forgive a late check-in. They’ll understand if something breaks. What they won’t forget is being left in the dark.
When delays, changes, or disappointments occur, your first job isn’t to defend or explain – it’s to communicate.
Because communication isn’t optional in hospitality. It is hospitality.
The Real Guest Experience Happens Between the Lines
When guests book a short-term rental, they’re buying more than a clean bed and a nice view.
They’re investing in a story – a promise of rest, joy, or memory-making. And stories are made of words. Your words. The words you use to tell the story.
Your words fill in the blanks. They reassure. They inspire. They guide.
Whether it’s your listing description, your check-in instructions, or a mid-stay update, what you say (and how you say it) frames the entire experience.
How Poor Communication Breaks Trust (and Revenue)
Back to the cruise…
We were delayed, rerouted, even left behind in Sicily. And through it all? Radio silence from the cruise line.
Imagine being in a foreign country, uncertain about what’s happening, with no way to contact the people responsible. That’s not just frustrating – it’s anxiety-inducing.
As STR hosts, if we wait until guests complain – or worse, leave – we’ve already lost trust. And trust is expensive to regain.
Every unanswered message, every vague update, every missed expectation becomes a tiny crack in your brand. Enough cracks? Things fall apart.
How to Write So Your Guests Feel Seen
Hospitality copywriting isn’t about big words or clever puns. It’s about:
- Clarity: Be direct. Say what’s happening and what to expect.
- Empathy: Acknowledge feelings. “We know this delay is frustrating, and we’re truly sorry.”
- Tone: Friendly, confident, and human. Not robotic. Not defensive.
Whether you’re writing a welcome note or responding to a last-minute complaint, ask yourself: Does this make the guest feel seen, safe, and supported?
The 3-Day Copywriting Challenge: Learn to Say it Right
If you’ve ever wondered why some listings get booked instantly while others sit quietly… it often comes down to one thing:
The way you communicate – before, during, and after the stay.
And that’s exactly what we’re focusing on in the 3-Day Copywriting Challenge, happening June 10–12, with a real-life copywriter
It’s a 3-day, hands-on experience where STR hosts, co-hosts, and property managers will learn how to:
- Write listing descriptions that feel personal, not robotic
- Send emails guests (and owners) actually want to open
- Build trust through language that sounds like you
- Craft outreach that feels aligned – and gets a response
Whether you manage one unit or one hundred, communication isn’t just about logistics – it’s about connection. And that connection? It starts with the words you choose.
The 3-Day Copywriting Challenge is $79, and you’ll walk away with real tools, templates, and messaging that books more stays and wins more contracts.
This isn’t just about writing better—it’s about growing smarter.
If you’re a short-term rental host, co-host, or property manager, your words can either invite bookings and trust—or create confusion and missed opportunities.
This training is for hospitality pros who want to:
✅ Sharpen their listing copy so it actually converts
✅ Write guest messages that are clear, confident, and kind
✅ Stop overthinking replies—and start sounding like the pro you are
And if you’re a co-host or property manager:
✅ Strengthen owner communication
✅ Win trust with professional, polished updates
✅ Turn inquiries into signed contracts
Because when your communication is on point, your business benefits:
✦ Attract more dream guests
✦ Build credibility and trust
✦ Set clear expectations (and avoid misunderstandings)
✦ Drive more direct bookings
✦ Position yourself as an expert in your market
✦ Boost occupancy, revenue, and growth
✦ Stand out—in a crowded sea of same
If you’ve ever stared at your screen wondering how to say what you really mean… this is for you.
You’ll get email templates & sequences, real-time coaching, and expert feedback on your own messaging. Let’s help you sound like you – just a more confident, polished version.
Final Thoughts
What I experienced on that cruise? It was a missed opportunity – one that STR operators can learn from.
Because at the end of the day, your ability to communicate sets the tone for every stay, every relationship, and every review.
Let’s make every word count.
Elevate Your Business
Join the 3-Day Copywriting Challenge and learn how to communicate like the hospitality pro you are.
Let’s get your message as dialed-in as your operations.
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