Hostaway Webinar Series: The Podcast

What’s really happening inside short‑term rental teams in 2025? Where are the operational bottlenecks — and which tools and tactics are actually moving the needle? Hostaway Co‑Founder & CEO Marcus Räder and Breezeway Founder & CEO Jeremy Gall unpack fresh findings from The 2025 State of Work Report, based on insights from 350+ operators. You’ll learn what’s driving workload, where expectat...

In this webinar, Hostaway’s team is joined by Kyle Loveland, CEO of Dream Space Luxury Rentals and Hostaway Special Projects Lead, to explore practical ways short-term rental operators can use AI today. You’ll learn how to go beyond simple Q&A with ChatGPT and tap into its generative, insights-driven power. Kyle shares three actionable AI prompts that property managers can apply immediately to...

What’s driving the vacation rental market in 2025? How are traveler expectations evolving — and what can property managers do to stay ahead? In this edition of the Hostaway LIVE! we team up with Vrbo to bring you the latest data, actionable insights, and strategies for success in the year ahead. Join Hostaway’s expert panel —Josh (Chief Customer Officer), Jade (Technical Product Manager), and Ben...

In this exclusive webinar, Hostaway welcomes Julia from Airbnb alongside Marcus and Maria to deliver a masterclass on what it takes to succeed as a short-term rental property manager on Airbnb. From guest expectations to listing quality and cancellation policies, this session is packed with data-driven insights and practical advice to help you increase bookings, improve your reviews, and optimize...

Discover the latest Booking.com + Hostaway integration updates and learn how to maximize your vacation rental business in 2025! In this special edition of the Hostaway Webinar Series, Hostaway’s CEO Markus Rader is joined by Booking.com’s Emily Tusick and Hostaway VP of Product Maria Lopez. Together, they dive into the newest features, trends, and best practices for property managers looking to gr...

Artificial Intelligence is no longer the future of short-term rental management — it’s the present. But how exactly are top operators and tech providers using AI right now? And what comes next? In this edition of the Hostaway Webinar Series, we bring together a powerhouse panel to answer those questions and more. Hostaway’s own Marcus Rader (CEO), Maria Lopez (VP of Product), and Alex Huras (Produ...

Looking to elevate your vacation rental business and provide world-class hospitality? In this episode of the Hostaway Webinar Series, we team up with Homes & Villas by Marriott Bonvoy to uncover the secrets of delivering five-star guest experiences that drive repeat bookings and glowing reviews. Join Maria Lopez, VP of Product at Hostaway, and Laurie Klapacz, Senior Manager of Business Develop...

Owning and operating short-term rentals comes with unique risks. That's why we've partnered with Safely to provide you with a short-term rental insurance solution that protects your properties from guest damages! In this webinar, Marcus, Maria and Josh are joined by Amber Houston from Safely to break down everything you need to know about Hostaway Insurance. Learn more about Hostaway  at...

We are very excited to be announce that Hostaway now integrates with QuickBooks Online! In this webinar, Marcus and Maria take you through what this means for Hostaway users. Then, Maria does a live demo of our new integration so you can get a taste of what it looks like.  Here are some of the great features you can expect from the Hostaway QuickBooks Online integration 👇 Automated Invoice Genera...

Hostaway Dynamic Pricing, Capital, and Insurance. More than four-thousand core product updates. $365 million in funding. No matter how you slice it, 2024 was a massive year for Hostaway. So what will 2025 have in store for our product and customers?  In this webinar, Marcus, Maria and Josh take you for a trip down memory lane to cover all the incredible accomplishments from 2024. Then, Maria pulls...

It's that time of year again! In this year's edition of Hostaway's expert predictions webinar, we've assembled the biggest names in the short-term rental industry to share their predictions for what's to come in 2025. From climate change and AI adoption, to changing consumer behavior and why managing owner relationships is more important than ever, our expert panelists spi...