The vacation rental industry has changed dramatically over the years.
The technology is smarter, distribution is broader, competition is stronger, and AI is reshaping how operators work. But some of the most important parts of the business have not changed at all.
In this special reshare, Alex & Annie step into the guest seats with Tim Rosolio of Expedia Group’s Powering Travel Podcast for a conversation about what thoughtful growth looks like as the vacation rental industry continues to mature.
Recorded at one of Vrbo’s Vacation Rentals of the Year in New Hampshire, they reflect on what decades in the industry have taught them about building strong businesses, choosing technology intentionally, reaching new travelers, and keeping hospitality at the center of it all.
We discuss:
✅ How Alex and Annie found their way into vacation rentals
✅ What has stayed constant as the industry has changed
✅ Growth at all costs vs. building a strong business
✅ What smaller operators need before they scale
✅ Has the vacation rental tech stack become too complicated?
✅ Expanding demand through new traveler segments and distribution
✅ The role of DMOs in introducing travelers to vacation rentals
✅ AI, technology, and the changing meaning of human touch
Whether you caught the original episode on Powering Travel or are hearing this conversation for the first time, this is a timely look at how the vacation rental industry is evolving and what operators should keep in focus as they grow.
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