EPISODE · Apr 27, 2026 · 35 MIN
The Middle of STR Is Dying And Luxury Is Taking Over
from Good Morning Hospitality · host Skift
On Monday’s Good Morning Hospitality, A Skift Podcast, Michael Goldin, Brandreth Canaley, Jamie Lane, and Wil Slickers are joined by Sean O'Neill, Senior Hospitality Editor at Skift, to break down a major strategic shift in the short-term rental space. onefinestay is pulling back from hundreds of urban rentals to focus on ultra-luxury homes and high-end leisure destinations, signaling a broader move toward fewer, higher-quality listings as operators rethink where margins and demand are strongest. The team also unpacks new data out of New York City showing that 27% of approved short-term rental listings are now operating illegally, highlighting the ongoing tension between regulation and enforcement even after strict laws were put in place. The episode wraps with a look at ChatGPT introducing cost-per-click ads, a shift that brings AI platforms directly into the same performance marketing model that powers Google and OTAs today, raising new questions about who controls travel discovery and demand. This episode is presented by Vrbo & Bilt. Visit vrbo.com/goodmorning to learn more about how you can earn OneKeyCash for each eligible property you list. And for hotels with restaurants and restaurant owners, Bilt Hospitality is finally here. Go to joinbilt.com/gmh to learn more.
What this episode covers
On Monday’s Good Morning Hospitality, A Skift Podcast, Michael Goldin, Brandreth Canaley, Jamie Lane, and Wil Slickers are joined by Sean O'Neill, Senior Hospitality Editor at Skift, to break down a major strategic shift in the short-term rental space. onefinestay is pulling back from hundreds of urban rentals to focus on ultra-luxury homes and high-end leisure destinations, signaling a broader move toward fewer, higher-quality listings as operators rethink where margins and demand are strongest. The team also unpacks new data out of New York City showing that 27% of approved short-term rental listings are now operating illegally, highlighting the ongoing tension between regulation and enforcement even after strict laws were put in place. The episode wraps with a look at ChatGPT introducing cost-per-click ads, a shift that brings AI platforms directly into the same performance marketing model that powers Google and OTAs today, raising new questions about who controls travel discovery and demand. This episode is presented by Vrbo & Bilt. Visit vrbo.com/goodmorning to learn more about how you can earn OneKeyCash for each eligible property you list. And for hotels with restaurants and restaurant owners, Bilt Hospitality is finally here. Go to joinbilt.com/gmh to learn more.
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The Middle of STR Is Dying And Luxury Is Taking Over
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