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The Check-In

The Check-In

Auteur(s): Leo Walton and Sarah Nan Dupre
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The real scoop on the deals, the data and the drama in short-term rentals.

© 2025 The Check-In
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  • Has Airbnb Outgrown the Host Community?
    Dec 4 2025

    In the latest episode of The Check-In Sarah and Leo discuss the significant changes happening at Airbnb, including the introduction of hotel inventory and new cancellation policies. They analyze the implications of these changes for hosts and the broader short-term rental industry, emphasizing the need for hosts to adapt to a more competitive landscape. The conversation also touches on Airbnb's Q3 earnings and the strategic shifts that are shaping the future of the platform.

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    27 min
  • Does the Airbnb Side-Hustle Still Work? A Host Shares Everything
    Nov 28 2025

    In the latest episode of The Check-In, Sarah and Leo discuss the intricacies of managing short-term rental properties on your own, with Sarah interviewing James Kinnersly, who operates properties in the Canary Islands. They explore the challenges of remote management, the importance of local knowledge, the dynamics of online travel agencies (OTAs), and the impact of regulations on the short-term rental market. The discussion also highlights the role of technology in property management and shares insights from industry events.

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    36 min
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