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Free Whitepaper

The Upsell Playbook for Short-Term Rentals

Most STR operators capture the nightly rate and nothing else. This playbook shows you the 5 highest-converting upsell categories, exactly when to offer them, and how to automate the entire process across your portfolio.

What's Inside

  • The 5 upsell categories

    Early check-in, late checkout, mid-stay cleaning, local experiences and premium add-ons.

  • Timing & pricing

    The exact moments and price points that convert at 28 to 42 percent — by booking type and stay phase.

  • How to automate it

    Why manual upselling fails at scale and how AI handles it across 500 properties without extra overhead.