How We Automate Guest Communication Across Our Entire Portfolio

At two or three properties, you can manage guest messages manually. At five, it becomes a grind. At ten, it becomes a full-time job — or you hire someone whose only purpose is to copy-paste check-in instructions. Neither is a good answer. Hospitable is the better one.

What Hospitable Does

Hospitable connects to Airbnb, Vrbo, and Booking.com and automates the messaging workflow from inquiry to post-stay review request. It handles check-in instructions, mid-stay check-ins, checkout reminders, and review requests — all automatically, all customizable by property and scenario. It also syncs calendars across platforms and sends automated alerts to your cleaning team when a checkout is confirmed.

Why We Use It at Oikos

We manage properties across Texas, Tennessee, and the Gulf Coast. Without Hospitable, consistent guest communication at that scale would require a dedicated messaging coordinator. With it, our team focuses on operations, maintenance, and owner relationships — while guests still feel well taken care of. The automated review request feature alone has meaningfully improved our review volume and rating consistency across the portfolio.

What It Costs

Hospitable is priced per property per month. For a single listing the cost is minimal. They offer a free trial — we recommend testing it with a few properties before committing to the full portfolio.

The Bottom Line

If you're copy-pasting the same check-in message for every booking, that ends today. Hospitable pays for itself in reclaimed time within the first month.