Pillowright is an AI employee that manages your short-term rentals autonomously. Guest messages, pricing, cleaning coordination, listings. All handled. You get a morning report.
Your phone buzzes. A guest can't find the check-in instructions you sent three times. You answer from bed. Again.
Next guest arrives at 4pm. You're texting the cleaner, hoping they got the message, refreshing the thread, making a backup plan.
Local event got cancelled. Demand shifted. Your pricing hasn't changed in two weeks. You find out when bookings stop.
Airbnb messages in one app, Vrbo in another, direct bookings in email. Something always falls through the cracks.
Responds to every inquiry within minutes, any hour. Knows your property details, house rules, and local recommendations. Sounds human because it understands context, not templates.
Tracks checkout times, confirms crew availability, and dispatches cleaners automatically. If your primary crew cancels, it contacts your backup. You never touch a group text.
Monitors local events, competitor rates, and seasonal demand. Adjusts your nightly rates in real time to maximize revenue without constant manual tweaking.
Every morning, a summary: what happened overnight, what's happening today, what's coming this week. Bookings, revenue, guest issues, maintenance flags. One read and you're caught up.
Pillowright is building toward a world where owning a rental property is truly passive. Not "passive with 20 hours of work." Actually passive.