What is OnSeason?
OnSeason is an all-in-one platform for vacation rental property managers to build AI-powered direct booking websites with a high-conversion booking engine, get discovered through AI-driven search distribution, and cross-sell properties with other managers through its distribution network — reducing reliance on OTAs. You manage your properties in your PMS, and OnSeason handles the booking experience.
Key Concepts
Workspace — Your organisation on OnSeason, where you manage listings, bookings, and team
Booking Engine — Your public-facing site where guests search and book properties
Network — A marketplace of 50k+ properties you can import to expand your inventory
PMS (Property Management System) — The software you already use to manage properties, rates, and availability
How the Platform Works
Your PMS is the starting point. Here's how everything connects:
Your PMS — You manage properties, rates, and availability as you always have
Calry sync — Calry connects your PMS to OnSeason and keeps data in sync automatically
OnSeason listings — Your properties appear in your dashboard, ready to configure
Booking engine — Guests browse, search, and book on your branded site
Stripe payments — Secure payment processing handles the money, straight to your bank account
Getting Started
Create your workspace — After signing up, you'll create a workspace with a unique slug (e.g., your company name).
Connect your PMS — Connect your property management system to our dashboard to automatically sync properties.
Set up payments — Connect Stripe to start accepting direct bookings.
Set up your direct booking — Enable listings, build your website with a booking engine, and start accepting guests.
You need an active subscription to accept bookings. The first 7 days are free.
How Staycy and OnSeason work together
Staycy is the AI website builder where you create and customise your direct-booking website with prompts. OnSeason is the account and dashboard behind it - where you connect your PMS, manage your properties, set up payments with Stripe, and configure domains and billing. One account gives you access to both.