Hospitality

Hotel & guesthouse booking software.

Reservation management and a branded web presence for small hotels, guesthouses and bed & breakfasts across Jamaica — with Airbnb, Booking.com, VRBO and Expedia kept in step automatically.

Book a demo Email: sales@chriswin.net
The StayEasy administration console dashboard, showing reservation totals for two suites broken down by direct and channel bookings, a count of pending reservations, and two monthly calendars with colour-coded booking bars.
Inside StayEasy

What running a property looks like.

Illustrations of the StayEasy console, shown with invented demo data — we don't publish our guests' details. Ask for a walkthrough on a live system.

The StayEasy reservations screen, listing each booking with guest, dates, status, channel partner, commission, reservation amount, cleaning fee and total.
Know what each booking is actually worth. Commission, cleaning and net amount on every line — so you can see what a channel costs you against a direct booking.
The StayEasy email manager, listing automated guest emails with recipient, subject and sent date, each with view and resend actions.
The guest emails send themselves. Receipts, check-in instructions, deposit refunds and review requests go out on time, with a record of every one and a resend button when someone says it never arrived.
What StayEasy Provides

Run your property. Grow your bookings.

StayEasy gives small and independent hospitality operators the tools that were once only available to large hotel chains — online booking, guest management, and their own professional website — without the enterprise complexity or price tag.

  • 📅 Online Booking & Availability CalendarGuests can book directly on your property website. Availability updates in real time as reservations are made.
  • 🛏️ Room & Rate ManagementConfigure rooms, room types, seasonal rates, and special packages. Full control over your pricing.
  • 👤 Guest Records & HistoryMaintain a complete guest profile — stay history, preferences, and communications — so every return visit feels personal.
  • 🌐 Your Own Branded WebsiteStayEasy includes a professionally designed, mobile-friendly website for your property — no separate web developer needed.
  • ✉️ Guest Communication ToolsAutomated booking confirmations, reminders, and follow-up messages keep your guests informed and your operation smooth.
  • 📊 Occupancy & Revenue ReportingSimple, clear reports on occupancy rates, revenue by room type, and booking sources so you can make informed decisions.

See StayEasy in Action

We'll show you a live demo using a sample property. Takes about 30 minutes and you'll leave with a clear picture of whether it's right for you.

Book a Demo
Perfect For
✓Small & boutique hotels
✓Guesthouses
✓Bed & Breakfasts
✓Vacation rental operators
✓Eco-lodges & retreat centres
Questions

What hoteliers ask us first.

Does it sync with Booking.com and Airbnb?

Yes. Airbnb, Booking.com, VRBO and Expedia are kept in step automatically, so a room sold on one channel closes on the others.

Will it stop double bookings?

That is what the channel sync is for — availability updates across every connected channel as soon as a booking is taken.

Do we get our own website?

Yes. A branded property site comes with it, taking direct bookings that carry no channel commission.

Is it suitable for a small guesthouse?

Yes. It was built for small hotels, guesthouses and bed & breakfasts rather than scaled down from a resort system.

Can we manage rates and availability by season?

Yes. Room and rate management covers seasonal rates and availability, set once and pushed to every channel.

How do we get started?

Ask for a demo and we will walk you through it against your own property — how many rooms, and which channels you sell on today.

Get StayEasy

Give your guests the experience they expect.

Tell us about your property and we'll walk you through it. No commitment.

Prefer email? Write to sales@chriswin.net.