Automated Vacation Rental Early Check-In Upsell Offers
Every morning, WebRun opens Lodgify, finds guests checking in within the next two days, checks whether the property is free the night before, and for eligible reservations drafts a paid early check-in offer email in Gmail for your review, logging every opportunity in Google Sheets.
How can I automatically offer vacation rental guests a paid early check-in?
Every morning, WebRun checks Lodgify for guests arriving in the next two days, then looks at the calendar to see whether the property is free before their check-in. For each eligible gap, it drafts a paid early check-in offer in Gmail for your approval, and logs every opportunity in Google Sheets so you can track acceptance rates.
- Calendar gaps before arrivals become a consistent upsell revenue stream
- Guests are offered early check-in only when the property is genuinely free
- You track acceptance rates in Sheets to see which properties convert best
Built for vacation rental managers · short-term rental hosts · property management companies · Airbnb and Vrbo hosts looking to grow ancillary revenue
What does WebRun do on every run?
The exact actions WebRun takes, in order - in plain language, so you can adjust anything.
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WebRun signs in and gets to work
Opens
app.lodgify.comin a real browser with your saved login - no setup, no API keys. -
1
Lodgify - find upcoming check-ins with a gap before arrival
lodgify.com
WebRun opens Lodgify to find upcoming check-ins with a gap before arrival. - Open Lodgify and find reservations checking in within the next 2 days
- For each, check whether the property is vacant the night before or morning of check-in
- Flag reservations where an early check-in window of at least 2 hours is available
Done when Every upcoming reservation with an available early check-in window is identified.
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2
Gmail - draft paid early check-in offer for eligible guests
gmail.com
WebRun opens Gmail to draft paid early check-in offer for eligible guests. - Draft a friendly early check-in offer email for each eligible guest, naming the property and the available window
- Include your early check-in fee and a simple way for the guest to accept
- Leave each draft unsent for your review before it goes to the guest
Done when A ready-to-send early check-in offer draft exists in Gmail for every eligible guest.
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3
Google Sheets - log upsell opportunities and acceptance status
google.com
WebRun opens Google Sheets to log upsell opportunities and acceptance status. - Log each eligible reservation with guest name, property, check-in date, available window, and draft status
- Leave an accepted column blank to track which guests take up the offer
Done when All early check-in upsell opportunities are logged in Google Sheets with their status.
How is each run configured?
Secure by default
Connect once, stays signed in
WebRun signs in once and keeps each session in a persistent environment, so every run picks up right where it left off.
Every action is checked against this policy before it runs.
Questions, answered
Will it offer early check-in to guests even when the property is occupied?
No. WebRun only flags reservations where the calendar shows the property is genuinely free before the guest's arrival. No offer is drafted unless there is a real gap.
Will it send the offer without my approval?
No. Every early check-in offer is drafted in Gmail and left unsent for your review. You decide which ones to send and which to hold.
Can I set the early check-in fee that appears in the offer?
Yes. Set your preferred fee during setup and WebRun will include it in every offer draft. You can also adjust individual drafts before sending.
Related templates
Put this on autopilot.
Turn it on in minutes - or have our team set it up for you.