Live ยท Push trigger

Your guest is already there.
The night after is still open.

Gap nights โ€” open nights between bookings โ€” represent revenue hosts routinely leave on the table. Not because they don't want to upsell, but because there's no easy way to do it at exactly the right moment.

Day 2 of stay ยท 10:00 AMโœ“ sent
Hey Sarah โ€” hope the Casita is treating you well!

Quick heads up: tomorrow night (Friday the 19th) is still open if you'd like to extend. Just reply "yes" and I'll add it โ€” no need to do anything else.

โ€” Greg
In-stay day 2Gap night open
The opportunity

Gap nights are lost revenue.
The fix is a single message.

If you average 2 gap nights per property per month across 3 properties, and convert 30% at an average nightly rate of $200 โ€” that's an extra $432/month in revenue that currently goes uncaptured.

6
Gap nights/mo (3 properties)
30%
Typical conversion rate
$432
Additional monthly revenue
How it works

Automated daily. Sent at the right moment.

1
Daily check runs

Every morning, Gap Night scans all active reservations across your properties for guests currently in-stay.

2
Calendar checked

For each active stay, we check if the night immediately following their checkout is available.

3
Offer sent

If a gap exists, Claude writes a casual, low-pressure message. One question, easy yes, sent via Hospitable.

Example messages

One question. Easy yes.

The message is always brief, always casual, always low-pressure.

3-night stay, day 2, wellness guest
Casita
Hey Sarah โ€” two nights in, hope it's been everything you hoped. The hot tub forecast for tonight looks good by the way โ€” clear skies after 9pm.

Quick heads up: tomorrow night is still open if you want to extend. Just reply yes and I'll add it, no extra steps needed. โ€” Greg
Weekend stay, last night, couple
Panoramic
Michael โ€” hope you two are enjoying the Panoramic. Checking in before your last day.

Sunday night is open if you want one more night up on the balcony before heading back. Mondays in Sedona are noticeably quieter โ€” just something to consider. Reply yes if you want it added. โ€” Greg
Founder pricing ยท First 20 hosts only

Stop leaving gap nights
on the table.

Lock in $19/mo forever. We set everything up in 48 hours โ€” no manual work required.

You're on the list โ€” we'll be in touch within 24 hours.

Hospitable only ยท No manual work ยท No spam, ever