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AI agent for vacation rental hosts

Orphan Night Gap Fill Agent

Short calendar gaps are filled with the best price and rule changes, and each change is reviewed after a week.

DecisionsOperationsHospitality and events
See how it worksGet access
Orphan Night Gap Fill Agent: what goes in, what the agent does and what you get

What it does

A two night gap between bookings sits unsold because your minimum stay is three nights. Across several listings, that is a lot of lost income. This agent scans your calendars every week for short gaps, then tests price and minimum stay changes against comparable listings in the area. It proposes new rules for each gap, such as lowering the minimum stay to two nights or a small discount for last-minute bookers. After you approve and publish, it checks a week later whether the gap sold. If not, it adjusts the price or rule and proposes again. Edge case: a gap beside a cleaning-heavy checkout is flagged because turnover cost may outweigh a one night booking.

How it works

Follow the arrows from top to bottom. The orange dashed arrow is the loop: when a check fails, the agent goes back and tries again.

Start and resultWhat it doesA check on its own workWaits for your OKGoes back and retries
Yes, continueApprovedYes, continueNoNo 1 STARTS WHEN Weekly Sunday run 2 USES A TOOL Read calendars and find gaps of 1 to 3 nights 3 DOES Check comparable listings for price and minimum stay 4 DOES Calculate revenue after cleaning cost for each gap 5 DOES Draft rule and price changes per gap 6 CHECKS THE RESULT Does each proposal beat cleaning cost and stay abovethe floor price? If not: Raise the price or drop the gap from the list.Back to step 4. 7 YOU APPROVE Host approves the changes before they go live 8 USES A TOOL After one week, read the calendar again 9 CHECKS THE RESULT Did the gap sell? If not: Lower the price in steps or loosen the minimumstay, then repropose. Back to step 4. 10 RESULT Gap report
Read the steps as a list
  1. Weekly Sunday run
  2. Read calendars and find gaps of 1 to 3 nights
  3. Check comparable listings for price and minimum stay
  4. Calculate revenue after cleaning cost for each gap
  5. Draft rule and price changes per gap
  6. Does each proposal beat cleaning cost and stay above the floor price?If not: Raise the price or drop the gap from the list. Back to step 4.
  7. Host approves the changes before they go liveThe agent waits here for your OK.
  8. After one week, read the calendar again
  9. Did the gap sell?If not: Lower the price in steps or loosen the minimum stay, then repropose. Back to step 4.
  10. Gap report

How it decides

It proposes a rule only when expected revenue beats the cleaning cost and the gap is within 30 days of today.

  • Consider gaps of 1 to 3 nights within 30 days
  • Never go below the floor price set by the host
  • Offer a discount of at most 15% for gaps under 5 days away
  • Skip a gap if cleaning cost is more than 60% of the likely revenue

Make it yours

Every agent is a starting point. You choose these settings for your own situation.

  • Floor price per listing
  • Maximum discount (default 15%)
  • Gap length range
  • Review period in days (default 7)

What keeps you in control

It always asks you first

  • Host approves every rate or rule change

Hard limits

  • Never change prices on the platform itself
  • Never go under the host's floor price

It stops when

  • Done: gaps sold or accepted as unsold
  • Stop: platform data unavailable

Set it up

We guide you through the set-up, step by step

Members get the full set-up guide for this agent. No technical skills needed: you copy, paste and upload.

10 minto set it up in your AI
5 AIsChatGPT, Claude, Copilot, Gemini, Grok
  • One set of instructions to paste into your AI, with the clicks for ChatGPT, Claude, Microsoft 365 Copilot, Gemini and Grok
  • The agent then walks you through connecting your own data, one source at a time
  • A downloadable copy with the flow chart, the rules and the full guide
Get access to this agent

An example run

What happensA 2 night gap on June 14 to 16 had a minimum stay of 3 and a rate of $180. Comparable listings were filling at $155. The agent proposed a minimum of 2 and $160. The host approved. After a week it was still empty, so the agent proposed $145, which still cleared the $60 cleaning cost and was approved.

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