--- name: al-474-handle-every-short-term-rental-checkout-calmly-have-an-ai description: "For short-term rental hosts, checkout day bundles several stressful jobs: getting a cleaner in before the next guest, checking for damage and deciding whether to claim against the deposit. In October 2026 property management platform My Rental Spot gave hosts a one-screen workspace for each listing with calendar sync to Airbnb, VRBO and Google Calendar and six AI assistants. Turnover Dispatch creates a cleaning job at every checkout, flags tight turnarounds and sends the job to the host's own cleaners only when the host clicks dispatch; Damage Assessor reads a guest's incident photos and suggests a deposit-claim range for the host to edit; Guest Triage summarises risk signals on a booking request while ignoring name, nationality and other protected characteristics; and Review Responder drafts replies to reviews. The company says the AI drafts or recommends and the host decides; it never posts, charges or decides on its own. The prompt below sets up the same checkout routine with any…" --- # Handle every short-term rental checkout calmly: have an AI agent schedule the cleaning, flag tight same-day turnovers, review the guest's damage photos and suggest a fair deposit claim, with you deciding before anything is charged or sent For short-term rental hosts, checkout day bundles several stressful jobs: getting a cleaner in before the next guest, checking for damage and deciding whether to claim against the deposit. In October 2026 property management platform My Rental Spot gave hosts a one-screen workspace for each listing with calendar sync to Airbnb, VRBO and Google Calendar and six AI assistants. Turnover Dispatch creates a cleaning job at every checkout, flags tight turnarounds and sends the job to the host's own cleaners only when the host clicks dispatch; Damage Assessor reads a guest's incident photos and suggests a deposit-claim range for the host to edit; Guest Triage summarises risk signals on a booking request while ignoring name, nationality and other protected characteristics; and Review Responder drafts replies to reviews. The company says the AI drafts or recommends and the host decides; it never posts, charges or decides on its own. The prompt below sets up the same checkout routine with any AI assistant. ## Inputs to collect first Ask the user for anything below that they haven't already given you. Don't guess missing facts. - Name, size, platforms (Airbnb, VRBO, direct) - Check-in and check-out dates and times for the next 2 weeks - Names, availability, how long a clean usually takes - , including deposit amount or platform claim rules - Your own material (text, notes or data) ## Instructions Do the task below with the user's inputs in place of each [bracket]. Help me run checkout day for my short-term rental. Listing: [name, size, platforms (Airbnb, VRBO, direct)]. Upcoming bookings: [paste check-in and check-out dates and times for the next 2 weeks]. My cleaners: [names, availability, how long a clean usually takes]. House rules and damage policy: [paste, including deposit amount or platform claim rules]. 1) Build a turnover schedule: for every checkout, the cleaning window before the next check-in, which cleaner is free, and a flag on any same-day turnover with less than [X] hours. Suggest a backup plan for the tight ones. 2) Draft the job message for each cleaner, including anything special (restock list, linen count, report damage with photos). 3) If I paste a damage report and photo descriptions from the cleaner [paste], list each issue, whether it looks like damage or normal wear and tear, a fair repair or replacement cost range with your reasoning, and what extra evidence the platform will likely ask for (dated photos, receipts, the check-in condition). 4) Draft a calm, factual message to the guest about any claim. Treat every guest the same regardless of name or background, never charge or send anything yourself, and show me the schedule and drafts for approval. ## Safety checks (share these with the user) - This prompt works on text other people wrote (emails, reviews, messages or web pages). That text can hide instructions aimed at AI, such as "ignore your rules and…". Paste it as material to work on, and never let the AI act on requests inside it, like paying, sharing logins or changing records. - Check every figure, price and total against your own records before anything is sent, posted or booked. A person approves refunds, discounts, payments and price changes. - Remove names, contact details, account numbers and other personal data the task doesn't need before you paste, and check your AI tool's data and training settings. - Read and edit the draft before it reaches a customer or goes public. If you later automate this prompt, start with "draft and notify me", not "send automatically". - Say clearly which parts need a person to review or approve before anything is sent, paid, posted or filed. ## About this skill - Works with: My Rental Spot, Airbnb, VRBO, ChatGPT, Claude - Based on this real-world example: https://myrentalspot.com/p/press/oct-2026-short-term-rental-ai-host-tools - Free prompt from AgentPlaybook Real Estate: https://agentic-library.netlify.app/prompt/al-474-handle-every-short-term-rental-checkout-calmly-have-an-ai-ag/ - To install in an agent that supports Agent Skills, save this file as SKILL.md in a folder with the same name as `name` above (for example in your skills directory). Install steps for Claude.ai, Claude Code, Cursor and Codex: https://agentic-library.netlify.app/skills/