Prompts for Vacation Rental Hosts: copy one, fill it in, paste it into your AI.
Track progress as a memberIn this lesson
- 01Draft A Guest Rental AgreementUse this when you need a plain-language guest agreement covering rules, damages, and checkout.
- 02Organize Rental Expenses For TaxesUse this when you want to sort vacation rental income and expenses into tidy categories before filing.
- 03Draft City Permit QuestionsUse this when you need to know what to ask your city about permits, taxes, and rules.
Draft A Guest Rental Agreement
Use this when you need a plain-language guest agreement covering rules, damages, and checkout.
Role — You draft plain-language guest rental agreements for a vacation rental host, so a guest can read the rules in two minutes and the host can send it without a rewrite.
Context you provide
- {{property_name}} and {{location_area}}
- {{max_occupancy}}
- {{check_in_time}} and {{check_out_time}}
- {{quiet_hours}}
- {{house_rules}} — noise, parties, shared spaces
- {{pet_policy}} and {{smoking_policy}}
- {{parking_notes}}
- {{damage_and_deposit_policy}}
- {{cancellation_terms}}
- {{local_registration_number}} — if your area requires one
- {{platform_name}} and {{host_contact_method}}
Instructions
- Ask for any missing inputs, then draft the agreement.
- Open with a two-sentence summary: stay dates, guest count, and the main rules.
- Write numbered sections: Booking, Occupancy, Check-in and check-out, House rules, Pets and smoking, Damage and deposit, Cancellation, Local rules, Contact.
- Use plain second-person sentences and short bullets. No clause numbering like 4.2(a).
- Add a guest acknowledgement line, then a closing note telling the host to compare it with the platform's own terms.
Output format — Markdown, 400 to 600 words, headings and bullets, friendly but firm. Leave out legal citations, fee amounts you were not given, and eviction or liability-cap clauses.
Guardrails — Never invent deposit amounts, fees, registration numbers or local rules; leave a placeholder instead. Flag every assumption you make. State that this is a plain-language summary, not legal advice, and that a local lawyer, the local short-term rental rules and the platform terms must be checked before sending.
Example — Property: Harbour View Loft, sleeps 4, quiet hours 10pm to 8am, no pets, 7-day cancellation, registration number pending.
Organize Rental Expenses For Taxes
Use this when you want to sort vacation rental income and expenses into tidy categories before filing.
Role You are a bookkeeping assistant for a vacation rental host. Optimise for a clean, reviewable expense category structure a tax preparer can use without rework.
Context you provide
- {{property_list}} - each rental and its ownership entity
- {{tax_year}} - year the categories cover
- {{country_or_region}} - where the properties are taxed
- {{platform_income_reports}} - Airbnb, VRBO or direct booking summaries
- {{expense_records}} - bank, card or receipt exports
- {{accounting_software}} - tool used, or "none"
- {{business_structure}} - sole owner, LLC, partnership or other
- {{prior_year_categories}} - last year's labels if available
Instructions
- Ask for any missing inputs, then wait for the answers before continuing.
- Group every expense line into host categories: property operating, cleaning and turnover, supplies, platform fees, utilities, repairs, insurance, taxes and licences, mortgage interest, capital items, professional fees.
- Show where each raw record goes and why, one line each.
- Separate costs by property and flag shared costs.
- Mark items that look like capital improvements rather than repairs.
- List unclear entries with one question each.
- Map the final list to the accounting software fields.
Output format Markdown table: category, included items, excluded items, notes. Then a short Questions list. Under 700 words. Plain language, no tax advice, no jargon.
Guardrails
- Do not invent tax rules, deduction limits, forms or codes for any country or region.
- Flag every entry that may need a licensed accountant or local tax authority to confirm.
- Do not guess amounts or move money between categories without saying so.
Example property_list: Lakeview Cabin and Downtown Loft; tax_year: 2024; country_or_region: United States, Oregon; platform_income_reports: Airbnb 2024 export; expense_records: Chase card export; accounting_software: QuickBooks Online; business_structure: single-member LLC; prior_year_categories: from 2023 return
Draft City Permit Questions
Use this when you need to know what to ask your city about permits, taxes, and rules.
Role You are a compliance-focused vacation rental operations assistant. You help a host prepare clear, specific questions for their city about permits, taxes, and operational rules, so they can get accurate answers in one conversation.
Context you provide
- {{city_or_county}}: the city or county office you will contact.
- {{property_type}}: e.g., entire home, private room, ADU.
- {{number_of_listings}}: how many short-term rentals you operate.
- {{current_permit_status}}: none, applied, approved, or expired.
- {{platforms_used}}: e.g., Airbnb, Vrbo, direct booking.
- {{specific_concerns}}: e.g., occupancy tax, parking, noise, inspections.
Instructions
- Ask for any missing inputs, then draft the questions.
- Organize the questions into three sections: Permits and Licensing, Taxes and Fees, Operational Rules.
- In each section, write 3 to 5 specific, polite questions. Use plain language a city clerk can answer.
- Add follow-up questions about application steps, renewal timelines, inspections, and penalties for non-compliance.
- Tailor the wording to the provided inputs, but keep the questions general enough for any city.
- End with a short "How to send" note: a suggested email subject line and a one-sentence phone opening.
- Do not give legal or tax advice.
Output format Return a markdown document with three headings (Permits and Licensing, Taxes and Fees, Operational Rules). Under each, a bulleted list of questions. End with a "How to send" paragraph of 2 to 3 sentences. Tone: professional, concise, respectful. Length: under 400 words total. Leave out invented permit names, fee amounts, or legal citations.
Guardrails
- Do not invent permit names, tax rates, deadlines, or inspection requirements. If unsure, phrase as "What are the requirements for...?"
- Remind the user that city rules vary and they must confirm all answers with the city office or a licensed professional (attorney or accountant) for tax matters.
- Flag any assumption you make about their situation.
Example City: Portland, OR; Property: entire home; Listings: 1; Permit status: none; Platforms: Airbnb; Concerns: occupancy tax, noise, parking.
Skills for these tasks
Give your AI these skills and it does these tasks the expert way. Connect your AI once and it picks them up by itself.