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How Do We Answer Holiday Guests' Questions on Airbnb, Booking.com, Email and WhatsApp Without Missing Any?

Holiday let teams juggle guest messages on every channel and answer the same questions daily. We build one inbox with drafted replies from property facts.

Updated 2 min readBy SpiderHunts Technologies

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Quick answer — TL;DR

Guest messages for holiday lets arrive through Airbnb, Booking.com, Vrbo, email, website chat and WhatsApp, and most ask the same things: is there a travel cot, can we bring two dogs, where do we park, is the hot tub ready. We build a unified inbox fed by your property management system and other channels, with replies drafted from each property's facts and your policies, response time alerts for each channel, and anything unusual flagged to a person.

Six places to check before lunch

Your reservations team checks the Airbnb inbox, then Booking.com's extranet, then the email inbox, then the website chat, then the WhatsApp number on the owner's welcome book. Each has guest questions waiting. Can we bring two dogs to the barn? Does the cottage have a travel cot? Is there a charger for an electric car? Can we arrive at 1pm?

Most answers are in the property information, if someone looks it up. Some messages get missed, and channels notice slow response times.

Why guest messaging is hard to keep up with

Messages are spread across channels that do not talk to each other, unless your property management system brings them together, and even then email and WhatsApp may sit outside it. Each message needs checking against the right property's facts, which may be in a document or a colleague's memory.

Channels also expect replies within their own time frames, and response rates can affect how listings are treated. So there is pressure to answer quickly, even when the answer needs looking up.

What slow and inconsistent replies cost

Unanswered enquiries become lost bookings. Inconsistent answers, such as one colleague saying yes to two dogs and another saying one, create problems on arrival and in reviews. Staff spend most of their time on repeated questions, leaving less time for the ones that need care, such as complaints or special requests.

The guest inbox we build

We build a single inbox and answer-drafting layer on top of the messaging you already have.

  1. One inbox: messages from channels are collected through your property management system's unified inbox where it exists, and email, website chat and WhatsApp Business are added to the same queue.
  2. Property facts: each property has a maintained set of facts, such as pets, cots, parking, EV charging, check-in times, hot tub and accessibility, and your policies for exceptions.
  3. Drafted replies: a language model drafts a reply to each message using only the property's facts and your policies, in your tone. If the facts do not cover the question, it says so and does not guess.
  4. Approval: your team approves drafts with a click, or you allow automatic sending for low risk topics you choose, such as parking or Wi-Fi details for confirmed guests.
  5. Response clock: each message shows how long it has waited against the channel's expectations, with alerts before it becomes late.
  6. Escalation: complaints, refund requests and unusual requests are flagged to a person with the booking and property details attached.
QuestionAnswered fromSent automatically?
Can we bring two dogs?Pet policy for the propertyDraft for approval
Where do we park?Parking fact for the propertyCan be automatic for confirmed guests
Can we arrive early?Check-in rules and cleaning scheduleDraft for approval
The heating is not workingMaintenance escalationNo, flagged to a person

After the change

Your team works one queue, not six. Routine questions are answered quickly and consistently from the same facts. People spend their time on complaints, special requests and the enquiries most likely to become bookings. Channel response times stay within what each platform expects.

Signs you need this

  • Guest messages arrive through several channels your team checks separately.
  • The same questions about pets, cots and parking come in every day.
  • Different staff give different answers about the same property.
  • Messages have been missed or answered late.
  • Property facts are in documents that take time to search.

FAQ

Frequently asked questions

The questions readers ask us after this guide.

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Ask about your project

Will the AI make things up about our properties?

It is restricted to the property facts and policies you provide, and when a question is not covered, the draft says it needs a person. Anything it drafts can be checked before sending.

Does it work with Airbnb and Booking.com messaging?

Yes, through your property management system or channel manager's connection to those channels.

Can we use WhatsApp?

Yes, through the WhatsApp Business platform, with messages in the same queue.

Who keeps the property facts up to date?

Your team. The system highlights questions it could not answer, which shows which facts are missing.

Does this replace our reservations team?

No. It takes the repetitive answers off their plate so they can focus on bookings and guests who need them.

Keep reading

More on Problems We Solve

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Tell us what slows your holiday let operation down

Describe the job, how many properties it covers and which booking system and channels you use. We will tell you what we would automate, what should stay with your team, and if a setting in the software you already pay for would fix it, we will say so.

  1. You tell us what you needTwo minutes on the form, or a message on WhatsApp.
  2. A senior engineer reviews itAnd comes back with questions, a realistic range and an honest view on fit.
  3. Free 30-minute scoping callWe talk through scope, options and a realistic estimate — with no obligation.
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