
Customer: Peter Dawson, Breathtaking Chester Cottage
Properties: 5 properties in the UK: 4 standard buy-to-lets and 1 short-term rental (a two-bedroom cottage near Chester that sleeps 4)
Products: AdvanceCM, Automata, TokeetAI
Focus: Running a short-term rental from the other side of the world, automated guest and cleaner messages, AI replies overnight, automated review requests, very little admin
To manage an Airbnb remotely, Peter Dawson relies on a system that keeps working while Peter is asleep. Peter owns five properties in the UK. Four are standard buy-to-lets. The fifth, Breathtaking Chester Cottage, is a two-bedroom cottage about two miles from Chester city centre. It runs as a short-term rental, and Peter calls it “by far the most successful property.”
The catch is distance. The property is in Chester, and Peter lives in Australia. When guests arrive in the afternoon UK time, it’s usually the middle of the night for Peter, so the business has to run without someone watching the inbox.
Peter Dawson shows how to manage an Airbnb remotely, running a short-term rental in Chester, UK, from Australia. Bookings run through AdvanceCM, Tokeet’s AI-powered property management system and channel manager. Automata sends guest and cleaner notifications, TokeetAI answers routine guest questions, and review requests go out automatically after checkout. Peter says the admin left is almost nothing.
Watch Peter Dawson’s full interview about running a Chester rental from Australia.
What It Takes to Manage an Airbnb Remotely
A short-term rental creates the same work whether the host lives next door or overseas. Guests have questions before arrival, the cleaner needs to know when to turn the property over, and every stay should end with a review request.
When you manage an Airbnb remotely, each of those steps needs to happen without you. The time difference makes this harder. A question sent during the guest’s afternoon can arrive in the middle of your night, and a delayed reply is what the guest remembers.
The hosts who manage an Airbnb remotely without stress usually have one thing in common: the routine messages are set up once and then run on their own.
Peter’s Setup: One Chester Rental, Run From Australia
Peter describes the business as “relatively automated.” Bookings for the Chester property come in through Airbnb and Booking.com, and they all land in AdvanceCM.

From there, two Tokeet tools handle most of the day-to-day communication:
- Automata, an automation add-on that requires a Tokeet account, sends scheduled notifications to guests and to Peter’s cleaner.
- TokeetAI replies to guest questions, so routine queries get answered without Peter.
“The whole process is automated for me,” Peter said. “I’ve got a very good cleaner that works with me, and she gets regular notifications, as do the guests.”
Guest Replies While the Host Sleeps
The time difference is the main reason Peter added AI to the setup.
“I use TokeetAI as well, and that responds to a lot of guest queries on the fly,” Peter said. “I thought that was essential, really, because when guests are arriving, I’m probably asleep.”

TokeetAI writes smart auto replies based on booking details, rental details, and past conversations. For a host who can’t manage an Airbnb remotely around the clock, that covers the hours when Peter is offline.
Late-night messages are one of the most common pressure points for hosts. Our post on why your Airbnb phone won’t stop buzzing looks at where that message load comes from and how hosts reduce it.
Keeping the Cleaner and Guests Informed
The cleaner is the person Peter depends on most in Chester. Because Peter can’t drop by between stays, the cleaner has to know about each booking without being told by phone.
Automata handles that. It sends messages to guests and staff at set points in each booking, from confirmation to checkout. The cleaner gets the turnover information, the guests get their stay details, and Peter doesn’t send any of it by hand.

This is the main difference between hosting nearby and trying to manage an Airbnb remotely: a nearby host can fix a missed message in person. A remote host needs the messages to go out on time every time.
Review Requests That Go Out on Their Own
Reviews are part of the same automated routine, and they’re easy to forget when you manage an Airbnb remotely.
“I request it through an email that I send the guests when they’re checking out,” Peter said. “A few days after they have checked out, through an Automata automated email.”

The timing matters. On Airbnb, guests and hosts have 14 days after checkout to submit a review, so a reminder a few days after the stay lands while the guest can still leave one.
On Booking.com, the same idea applies: a steady, honest request works better than a last-minute message. Our guide to the Booking.com review request covers how to ask for reviews in a way guests trust.
The One Habit That Keeps the System Accurate
Even with automation, you can’t manage an Airbnb remotely without checking in now and then. When a guest asks something the AI hasn’t seen before, Peter adds the answer so it’s ready next time.
“If a guest messages with something that the AI has not previously recognised, I’ll go in and put that information in the AI to train it for next time,” Peter said.
One recent example: a guest who booked through Booking.com received a booking summary from Peter that showed about £90 less than the Booking.com price. The guest asked whether they’d been charged the right amount. The difference was the cleaning cost, which was shown separately in Peter’s summary.
“On Booking.com, it just lumps it all together and doesn’t delineate,” Peter said. “The AI didn’t pick that up initially, so I suppose my habit now is to go back in and just adjust anything like that. But otherwise, it’s fairly automated.”
That matches Booking.com’s own rules. Booking.com requires partners to include mandatory cleaning fees in the total price displayed to guests, so a guest who sees a separate breakdown later may notice the gap.
Keeping guest information complete is what makes self-service work. Our post on the digital guest guidebook that actually gets used covers the same principle: when the answer is easy to find, guests stop needing to ask.
How Much Admin Is Left?
Asked how much time admin takes now, Peter’s answer was short.
“I spend almost no time on admin work whatsoever,” Peter said. “Probably just an end-of-year pull-down of information and files for the accountant, and that’s probably it.”
Peter does some bookkeeping in QuickBooks, which Peter called the most significant part of the management role now. For Peter, that’s what it looks like to manage an Airbnb remotely: the day-to-day work of guests, cleaning, and reviews runs on its own.
4 Lessons for Hosts Who Want to Manage an Airbnb Remotely
Peter’s setup points to four practical lessons:
- Automate the messages that happen every stay. Booking confirmations, cleaner notifications, and review requests follow the same pattern each time, so they can be set up once.
- Cover the hours you’re offline. If you live in another time zone, an AI that answers routine questions keeps guests from waiting until you wake up.
- Teach the system when it misses something. Each new question you answer once is one the AI can handle next time.
- Explore the backend early. “It’s more straightforward than it seemed on first glance,” Peter said. “The easiest thing to do is to start and just explore the backend. Explore all the features that AdvanceCM has to offer, and it’s a lot.”

Why This Story Matters
Peter’s story shows that you can manage an Airbnb remotely from the other side of the world when the routine work is automated and you keep teaching the system what it doesn’t know yet. You can follow along on Peter’s Instagram.
Asked what Peter would tell a host still managing bookings by hand or in spreadsheets, the answer was direct: “Why are you giving yourself a second job? You don’t need that. This is the 21st century, and we’ve got some very advanced systems and AI. Don’t torture yourself. Just get it done.”
FAQs
- Can you manage an Airbnb remotely from another country? Yes. Peter Dawson runs a short-term rental in Chester, UK, from Australia. Bookings run through AdvanceCM, Automata sends guest and cleaner notifications, and TokeetAI answers routine guest questions while Peter is asleep.
- What do you need to manage an Airbnb remotely? A reliable local cleaner, automated messages for each stage of a booking, and a way to answer guest questions when you’re offline. Peter uses Automata for scheduled messages and TokeetAI for guest replies.
- How do you handle guest messages across time zones? Peter uses TokeetAI, which writes auto replies based on booking details, rental details, and past conversations. When the AI misses a question, Peter adds the answer so it’s ready for the next guest.
- When should you ask guests for a review? Peter sends an automated review request by email a few days after checkout. On Airbnb, guests have 14 days after checkout to submit a review, so a request in the first few days gives them time to respond.
- Is AdvanceCM a channel manager or a property management system? Both. AdvanceCM is Tokeet’s AI-powered property management system and channel manager, so bookings, calendars, rates, and guest messages are managed in one place.

Welcome to Tokeet’s Podcast — your trusted source for insights, trends, and strategies shaping the vacation rental industry. Each episode features expert interviews, data-driven analysis, and practical tips to help property managers grow their businesses, improve guest experiences, and stay ahead in a rapidly evolving market. Whether you’re new to short-term rentals or managing a large portfolio, tune in to stay informed and inspired.
Peter Dawson owns five properties in the UK, and the short-term rental near Chester is the most successful by a long way. The catch is that Peter lives in Australia, so guests usually arrive while Peter is asleep.
In this episode, Peter explains how AdvanceCM, Automata, and TokeetAI keep bookings, guest replies, cleaner notifications, and review requests running without daily input. Peter also shares the one habit that keeps the AI accurate, which started with a Booking.com guest asking about a £90 difference.
The result, in Peter’s words, is “almost no time on admin work whatsoever.” And for hosts still managing bookings by hand, Peter has one question: why give yourself a second job?
Key Takeaways:
✅ Automate the messages that happen every stay
✅ Let AI answer guests during the hours you’re offline
✅ Teach the AI whenever it misses a question
✅ Send review requests a few days after checkout
✅ Explore the backend early; it’s simpler than it looks
Related Links:
Company: https://www.tokeet.com/Blogs: https://www.tokeet.com/blog/Blog: How to Manage an Airbnb Remotely: 4 Lessons From a Chester Host Living in Australia 👉 https://blog.tokeet.com/manage-an-airbnb-remotely/
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