Outlook Calendar sync that runs both directions
Airflow pushes your bookings and date blocks into Outlook Calendar as events, and pulls blocks you add in Outlook back into Airflow. It runs both ways automatically, roughly every 30 minutes, per property.
If your business runs on Microsoft 365, your team already lives in Outlook Calendar — so your bookings should be there too, and not as a stale one-way feed. Airflow Outlook Calendar sync is genuinely two-way. Reservations from every channel, your direct guests and home swaps appear as Outlook events, and any block you add in Outlook — a maintenance window, an owner stay, time off — flows back into Airflow to protect those dates across every channel. That is what real Outlook Calendar sync for vacation rentals looks like.
How it works
- 1
Connect your Microsoft account
Authorise Outlook Calendar in Airflow once. You choose which account and calendar are linked, and you can disconnect whenever you like.
- 2
Choose the property and calendar
Map each Airflow property to the specific Outlook calendar you want it to sync with, so a multi-property operation keeps each listing on its own calendar.
- 3
Bookings and blocks push out
Airflow writes your bookings and date blocks into the chosen Outlook calendar as events, so whatever channel a reservation came from, it shows up where your team already works.
- 4
External blocks pull back
Any block you add directly in Outlook is pulled back into Airflow, roughly every 30 minutes, so those dates are protected against new bookings across every channel.
Genuine two-way sync, not an export
Direction is what matters. An iCal export only pushes your availability out and cannot see anything you change elsewhere. Airflow Outlook Calendar sync runs both ways: out, so bookings appear as Outlook events, and back, so a block you add in Outlook reserves those dates inside Airflow. That turns Outlook into a real working surface for your availability rather than a read-only mirror, and means a quick block in Outlook can never quietly leave a date open for a guest.
Per-property calendars for multi-listing hosts
Running several properties does not have to mean one cluttered calendar. Airflow lets you map each property to its own Outlook calendar, so each listing has a clean view that you and your team can subscribe to individually. Add or remove a property from the sync without affecting the others, which keeps a growing operation tidy.
Runs automatically in the background
Once connected, the sync runs on its own roughly every 30 minutes in both directions — nothing to press, nothing to refresh. New bookings appear in Outlook without you lifting a finger, and blocks you add in Outlook are picked up on the next cycle. If part of your team prefers Google, Airflow offers the same two-way model through Google Calendar sync.
Common questions
Is Outlook Calendar sync really two-way?
Yes. Airflow pushes bookings and blocks into Outlook Calendar as events and pulls blocks you add in Outlook back into Airflow, automatically, roughly every 30 minutes.
How is this different from an iCal feed?
An iCal feed is export-only — it pushes availability out but cannot read changes made elsewhere. Outlook Calendar sync works in both directions, so blocks you add in Outlook protect those dates in Airflow.
Can I sync different properties to different Outlook calendars?
Yes. You map each property to the specific Outlook calendar you want it on, so multi-property operations keep each listing separate.
How often does it sync?
Roughly every 30 minutes in both directions, automatically, with no manual refresh.
Run your availability from Outlook, both ways
Connect Outlook Calendar to Airflow for genuine two-way sync. Bookings push out, blocks pull back, every 30 minutes — no export to babysit.
Start with Airflow