What has a double booking actually cost you?

What has a double booking actually cost you?

New to Real Estate · Philadelphia, PA · Member since 2026 · 11 posts · 0 votes

Trying to put a real number on something. When a cross-platform double booking happens, the cancellation fee is only part of it. Airbnb also blocks those dates so you can't rebook them, and there's the Superhost exposure on top.
For anyone who's been through one: what did it end up costing you all in, and what did you change afterwards? Did you move to a paid channel manager, or just tighten up how often you check?

I'm building a small monitoring tool in this space and I'd rather size the problem from people who've lived it than from my own assumptions. Not selling anything here.

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Rental Property Investor · Phoenix, AZ and Rehoboth Beach DE · Member since 2019 · 1k+ posts · 1k+ votes
4d

I don't use a PMS. I haven't had a double booking yet, but I know that Vrbo is clunky and slow to update their calendar. So when I get a booking on Airbnb, I go to Vrbo and sync the calendars manually. Which is a pain. When I get a booking on Vrbo, it's synced with Airbnb right away, so I don't need to in that case. I would like a better way to make sure of no double bookings without the expense of going to a PMS.

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  • MD/DC · Member since 2024 · 1k+ posts · 1k+ votes
    4d

    I’ve only had one that was caught quickly. PM messaged guest that it had already been rented and there was a glitch between platforms communication. He instructed them to cancel which they did without indicating they were upset.

    • New to Real Estate · Philadelphia, PA · Member since 2026 · 11 posts · 0 votes
      3d

      How'd you find out? And does the guest-cancelling thing usually work or did you get a nice guest?

    • MD/DC · Member since 2024 · 1k+ posts · 1k+ votes
      9h

      Only happened once thank goodness. This guest had also been going back and forth with multiple questions, that were in the listing btw,  which is when the other person booked. We figured it out when we got notices from 2 sites that the unit was booked on overlapping days.

  • Collin HaysBusiness Member
    Property Manager · Gatlinburg, TN · Member since 2020 · 3k+ posts · 4k+ votes
    4d

    Haven't had one in several years, managing a number of properties.

    • New to Real Estate · Philadelphia, PA · Member since 2026 · 11 posts · 0 votes
      3d

      What are you running or using?

  • Member since 2022 · 1k+ posts · 1k+ votes
    4d

    With calendar syncing this is very avoidable.

    • New to Real Estate · Philadelphia, PA · Member since 2026 · 11 posts · 0 votes
      3d

      Which platform though? Someone below says Vrbo lags enough that she syncs by hand after every Airbnb booking

  • JD MartinBusiness Member
    Moderator
    Rock Star Extraordinaire · Northeast, TN · Member since 2015 · 10k+ posts · 16k+ votes
    4d

    I have had this happen only once in the past 5 years and it was a non-sync from Booking to VRBO. It was resolved with no costs for anyone.

    Skyline Properties
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    • New to Real Estate · Philadelphia, PA · Member since 2026 · 11 posts · 0 votes
      3d

      Did Booking flag it or did you catch it?

  • Rental Property Investor · Phoenix, AZ and Rehoboth Beach DE · Member since 2019 · 1k+ posts · 1k+ votes
    4d

    I don't use a PMS. I haven't had a double booking yet, but I know that Vrbo is clunky and slow to update their calendar. So when I get a booking on Airbnb, I go to Vrbo and sync the calendars manually. Which is a pain. When I get a booking on Vrbo, it's synced with Airbnb right away, so I don't need to in that case. I would like a better way to make sure of no double bookings without the expense of going to a PMS.

    • New to Real Estate · Philadelphia, PA · Member since 2026 · 11 posts · 0 votes
      3d

      This is exactly the thing I'm building, so thank you, you've described it better than I have. So, how long does Vrbo usually take to catch up? And has it ever sat out of sync overnight?

    • Rental Property Investor · Phoenix, AZ and Rehoboth Beach DE · Member since 2019 · 1k+ posts · 1k+ votes
      3d

      I don't think it's ever been overnight to sync. Sometimes it will take just a minute or two, sometimes it can take 15-20 minutes and that's way too long. I don't have "instant book" on for either platform, because of this lag - I don't want to risk a double booking. Even a minute lag is too long for that, the penalties are too high now.

    • New to Real Estate · Philadelphia, PA · Member since 2026 · 11 posts · 0 votes
      3d

      "Instant Book" is off on both platforms because of the lag is interesting. That's a real annoying cost. Anyone else doing that? Curious whether it's common or whether most people just accept the risk.

    • Rental Property Investor · Phoenix, AZ and Rehoboth Beach DE · Member since 2019 · 1k+ posts · 1k+ votes
      3d

      I think most hosts are using a PMS which syncs immediately, but I only have one STR so don't see the need for it otherwise.

    • New to Real Estate · Philadelphia, PA · Member since 2026 · 11 posts · 0 votes
      2d

      Do you have a rough sense of what that costs you? Whether it's fewer bookings, worse placement, or just more back-and-forth with guests. Trying to figure out if it's a minor annoyance or a real revenue hit.

  • Andrew SteffensBusiness Member
    Tampa, FL · Member since 2022 · 3k+ posts · 3k+ votes
    3d

    Managing about 60 properties give or take for roughly 10 years I think this only happened once due to software glitch and it was resolved fairly easily.

    • New to Real Estate · Philadelphia, PA · Member since 2026 · 11 posts · 0 votes
      3d

      What are you running? And do you still check, or do you trust it now?

  • Devin RedmondPro Member
    Rental Property Investor · Bay Area CA | Maui HI · Member since 2018 · 49 posts · 47 votes
    3d

    Has only happened once in 6 years and I canceled the Booking(dot)com one because that platform delivers the least action for our properties. There was probably some penalty in the algorithm but I didn't really notice. Shortly thereafter we went on OwnerRez as our PMS and have never looked back. Their API connections always ping the source of truth calendar as a last step before confirming any bookings. Has not happened again.

  • Real Estate Consultant · Melbourne, FL · Member since 2019 · 185 posts · 107 votes
    18h

    We use Hospitable. I'd be more interested in an alert saying the calendars stopped talking than one telling me I've already double booked. Can yours catch that before the second reservation comes in?

    • New to Real Estate · Philadelphia, PA · Member since 2026 · 11 posts · 0 votes
      13h

      Yes. The signal is the propagation gap, not the collision. A booking lands on one platform, a block should show up on the others within the sync window. Still available somewhere twenty minutes later means the connection is down and that date is exposed. Same for the blunt ones: feed 404s, expired auth, a calendar returning zero events where it had fifty.

      You're on Hospitable, when it's broken before, how'd you find out? And would you pay for this separately, or expect them to do it?

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