If you pay monthly or annually, no. We will cover every booking within that period of cover. If you opt for our pay-per-stay option, we will link up to your Airbnb/booking.com calendar (through adding your ical link to your account) and get notified automatically of each stay. Alternatively, some of our customers like to drop us an email with the dates each time and we will add the stays in manually for you. We’re very flexible, so whatever suits you best!