Marta here, from Trello Support
Trello offers a calendar Power-Up that you can enable on your board to keep track of cards with due dates. This article covers how our Calendar Power-up works, as well as how to generate an iCal feed of your Trello cards: http://help.trello.com/customer/portal/articles/1262881-viewing-cards-in-a-calendar-view
That being said, it's not possible to add a start and end date to your cards, so you won't be able to have a due date extend over multiple days to show someone is off.
I’ll pass your interest in this on to our team for consideration—let me know if there's any additional info you'd like for me to send their way.
If you're curious about how our team decides on what requests we work on, this article gives some insight into that process: http://help.trello.com/article/724-submitting-feature-requests-for-trello
To see what features our devs are currently working on, check out our dev board at http://www.trello.com/dev.
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