In short, you can't book more than one sit on the same dates. If you have a confirmed sit and attempt to apply for a sit with overlapping dates or the same dates, you'll see the message on the listing: 'You're busy with another sit'.
Double-booking sits runs the risk of a sitter leaving a sit early, sitters “shopping around” for another opportunity after already having confirmed a sit, or cancelling at the last minute, and we've seen instances of this happening across our platform. Needless to say, this not only puts the welfare of pets at risk but also causes undue inconvenience and stress for pet parents.
We know that many sitters confirm back-to-back sits, and so to ensure these members are not negatively impacted, sitters will still be able to apply/confirm sits that end and start on the same day.