@Mommy We have been full-time petsitting via THS for 5 years, so it is definitely possible, but yes, nothing is 100% sure when looking after animals. The animal might die before your arrival, the home owners might get seriously ill and not be able to go on holiday anymore, but the same goes for home owners: sitters might have an emergency back home and therefore not be able to honour the sit. So, no, if you’re looking for 100% security, then this is not the lifestyle/holiday for you.
Like you, we were let down by owners in Malta, having bought flight tickets and everything. Therefore, we tend not to do sits in countries/places where there are very few sits. (e.g. Greek islands) unless we are financially able to support ourselves there, in case the sit gets canceled. We are supposed to go to Kenya for a 5 week sit at Christmas and fingers crossed, it all works out. But in case it doesn’t, we upgraded to the premier membership so we might get some financial compensation and we will see it as a holiday and are saving now to be able to afford it.
Especially with children, you need to have a financial plan B. I wish you all the best and hope it’ll work out in the end !