A disaster recovery system, including a target datastore for replicating data written to source datastores, and a checkpoint engine (i) for transmitting, at multiple times, quiesce commands to a plurality of host computers, each quiesce command including a timeout period that is adjusted at each of the multiple times, (ii) for determining, at each of the multiple times, whether acknowledgements indicating that a host has successfully stopped writing enterprise data to the source datastores, have been received from each of the host computers within the timeout period, (iii) for marking, at each of the multiple times, a cross-host checkpoint in the target datastore and reducing the timeout period for the quiesce commands at the next time, if the determining is affirmative, and (iv) for increasing, at each of the multiple times, the timeout period for the quiesce commands transmitted at the next time, if the determining is not affirmative.