Originally Posted by
suprunp
One of the distinguishing marks of the descriptive genitive is the fact that any modifiers and/or determiners preceding it generally belong to the head noun, rather than to the genitive noun. This means that in the following structure his and old modify cottage:
his old shepherd's cottage.
(Compare: his old friend's cottage)*
On top of this no item can be put in between shepherd's and cottage.
Having said this I would rather liken 'a hard day's labor' or 'a tolerable night's sleep' to 'his old shepherd's cottage' than to 'the old man's sight'.