Stubborn offender's first confined to house arrest after vacation (11)
I believe the answer is:
opinionated
'stubborn' is the definition.
(thesaurus)
'offender's first confined to house arrest after vacation' is the wordplay.
'first' indicates taking the first letters.
'confined' becomes 'pinioned' (pinioning is a kind of confining**).
'to house' indicates putting letters inside.
'after vacation' means to remove the middle letters (the inside letters must vacate).
'arrest' with its middle removed is 'at'.
The initial letter of 'offender' is 'o'.
'pinioned' enclosing 'at' is 'pinionated'.
'o'+'pinionated'='OPINIONATED'
(Other definitions for opinionated that I've seen before include "Doctrinaire" , "Assertive in one's views" , "Assertively dogmatic" .)