He again became Ipswich's club captain during his second season at the club, and continued to feature as a key part of the team. He scored his first goal of the season on 11 August in a 1–1 draw with Exeter City in a League Cup match. He once again featured in ever game of season as Ipswich finished 3rd in the league and qualified for the play-offs for a third successive season. Ipswich were knocked out of the play-offs by Bolton Wanderers over two legs, losing the first leg 0–1, Holland scored a brace in the second leg in a 4–3 victory, one of which being the winning goal, leveling the tie at 4–4 with Ipswich losing out on away goals.