Head to Head
| Jamaica - Premier League | 2019/01/20 20:00 | Dunbeholden FC v Waterhouse | D | 0-0 |
| Jamaica - Premier League | 2018/12/10 00:00 | Waterhouse v Dunbeholden FC | L | 2-1 |
| Jamaica - Premier League | 2018/09/18 01:35 | Waterhouse v Dunbeholden FC | L | 1-0 |
Home History
| Jamaica - Premier League | 2019/09/01 22:00 | Cavalier v Dunbeholden FC | L | 3-1 |
| Jamaica - Premier League | 2019/03/20 20:30 | Portmore United v Dunbeholden FC | L | 2-0 |
| Jamaica - Premier League | 2019/03/17 20:30 | Dunbeholden FC v UWI FC | L | 0-2 |
| Jamaica - Premier League | 2019/03/14 20:30 | Arnett Gardens v Dunbeholden FC | D | 0-0 |
| Jamaica - Premier League | 2019/03/10 20:30 | Dunbeholden FC v Reno FC | W | 3-0 |
| Jamaica - Premier League | 2019/03/03 22:00 | Cavalier v Dunbeholden FC | D | 1-1 |
| Jamaica - Premier League | 2019/02/24 20:00 | Dunbeholden FC v Humble Lions | W | 2-1 |
| Jamaica - Premier League | 2019/02/18 00:00 | Harbour View FC v Dunbeholden FC | D | 1-1 |
Away History
| Liga CONCACAF | 2019/08/30 02:00 | Herediano v Waterhouse | W | 7-8 |
| Liga CONCACAF | 2019/08/22 22:00 | Waterhouse v Herediano | D | 1-1 |
| Campeonato de Clubes da CFU | 2019/05/17 01:00 | Portmore United v Waterhouse | D | 1-1 |
| Campeonato de Clubes da CFU | 2019/05/14 22:30 | Waterhouse v Real Hope FA | W | 2-0 |
| Campeonato de Clubes da CFU | 2019/05/13 01:00 | Waterhouse v AS Capoise | D | 2-2 |
| Jamaica - Play-Offs | 2019/04/30 01:35 | Portmore United v Waterhouse | L | 1-0 |
| Jamaica - Premier League | 2019/04/15 22:30 | Waterhouse v Cavalier | W | 1-0 |
| Jamaica - Premier League | 2019/04/09 01:35 | Cavalier v Waterhouse | W | 0-2 |