Guest Stars Emilie Ullerup as Bree O'Brien Laci J. Mailey as Jess O'Brien Darren Matheson as Kevin O'Brien Abbie Magnuson as Caitlyn Winters Kayden Magnuson as Carrie Winters Michael Karl Richards as Wes Winters Serge Houde as Del Granger Lisa MacFadden as Millie Ian Hawkins as Conor O'Brien