Throughout the human lifespan, repeated interactions with attachment figures and primary caregivers lead to development of internal working models of self and others that provide a base for development of individual attachment and caregiving system. This study sought to examine the role of attachment and perceived mother`s parental rearing style in formation of daughter`s mental representations of caregiving, as well as to verify the existence of intergenerational transmission of attachment and caregiving on a sample of 44 female students, aged form 18 to 30, and their mothers. Due to the lack of valid instrument for measuring mental representations of caregiving in Croatia, another study with different sample of participants (N = 344) was conducted in order to provide a valid translation and adaptation of Mental representations of Caregiving Scale. Results showed positive correlation of mother`s and daughters attachment anxiety, but not attachment avoidance. Although there was no significant correlation in mother`s and daughter`s similar mental representations of caregiving, results showed negative correlation of mother`s perceived ability to provide help and daughter`s selfish orientation. Results also showed significant correlation of perceived mother`s emotional warmth and rejection across two generations, and, in the same time, significant generational difference in the same components of perceived mother`s parental rearing style. Those findings confirm both intergenerational transmission, and difference in acceptable parenting methods and styles of two generations. Mothers with low scores in attachment avoidance and anxiety (secure attachment) showed more emotional warmth towards their daughters. On the other hand, mothers with overprotective parental rearing style, have daughters who showed high results on attachment anxiety. Significant role of attachment in forming mental representations of caregiving was only partially confirmed: positive role of secure attachment was displayed in positive mental representations of caregiving. With negative representations of caregiving, attachment anxiety significantly predicted egoistic motives for helping, while selfish orientation in caregiving was not further explained by attachment dimensions. In spite of methodological obstacles, obtained results were able to confirm some of the general assumptions for inter-generational transmission of attachment, as well as to contribute to better understanding of internal working models of attachment and caregiving and their interaction.