In vineyards, cover crops typically grow concurrently with grapevines and can impart a multitude of agroecosystem services; yet concerns over potential disservices might limit adoption. Reductions in yield and vegetative growth are key disservices of concern, but at sites with high soil resources, reducing excessive vegetative growth is often considered beneficial, if the yield is not strongly penalized. To optimize agroecosystem services provided by cover crops, it is crucial to examine above- and belowground plant responses over multiple years. Documentation of the responses of fruit crop root systems to cover crops may clarify potential benefits for long-term agroecosystem services associated with aboveground growth and soil resources. In 2016, we established a perennial grass under young vines (full floor cover) to examine if agroecosystem services imparted by an under-vine cover crop change in the first five years of vineyard production and depend on rootstock vigor. Overall, cover crop reduced grapevine vegetative growth between 13% and 30% across all years and with a trend of more substantial reductions in the first two years. In contrast, yield was reduced in only three of the five years, between 9% and 25%, depending on the rootstock. Furthermore, neither cover crop nor differences in rootstock vigor resulted in relevant or consistent changes in fruit chemistry during the study. Overall, we found that in a relatively fertile, young vineyard, combining a lower vigor rootstock with a perennial, under-vine cover crop imparts substantial agroecosystem services in comparison to the more common practices of using a medium vigor rootstock and spraying herbicide under the vines. These services included improved crop load (ratio of fruit to vegetative mass), increased soil phosphorus availability, increased deep soil water content, and presumably lower labor and other costs associated with vineyard maintenance. Studies on a decadal timescale are needed to further clarify whether these services persist, accumulate with time, or if competition from the cover crop eventually leads to unacceptable decreases in vine nutrient status, growth, and production.