Juniperus sabina L. (J. sabina L.) represents a compelling forest species due to the presence of metabolites in its leaves, which possess diverse applications in the fields of cosmetics, pharmaceuticals, and medicine. However, the species presents difficulties with regard to natural regeneration. This research aimed to improve the propagation conditions of J. sabina by using cuttings to enhance both the rooting percentage and essential oil (EO) content in the leaves. To do this, sampled cuttings underwent pretreatment with four different doses of coconut juice (25%, 50%, 75%, and 100%) within four substrates or rooting media, namely perlite, mixed substrate, pumice, and perlite–cocopeat. The study was carried out over the course of all four growing seasons to examine the impact of harvesting time as well. The best results for rooting were observed with the pretreatment of coconut juice at 25% in spring and in the substrate of perlite–cocopeat (37.10% rooting). The coconut juice also significantly increased the percentage of EOs in spring (0.82% of essential oil yield). Beta-pinene was the essential oil component with the highest representation (34.7% in fall), whereas in the spring, the best season to collect cuttings, the dominant component was nerodiol. Our study can contribute to the planning of culture systems using cuttings and to the control of the production of EOs from the leaves of J. sabina.