Separately, grafting and the use of plastic mulch can increase yield, quality, and early harvest of watermelon (Citrullus lanatus), especially when plants are under biotic and/or abiotic stress. A 2-year field study was conducted to evaluate the combination of four different rootstocks and two types of plastic mulch (black and clear) on date of watermelon first flowering, fruit ripening, yield, and fruit quality when plants were exposed to Verticillium dahliae. Seedless watermelon cv. Secretariat was grafted onto rootstocks Lagenaria siceraria cv. Pelop, Benincasa hispida cv. Round, and two interspecific hybrid squash rootstocks Cucurbita maxima × C. moschata cvs. Super Shintosa and Tetsukabuto, with nongrafted ‘Secretariat’ as the control. Fruit were harvested 0, 7, and 14 days after both the leaflet and tendril attached to the fruit pedicel were completely dry (fruit considered to be physiologically mature). The area under the disease progress curve (AUDPC) values for verticillium wilt were not different for mulch type in either year, although the overall AUDPC value was greatly reduced in the four grafted treatments (227) compared with nongrafted (743). There was no difference in days to male or female flowering due to mulch type or year, and rootstock did not affect first flowering of male flowers. Female flowering was 14 and 11 days later in 2018 and 2019, respectively, for ‘Secretariat’ grafted onto bottle gourd ‘Round’ compared with ‘Secretariat’ grafted onto ‘Tetsukabuto’. Female flowering of ‘Secretariat’ on ‘Round’ was also 7 days later compared with nongrafted ‘Secretariat’ both years. However, days to first harvest was not different with mulch or rootstock and was 92 days after transplanting (DAT) in 2018 and 114 DAT in 2019. There was no difference in yield (fruit number and weight) due to year, harvest date, or mulch, but there was a difference due to grafting. ‘Secretariat’ grafted onto ‘Super Shintosa’ had the greatest total number and weight of fruit per plant (3.7 and 14.8 kg, respectively), and nongrafted ‘Secretariat’ had the lowest (0.7 and 3.2 kg, respectively). Fruit quality attributes hollow heart formation (rating 3.2/5 on average), hard seed count (6 on average), total soluble solids (11% on average), and lycopene content were not different among mulch type, rootstock treatment, or harvest date; however, lycopene content did differ due to year (52.44 and 32.51 µg·g−1 in 2018 and 2019, respectively). Flesh firmness was highest for watermelon grafted onto ‘Super Shintosa’ rootstock (6.7 N) and lowest for nongrafted watermelon (4.3 N). Overall, rootstocks reduced verticillium wilt severity and increased fruit yield whereas mulch had no effects, and 5 V. dahliae colony forming units (cfu)/g of soil may be the minimum level for impact on watermelon fruit yield.