There are two different situations, in regard to this question:
a) You have been diagnosed with a low Vitamin D blood level and have started to fill up your vitamin D with supplement intake according to the advice of a vitamin D specialist:
If you alter your body’s daily uptake or production of vitamin D to a higher level than before, your blood vitamin D level is showing daily fluctuations for up too about two months until it stabilizes again. Right after the first activation step in the liver, vitamin D blood levels will rise, but then lower again, because it is absorbed by the cells of your body filling up their internal vitamin D storages for immediate requirements. Also, your fat cell will deplete part of the vitamin D in the blood and fill up your long-term vitamin D storage. It may take up to two months until this process reaches a new steady stake again. Thus you should wait for this period to reevaluate the success of your attempt to raise your blood vitamin D level to a higher level than before and to decide on whether you need to fill up more or you may continue with a supplementation sufficient to maintain the vitamin D blood level achieved,
b) Your daily vitamin D supplementation is stable and changes in overall vitamin D blood level are mainly caused by seasonal changes of vitamin D production in your skin:
You should check your blood vitamin D level at least two times per year in autumn and spring in order to decide on whether your body would benefit from additional vitamin D supplementation.