"वह मेरे साथ खेल रहा है।"
Translation:He is playing with me.
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Here, मेरे comes along with the postposition 'साथ'.
The notes in the Activity skill explain it well. Quoting directly, "Instead of being simple monosyllables, some postpositions in Hindi use the format: के + [postposition]. For example, as just learnt, के पास. Other examples include के लिए (for), के ऊपर (above), के नीचे (below), etc.
Pronouns take the plural-object form for these postpositions. For example, मेरे पास, उसके पास, जूलिया के पास, etc."
"He plays with me" would be "वह मेरे साथ खेलता है।" This is "वह मेरे साथ खेल रहा है।" The "रहा" makes it in the present continuous, while the sentence you just mentioned is present simple. For more information, read the Tips and Notes here: https://www.duolingo.com/skill/hi/Activity/tips-and-notes