This has happened multiple times before, all with a similar crash report (only showing this one because I deleted the other ones earlier)
Description: Watching Server
java.lang.Error
at java.io.WinNTFileSystem.rename0(Native Method)
at java.io.WinNTFileSystem.rename(Unknown Source)
at java.io.File.renameTo(Unknown Source)
at cmu.a(SourceFile:150)
at xn.b(SourceFile:302)
at xn.c(SourceFile:321)
at vv.a(SourceFile:1009)
at ja.l(SourceFile:403)
at vu.c(SourceFile:189)
at net.minecraft.server.MinecraftServer.b(SourceFile:831)
at ue.b(SourceFile:343)
at net.minecraft.server.MinecraftServer.a(SourceFile:755)
at net.minecraft.server.MinecraftServer.run(SourceFile:630)
at java.lang.Thread.run(Unknown Source)
Please check if that's still an issue in 1.14.4.