I'll consider these three things you've mentioned.
Size of side groups:
PE has very small side groups in the H atoms, while PEG has no side groups on the O. This would imply that PE might have slightly more hindered rotation, meaning a higher glass transition than PEG, however this is not...
Does that mean C-O bonds don't rotate as freely as C-C bonds, maybe an inequality in the electronic character of the C and O atoms that causes stiffness?