[The following was added in response to the question about equivariance and transition functions in the comments:]
Dear Dyke, Let me hide behind Ben's answer, and leave the expression of equivariance in terms of transition functions as an exercise. (Note that, while it is in some sense routine, as Ben indicates, it may also be painful, because if $G$ acts transitively, as in your example, then you won't be able to choose the affine opens on which the bundle is trivialized to be $G$-invariant, and this will complicate things.) Instead, I'll note the following: when you describe a vector bundle by transition functions, you are giving a bunch of open sets that you glue together to get your space, and then the transition functions tell you how to glue together the trivial bundle on these various opens into a bundle on the space under consideration. But the $G$-equivariant set-up gives a different way to think of the bundle: on $G/H$, since $G$ acts transitively, we just take the trivial bundle at the base point, and then move it around by $G$ to get a bundle over all of $G/H$. The only thing is that this is overdetermined (unless $H$ is trivial); there are lots of ways to go via an element in $G$ to a given point. This overdeterminacy is all encoded in the fact that $H$ stabilizes the base-point: so what we have to do is say, if we take our vector space at the base-point, and then move it around by an element $h \in H$ (which doesn't actually move the base-point at all), how we identify the ``moved space'' with the original space. In other words (making this heuristic precise) we have to describe an $H$-action on the vector space at the base-point. Ergo, $H$-representations correspond to $G$-equivariant vector bundles on $G/H$.
So in this context, transition functions are not a very natural way to think about how the vector bundle is constructed; a more representation-theoretic view-point is the way to go.