I've never run into the slightest issue between chromebook html5 browser and Apache Guacamole, which I suppose does not prove no problem could exist for anyone else. Its SSH is really a very nice terminal emulator, and of course there's rdesktop protocol and all that also.
It helps to have an enormous vmware cluster holding the numerous servers such that I'm connecting to a machine that is too beastly powerful to ever consider in a laptop form factor... so my dev box has slightly higher latency but the CPU and memory are immense such that its not all that different than native, some things a little faster, some a little slower.
The biggest problem I have is I can buy a chromebook with a decent screen for roughly the price of a decent windows laptop, but I can't buy a decent keyboard on a chromebook for any price. Model-M keyboard to USB to plug into the chromebook, I've never tried that? On the stereotypical hyper limited chromebook keyboard, emacs is ... difficult but possible, and android studio is OK, or at least as OK as java programming can be. Android studio emulator had some weirdness with it not being amused at attempting virtual machine hardware acceleration on a vmware image of a windows box; probably depends exactly which version of studio you install and when you installed it...
Native chromebook VPN support is "ok" or at least somewhat usable. I don't have the infrastructure bare out on the internet for obvious reasons.
An extremely beefy virtual dev box with 10 hour battery that weighs nothing using a state park as my office is pretty nice, when weather permits that kind of work. The only problem I've found is you can use a lot of mobile data very quickly this way, especially during a nice summer month. Also I can charge my tether phone off the chromebook but then the battery life seems much shorter; AC power is surprisingly not hard to find and picnic shelters are almost always empty during the week (full on weekends). Parks are also empty and quiet during the week. When it rains I'm stuck in the office, what a bummer. Do not be like me and hike out five miles to an observation tower right before a rainstorm begins, I was stuck under the tower for an entire day until it stopped raining.
