Although people buying today are enjoying the attention of owning the coolest car on the planet, the price is definitely inflated simply because it has to be... The costs associated with starting a car company are astronomical! Once they reach equalibrium, these costs will come down and the prices will follow. In fact, it's not hard to imagine that EV's will ultimately become much cheaper than comparable ICE vehicles (far fewer parts).
With that said, if I were you, I would buy a nice ICE and wait a few years for the EV prices to come down. Of course, if everyone did that the prices would never come down! What you do depends on your circumstances.
Also keep in mind that Teslas in their current state are still 'early adopter' vehicles, which means it will take some more time before all the shortcomings are smoothen out.
However, if you are OK with limited range and open to embrace new technology despite its possible setbacks, the Tesla is probably the best choice out there since their focus has been on electric cars from the beginning and it's safe to say that they have most experience building electric cars so far.
If it is only a few times a year, why not just rent a car? Seems like an obvious solution. If it was once a month then I could see the hesitation but once every 3 or 4 months that you need a rental shouldn't be a big deal.
If that's as true as you claim, why wait for the 'cheap' Tesla Bluestar? Jump in with both feet and get a Model S!
On a more practical note; if you're worried about compatibility, it's Tesla, the brand that's inventing the field entirely - at worst there will be adapters to allow backwards compatibility, but more likely the current plug is relatively future proof.
If it's the battery-swap tech; that works on current Model S's, so that should be no concern either.
My current car is gasoline powered but I do believe it's the last gasoline car I'll own. Only time can tell.
Pro tip: this is good advice for buying any type of car at any time.
Which is why i'm waiting.