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Where and when are you checking for your car rental? I just did a quick search on Hertz for a one-way rental from IAD/Dulles to Williamsburg (April 4-5), and it was $200 total for a 24-hour rental, one-way. And that's without any "coupons" or discount codes applied. That's not too bad.
Were you looking from Dulles or another airport?
Now, is the sun in your eyes THAT much of a problem going w to e?
The only place anyone ever tired to steal anything (my MSR Dragon Fly) from me during a tour was in DuBois, WY on the TA route.
You will not have any problems if you ride +150 mi/day :-)