This sounds like fun, so I see no reason why you shouldn't go for a walk for your holiday.

Also, you know, walking holidays in many parts of the UK or Europe would solve all these logistical problems, as it's so densely settled that good places to stop are less than a day's walk apart with no need for camping unless you like it or want to save money. And whenever you are sick of walking more often than not there will be a bus you can take.