Which would you recommend? These are some starting options - I'll have a few more to run past you by contest day. Keep in mind the sun, sky, and foliage are going to look much different in mid-June too - and I can omit annoying details (like the red flowerpot in #2).
Place your vote in the comments (I don't have a voting box option, sorry!). I may also have you look at a couple value studies of a few of the options once we narrow it down.
2. Churchyard gate
3. Vine house
4. Red door
6. Lighthouse (the iconic symbol of the town - but I'd have to paint it from a different view, from the land side - this is the only photo I had handy, taken from a boat)