I am intrigued that there were two people named Maria Chilcott (Chilcott-161 in 1829 and Chilcott-303 in 1831) born in a village named Holford two years apart yet they currently appear to be 36 degrees of separation, by a chain that seems to go to Australia and back twice.
Is it really likely that these two ladies had no blood relationship in Somerset or is there a small number of missing profiles to link them there?
There's a possibility they are closely related, as follows:
I see that on John Chilcott (Chilcott-162), the father of Chilcott-161, you have noted his parents as Benjamin and Ruth.
On Chilcott-391, the father of Chilcott-303, it says he was born on 21 July 1799 in Stringston. That matches the baptism date and place in https://www.freereg.org.uk/search_records/58182e80e93790eca39da5cd, which would make his parents Richard and Meriam.
Richard Chilcott married Myriam Jessop on 22 April 1798 in Stringston (https://www.freereg.org.uk/search_records/58186343e93790eb7fb4c2f8)
There was a Richard Chilcott baptised on 28 May 1769 in Stringston (https://www.freereg.org.uk/search_records/58182e80e93790eca39da48d) - his parents were Benjamin and Ruth.
There were a couple of other possible Richard Chilcott's baptised in Somerset, one in 1764 in Timberscombe (https://www.freereg.org.uk/search_records/58182d30e93790eca39b3a64) and one in 1780 in Dulverton (https://www.freereg.org.uk/search_records/58184d1ce93790eca3d79d3b), but the one in Stringston is perhaps the most likely.
There is only one marriage record on FreeReg for a Benjamin Chilcott marrying a Ruth in Somerset in the 1700's - Benjamin Chilcott married Ruth Cole on 25 June 1765 in Stringston (https://www.freereg.org.uk/search_records/58186343e93790eb7fb4c295). That marriage date would fit with them being the parents of both Richard in 1769 and your John in 1783.