John Chrysostom

Then after the event, he appositely brings in the Prophet, saying, "For it is written in the Book of Psalms, Let his habitation be desolate, and let no man dwell therein": this is said of the field and the dwelling: "And his bishopric let another take; that is, his office, his priesthood. So that this, he says, is not my counsel, but His who hath foretold these things. For, that he may not seem to be undertaking a great thing, and just such as Christ had done, he adduces the Prophet as a witness. …

Homily on Acts 3 ↗

Theophylact of Ohrid

The words "let his habitation be desolate" (see also Ps. 68:26) were said about this land and about the house of Judas, for what could be more desolate than a cemetery, and a public cemetery at that, which is what this land became? And the words: "let another take his office" (see also Ps. 108:8) point to the rank of the priesthood.

Commentary on Acts ↗

Jerome

Not only does the saying hold true in the time of Judas, but even today. If Judas lost his office of apostle, let priest and bishop be on guard lest they, too, lose their ministry. If an apostle fell, more easily is it possible for a monk to fall. Virtue is not lost, even though man falls and perishes. The Lord continues to lend out his money at interest; if anyone who receives it does not double it, it is taken away and given to another who already has some. The Lord's money cannot lie idle.

HOMILIES ON THE PSALMS 35 (Psalm 108)

Bede

Let his habitation be desolate, and let there be no one to dwell in it, and let another take his office. Indeed, these verses are clear and openly explained by the blessed Peter, because Judas received the deserved punishment for his transgression, and going to his own place, namely infernal hell, he deserted the common habitation of human conversation by an untimely and impious death, and nonetheless, with the holy Matthias taking his place in the ministry and apostleship, the most sacred sum of apostolic perfection was restored. …

Commentary on Acts ↗