In what sort of Sukos did Hashem house Yisrael in the desert?
Rashi (citing Targum Onkelos) and Targum Yonasan: This refers to the protective Clouds of Glory. 1
Rashbam, Ibn Ezra and Ramban: It refers to huts.
Ramban: As the Navi indicates in Yeshayah, 4:5, 6. See Ramban who elaborates. See also K'li Yakar who comments that had the Pasuk referred to huts, it ought to have written "Ki ba'Sukos Yashvu Bnei Yisrael ba'Sukos ... ". A further proof lies in the fact that Bil'am referred to "the tents of Ya'akov" (Bamidbar 24:5).
Why does the Torah insert the phrase "Ani Hashem Elokeichem"?
Seforno: To teach us that all the above Mitzvos are to enhance His Elokus over us, in that He will never avert His Eyes from us.
What is the underlying reason behind the Mitzvah of Sukah, as hinted in the current Pasuk?
Ramban: As a reminder that, during the entire period that they spent in the desert, they never entered a house or an inhabited location.
Rashbam: When you gather the produce from your granary and wine and olive-press into your house, 1 and your houses are now full of grain, wine and oil, remember how, in the desert, for 40 years, Hashem housed you in huts, 2 where were had nowhere to settle and you owned no property, and thank Hashem for your current situation.
Hadar Zekenim (40): Perhaps in the judgment of Yom Kipur, Yisrael were obligated to be exiled. Yisrael are exiled from their houses to the Sukah, and it is considered as if they are exiled to Bavel.
Why is "Doroseichem" written Chaser (without a Vov)?
Hadar Zekenim (21): It can be read Diraschem, to hint that one dwells in the Sukah like in his Dirah (house).