From memory without thinking too hard:
Hobbit/LotR/2T/RotK by JRR Tolkien - At least a dozen times.
GoT/CoK/SoS/FfC/DwD by George RR Martin - 10 for the first, working towards my second for the last, descending between
Mary Shelley's Frankenstein by Mary Shelley - jeepers, like... a hundred times?
Enchantment by Orson Scott Card - First half about 6. Second half about none.
American Gods by Neil Gaiman - 10ish.
Sandman by Neil Gaiman - close to fifty
Watchmen by Alan Moore - more than Sandman, less than Frankenstein.
Name of the Wind/Wise Man's Fear by Patrick Rothfuss - two rereads.
Devil You Know by Mike Carey - Two rereads.
The Bible by Various - at least three times a year, in 4 languages.
The Entire Black Company Series by Glenn Cook - one reread, should do another, it's been a while.
Systematic Theology of Augustus Strong - three times.
Systematic Theology of Norman Geisler - Vol 1 twice, Vol 2 once, and I haven't read vol.3 on.
And I'm sure I'll think up a dozen more.
Edit: Told ya I'd think up more:
Perdido Street Station, The City & the City, and Kraken by China Mievelle - once each
Swamp Thing by Alan Moore - Twice
1984 by George Orwell - a dozen times or more
Chronicles of Narnia by C.S. Lewis - Used to read them often, not so recently.
Mere Christianity, Problem of Pain, and Screwtape Letters also by Lewis - a dozen or more times.
Where the Conflict Lies by Alvin Platinga - two rereads (it's dense, yo)
Confessions of St. Augustine - five or six times.
Suma Contra Gentilies and Suma Theologica - a hundred gagillion billion times
City of God by Augustine - Twice
A Brief History of Time by Stephen Hawking - twice.
We Can Remember It For You Wholesale by Phillip K. **** - six or seven.
MAn In The High CAstle by **** - a lot.