The Iserson's book has probably been there the longest and is probably the most popular. This book has made it to the 7th edition (2006). This book has one of the most comprehensive coverage in this topic.

Note: If you are planning a residency match in the next few months this book might not be very useful. Medical Graduate will have to have bought this in their first or second year and read it to enjoy the benefits of this book. It helps you prepare your self and plan towards a Medical Residency in 2-4 year time frame. People who buy it after that also might find bits and pieces of the book are informative but not all sections about clinical experience and research are helpful when you read it couple of months before the match process.

The topics that this book covers are:
 It describes about the various specialities available and explains in detail what each speciality offers.
 It helps you in choosing the speciality by pointing out the important factors when choosing a speciality.
 It also introduces you to some valuable websites where you will be able to gather information.
 It will discuss in brief about Clinical Experience, Clerkship and Research.
 Some of the key criteria like How many programs to apply and what are the considerations for each of them are covered in detail.
  It will also talk about special situation like couple matching, students with disabilities, minority groups etc.
 It gives some great details and tips for IMGs. It covers the struggles you might face as an IMG/FMG. It gives details about various exams and some requirements for these medical grauduates.
 Interview - It has one of the most comprehensive coverage for this section. It talks about preparing for the interview, questions to expect and how to answer them, Interview attire and how to follow up after the interview.
 Information on NRMP and other matches.
 Finally what to do if you are matched. 

Pros:

 This is one of most complete guides available for medical residents. 
 It is one of the must haves/reads if you are a medical graduate and plan to do a residency in US of A.
 It is just common sense stuff that you might be able to gather from the Internet, but if you would like to save some time from having to browse thousands of web pages and instead have a book that combines most of the required  knowledge into a few hundred pages, this book will do it for you.

Cons:

 The last edition was way back in 2006, some of the information is outdated, like for example the Board exams have been computerized and the book still refers to the old 2 day process.
 One of the most critical area residents need help with is writing the personal statement or Statement Of Purpose. Some institutions make their decisions based on the personal statement. This topic needs to be covered in depth. This book gives it just a two page treatment which not sufficient. The information on this topic is shallow and very generic.
 Since it is probably the only book with some much information and die to its reputation (in print since 1988, and in its 7th edition 2006) it is pretty expensive -$35.

Summary

This book is by far the best bet when it comes to information for getting into medical residency in US. It is a little pricey and some of the information is outdated. You might also want to buy it as early as possible (2-4 years) before you do your residency match.