diff --git a/plugins/commands/login/client.rb b/plugins/commands/login/client.rb
index 64a8dd1c5..63b01f335 100644
--- a/plugins/commands/login/client.rb
+++ b/plugins/commands/login/client.rb
@@ -7,11 +7,13 @@ module VagrantPlugins
       #
       # @param [Vagrant::Environment] env
       def initialize(env)
-        @env = env
+        @logger = Log4r::Logger.new("vagrant::login::client")
+        @env    = env
       end
 
       # Removes the token, effectively logging the user out.
       def clear_token
+        @logger.info("Clearing token")
         token_path.delete if token_path.file?
       end
 
@@ -38,6 +40,8 @@ module VagrantPlugins
       # @param [String] pass
       # @return [String] token The access token, or nil if auth failed.
       def login(user, pass)
+        @logger.info("Logging in '#{user}'")
+
         with_error_handling do
           url      = "#{Vagrant.server_url}/api/v1/authenticate"
           request  = { "user" => { "login" => user, "password" => pass } }
@@ -52,9 +56,12 @@ module VagrantPlugins
       #
       # @param [String] token
       def store_token(token)
+        @logger.info("Storing token in #{token_path}")
+
         token_path.open("w") do |f|
           f.write(token)
         end
+
         nil
       end
 
@@ -65,13 +72,17 @@ module VagrantPlugins
       # @return [String]
       def token
         if ENV["ATLAS_TOKEN"] && !ENV["ATLAS_TOKEN"].empty?
+          @logger.debug("Using authentication token from environment variable")
           return ENV["ATLAS_TOKEN"]
         end
 
         if token_path.exist?
+          @logger.debug("Using authentication token from disk at #{token_path}")
           return token_path.read.strip
         end
 
+        @logger.debug("No authentication token in environment or #{token_path}")
+
         nil
       end
 
@@ -80,8 +91,13 @@ module VagrantPlugins
       def with_error_handling(&block)
         yield
       rescue RestClient::Unauthorized
+        @logger.debug("Unauthorized!")
         false
       rescue RestClient::NotAcceptable => e
+        @logger.debug("Got unacceptable response:")
+        @logger.debug(e.message)
+        @logger.debug(e.backtrace.join("\n"))
+
         begin
           errors = JSON.parse(e.response)["errors"].join("\n")
           raise Errors::ServerError, errors: errors
@@ -89,6 +105,7 @@ module VagrantPlugins
 
         raise "An unexpected error occurred: #{e.inspect}"
       rescue SocketError
+        @logger.info("Socket error")
         raise Errors::ServerUnreachable, url: Vagrant.server_url.to_s
       end