diff --git a/plugins/communicators/ssh/communicator.rb b/plugins/communicators/ssh/communicator.rb
index d5e5e66587f..206933baed5 100644
--- a/plugins/communicators/ssh/communicator.rb
+++ b/plugins/communicators/ssh/communicator.rb
@@ -40,7 +40,8 @@ class Communicator < Vagrant.plugin("2", :communicator)
         Errno::EHOSTUNREACH,
         Errno::EPIPE,
         Net::SSH::Disconnect,
-        Timeout::Error
+        Timeout::Error,
+        Net::SSH::Exception
       ]
 
       include Vagrant::Util::ANSIEscapeCodeRemover
@@ -84,7 +85,7 @@ def wait_for_ready(timeout)
             message  = nil
             begin
               begin
-                connect(retries: 1)
+                connect
                 return true if ready?
               rescue Vagrant::Errors::VagrantError => e
                 @logger.info("SSH not ready: #{e.inspect}")
@@ -429,7 +430,7 @@ def connect(**opts)
           timeout = 60
 
           @logger.info("Attempting SSH connection...")
-          connection = retryable(tries: opts[:retries], on: SSH_RETRY_EXCEPTIONS) do
+          connection = retryable(tries: opts[:retries], on: SSH_RETRY_EXCEPTIONS, sleep: 5) do
             Timeout.timeout(timeout) do
               begin
                 # This logger will get the Net-SSH log data for us.
@@ -515,6 +516,9 @@ def connect(**opts)
           raise Vagrant::Errors::SSHKeyTypeNotSupported
         end
 
+        @logger.debug("Resetting retries counter")
+        opts.delete(:retries) if opts.key?(:retries)
+
         @connection          = connection
         @connection_ssh_info = ssh_info