diff --git a/lib/bundler/shared_helpers.rb b/lib/bundler/shared_helpers.rb
index 6f22bffc009..86e6bc50436 100644
--- a/lib/bundler/shared_helpers.rb
+++ b/lib/bundler/shared_helpers.rb
@@ -1,6 +1,7 @@
 # frozen_string_literal: true
 require "pathname"
 require "rubygems"
+require "etc"
 
 require "bundler/constants"
 require "bundler/rubygems_integration"
@@ -137,7 +138,11 @@ def print_major_deprecations!
     end
 
     def check_home_dir_permissions
-      raise PathError, "There was an error while trying to use your home path #{Dir.home}" unless File.writable?(Dir.home)
+      message = "There was error while trying to use your home path:"
+      home_path = File.expand_path(Dir.home(Etc.getlogin))
+      message += "\n * Your home directory #{home_path} is not writable" unless File.writable?(home_path)
+      message += "\n * Your home directory #{home_path} is not a directory" unless File.directory?(home_path)
+      raise PathError, message unless File.writable?(home_path) && File.directory?(home_path)
     end
 
   private
diff --git a/spec/bundler/shared_helpers_spec.rb b/spec/bundler/shared_helpers_spec.rb
index 334263cccb6..d98242a5e8b 100644
--- a/spec/bundler/shared_helpers_spec.rb
+++ b/spec/bundler/shared_helpers_spec.rb
@@ -414,9 +414,14 @@ module TargetNamespace
   end
 
   describe "#check_home_dir_permissions" do
-    it "raises a PathError" do
-      allow(File).to receive(:writable?).with(Dir.home).and_return(false)
-      expect { subject.check_home_dir_permissions }.to raise_error(Bundler::PathError, /There was an error while trying to use your home path/)
+    it "raises a PathError when directory is not writable" do
+      allow(File).to receive(:writable?).with(File.expand_path(Dir.home(Etc.getlogin))).and_return(false)
+      expect { subject.check_home_dir_permissions }.to raise_error(Bundler::PathError, /is not writable/)
+    end
+
+    it "raise a PathError when directory doesn't exists" do
+      allow(File).to receive(:directory?).with(File.expand_path(Dir.home(Etc.getlogin))).and_return(false)
+      expect { subject.check_home_dir_permissions }.to raise_error(Bundler::PathError, /is not a directory/)
     end
   end
 end