diff --git a/railties/CHANGELOG.md b/railties/CHANGELOG.md
index 02fdaf09e05bdf2faf6384b9b0c40da5981634a9..d2662d61da6ceadd327a9fd9977a324713e44255 100644
--- a/railties/CHANGELOG.md
+++ b/railties/CHANGELOG.md
@@ -1,3 +1,10 @@
+*   Generator a `.keep` file in the `tmp` folder by default as many scripts
+    assume the existence of this folder and most would fail if it is absent.
+
+    See #20299.
+
+    *Yoong Kang Lim*, *Sunny Juneja*
+
 *   `config.static_index` configures directory `index.html` filename
 
     Set `config.static_index` to serve a static directory index file not named
diff --git a/railties/lib/rails/generators/rails/app/app_generator.rb b/railties/lib/rails/generators/rails/app/app_generator.rb
index 1047a2c4298326e3b4e9b35eb44704cfbc975a5e..152c26860e175dd3c44a5af1143cb557ecf3dfc4 100644
--- a/railties/lib/rails/generators/rails/app/app_generator.rb
+++ b/railties/lib/rails/generators/rails/app/app_generator.rb
@@ -141,6 +141,7 @@ def test
     end
 
     def tmp
+      empty_directory_with_keep_file "tmp"
       empty_directory "tmp/cache"
       empty_directory "tmp/cache/assets"
     end
diff --git a/railties/lib/rails/generators/rails/app/templates/gitignore b/railties/lib/rails/generators/rails/app/templates/gitignore
index e4a00ad181e4e3614806f9b84de6da60f00aee42..1b8cf8a9fa4ba549a551a6f361d65e01458f51ac 100644
--- a/railties/lib/rails/generators/rails/app/templates/gitignore
+++ b/railties/lib/rails/generators/rails/app/templates/gitignore
@@ -15,7 +15,8 @@
 <% end -%>
 # Ignore all logfiles and tempfiles.
 /log/*
+/tmp/*
 <% if keeps? -%>
 !/log/.keep
+!/tmp/.keep
 <% end -%>
-/tmp
diff --git a/railties/test/generators/app_generator_test.rb b/railties/test/generators/app_generator_test.rb
index 2bfa05a0b85bc83e73689fd4a86b9d34c50882b2..af1c05cab112754cd4e5c3b9f58ffd67067e82c1 100644
--- a/railties/test/generators/app_generator_test.rb
+++ b/railties/test/generators/app_generator_test.rb
@@ -44,6 +44,7 @@
   vendor/assets
   vendor/assets/stylesheets
   vendor/assets/javascripts
+  tmp
   tmp/cache
   tmp/cache/assets
 )
@@ -606,6 +607,32 @@ def test_gitignore_when_non_sqlite3_db
     end
   end
 
+  def test_create_keeps
+    run_generator
+    folders_with_keep = %w(
+      app/assets/images
+      app/mailers
+      app/models
+      app/controllers/concerns
+      app/models/concerns
+      lib/tasks
+      lib/assets
+      log
+      test/fixtures
+      test/fixtures/files
+      test/controllers
+      test/mailers
+      test/models
+      test/helpers
+      test/integration
+      tmp
+      vendor/assets/stylesheets
+    )
+    folders_with_keep.each do |folder|
+      assert_file("#{folder}/.keep")
+    end
+  end
+
   def test_psych_gem
     run_generator
     gem_regex = /gem 'psych',\s+'~> 2.0',\s+platforms: :rbx/