diff --git a/src/__main__.py b/src/__main__.py
index 42e71b7..163df83 100644
--- a/src/__main__.py
+++ b/src/__main__.py
@@ -1,6 +1,7 @@
 import os
 
 from src.packages import install_packages
+from src.dotfiles import install_dotfiles
 from src.util.user import Input, Print
 
 
@@ -11,6 +12,8 @@ def main():
 
     if Input.yes_no("Do you wish to perform package install (from `packages.yaml`)?"):
         install_packages()
+    if Input.yes_no("Do you wish to install dotfiles (sync `home/` and `root/` directories accordingly)? You can make a backup."):
+        install_dotfiles()
 
 
 try:
diff --git a/src/dotfiles.py b/src/dotfiles.py
new file mode 100644
index 0000000..b050811
--- /dev/null
+++ b/src/dotfiles.py
@@ -0,0 +1,59 @@
+import os
+import shutil
+from datetime import datetime
+from contextlib import suppress
+
+from src.util.user import Print, Input
+
+
+def _backup_file(backup_dir: str, subdir: str, file: str):
+    """
+    Backup given `file` in given `subdir`
+    """
+    origin_subdir = subdir.replace("home/", f"{os.environ['HOME']}/").replace("root/", "/")
+    origin_path = os.path.join(origin_subdir, file)
+
+    # Only backup files which exists in origin destination (real system destination)
+    if os.path.exists(origin_path):
+        backup_subdir = os.path.join(backup_dir, subdir)
+        backup_path = os.path.join(backup_subdir, file)
+        # Ensure directory existence in the new backup directory
+        with suppress(FileExistsError):
+            os.makedirs(backup_subdir)
+
+        if file != "placeholder":
+            Print.comment(f"Backing up {origin_path}")
+            shutil.copyfile(origin_path, backup_path)
+
+
+def make_backup() -> None:
+    """
+    Find all files which will be replaced and back them up.
+    Files which doesn't exist in the real system destination
+    will be ignored.
+    """
+    Print.action("Creating current dotfiles backup")
+    time = str(datetime.now()).replace(" ", "--")
+    backup_dir = os.path.join(os.getcwd(), "backup", time)
+    os.makedirs(backup_dir)
+
+    # backup files in `home` directory
+    for subdir, _, files in os.walk("home"):
+        for file in files:
+            _backup_file(backup_dir, subdir, file)
+
+    # backup files in `root` directory
+    for subdir, _, files in os.walk("root"):
+        for file in files:
+            _backup_file(backup_dir, subdir, file)
+
+    Print.action("Backup complete")
+
+
+def install_dotfiles():
+    if Input.yes_no("Do you want to backup current dotfiles? (Recommended)"):
+        make_backup()
+
+
+if __name__ == "__main__":
+    install_dotfiles()