diff --git a/tests/func/test_api.py b/tests/func/test_api.py
index 4218e9eec..695861358 100644
--- a/tests/func/test_api.py
+++ b/tests/func/test_api.py
@@ -1,11 +1,10 @@
 import os
-import platform
 
 import pytest
 from funcy import first, get_in
 
 from dvc import api
-from dvc.exceptions import DvcException, FileMissingError, OutputNotFoundError
+from dvc.exceptions import FileMissingError, OutputNotFoundError
 from dvc.path_info import URLInfo
 from dvc.utils.fs import remove
 from tests.unit.tree.test_repo import make_subrepo
@@ -26,7 +25,7 @@ def test_get_url(tmp_dir, dvc, remote):
 
 
 @pytest.mark.parametrize("cloud", clouds)
-def test_get_url_external(erepo_dir, cloud):
+def test_get_url_external(tmp_dir, erepo_dir, cloud):
     erepo_dir.add_remote(config=cloud.config)
     with erepo_dir.chdir():
         erepo_dir.dvc_gen("foo", "foo", commit="add foo")
@@ -62,29 +61,20 @@ def test_open(tmp_dir, dvc, remote):
 @pytest.mark.parametrize(
     "cloud",
     [
-        *[
-            pytest.lazy_fixture(cloud)
-            for cloud in [
-                "real_s3",  # NOTE: moto's s3 fails in some tests
-                "gs",
-                "azure",
-                "gdrive",
-                "oss",
-                "http",
-                "hdfs",
-            ]
-        ],
-        pytest.param(
-            pytest.lazy_fixture("ssh"),
-            marks=pytest.mark.xfail(
-                raises=DvcException,
-                condition=platform.system() == "Windows",
-                reason="https://github.com/iterative/dvc/issues/4418",
-            ),
-        ),
+        pytest.lazy_fixture(cloud)
+        for cloud in [
+            "real_s3",  # NOTE: moto's s3 fails in some tests
+            "gs",
+            "azure",
+            "gdrive",
+            "oss",
+            "http",
+            "hdfs",
+            "ssh",
+        ]
     ],
 )
-def test_open_external(erepo_dir, cloud):
+def test_open_external(tmp_dir, erepo_dir, cloud):
     erepo_dir.add_remote(config=cloud.config)
 
     with erepo_dir.chdir():
diff --git a/tests/remotes/ssh.py b/tests/remotes/ssh.py
index 7705b17e0..68cf73726 100644
--- a/tests/remotes/ssh.py
+++ b/tests/remotes/ssh.py
@@ -27,13 +27,19 @@ class SSHMocked(Base, URLInfo):
             # a proper posixpath.
             # To do that, we should construct a posixpath that would be
             # relative to the server's root.
-            # In our case our ssh server is running with `c:/` as a root,
-            # and our URL format requires absolute paths, so the
+            # Our URL format requires absolute paths, so the
             # resulting path would look like `/some/path`.
             #
             # [1]https://tools.ietf.org/html/draft-ietf-secsh-filexfer-13#section-6
             drive, path = os.path.splitdrive(path)
-            assert drive.lower() == "c:"
+
+            # Hackish way to make sure SSH server runs on same drive as tests
+            # and temporary directories are.
+            # Context: https://github.com/iterative/dvc/pull/4660
+            test_drive, _ = os.path.splitdrive(os.getcwd())
+            if drive.lower() != test_drive.lower():
+                raise Exception("Did you forget to use `tmp_dir?`")
+
             path = path.replace("\\", "/")
         url = f"ssh://{user}@127.0.0.1:{port}{path}"
         return url