diff --git a/doc/source/whatsnew/v2.0.0.rst b/doc/source/whatsnew/v2.0.0.rst
index fb8f5affe5a7b..91ce5269f7a1b 100644
--- a/doc/source/whatsnew/v2.0.0.rst
+++ b/doc/source/whatsnew/v2.0.0.rst
@@ -156,6 +156,9 @@ Removal of prior version deprecations/changes
 - Disallow passing positional arguments to :meth:`MultiIndex.set_levels` and :meth:`MultiIndex.set_codes` (:issue:`41485`)
 - Removed argument ``try_cast`` from :meth:`DataFrame.mask`, :meth:`DataFrame.where`, :meth:`Series.mask` and :meth:`Series.where` (:issue:`38836`)
 - Disallow passing non-round floats to :class:`Timestamp` with ``unit="M"`` or ``unit="Y"`` (:issue:`47266`)
+- Removed :meth:`.Rolling.validate`, :meth:`.Expanding.validate`, and :meth:`.ExponentialMovingWindow.validate` (:issue:`43665`)
+- Removed :attr:`Rolling.win_type` returning ``"freq"`` (:issue:`38963`)
+- Removed :attr:`Rolling.is_datetimelike` (:issue:`38963`)
 - Removed deprecated :meth:`Timedelta.delta`, :meth:`Timedelta.is_populated`, and :attr:`Timedelta.freq` (:issue:`46430`, :issue:`46476`)
 - Removed the ``numeric_only`` keyword from :meth:`Categorical.min` and :meth:`Categorical.max` in favor of ``skipna`` (:issue:`48821`)
 - Removed :func:`is_extension_type` in favor of :func:`is_extension_array_dtype` (:issue:`29457`)
diff --git a/pandas/core/window/rolling.py b/pandas/core/window/rolling.py
index 80b782d582561..e13872f1ee1dd 100644
--- a/pandas/core/window/rolling.py
+++ b/pandas/core/window/rolling.py
@@ -141,8 +141,7 @@ def __init__(
         self.window = window
         self.min_periods = min_periods
         self.center = center
-        # TODO(2.0): Change this back to self.win_type once deprecation is enforced
-        self._win_type = win_type
+        self.win_type = win_type
         self.axis = obj._get_axis_number(axis) if axis is not None else None
         self.method = method
         self._win_freq_i8: int | None = None
@@ -165,35 +164,6 @@ def __init__(
         self._selection = selection
         self._validate()
 
-    @property
-    def win_type(self):
-        if self._win_freq_i8 is not None:
-            warnings.warn(
-                "win_type will no longer return 'freq' in a future version. "
-                "Check the type of self.window instead.",
-                FutureWarning,
-                stacklevel=find_stack_level(),
-            )
-            return "freq"
-        return self._win_type
-
-    @property
-    def is_datetimelike(self) -> bool:
-        warnings.warn(
-            "is_datetimelike is deprecated and will be removed in a future version.",
-            FutureWarning,
-            stacklevel=find_stack_level(),
-        )
-        return self._win_freq_i8 is not None
-
-    def validate(self) -> None:
-        warnings.warn(
-            "validate is deprecated and will be removed in a future version.",
-            FutureWarning,
-            stacklevel=find_stack_level(),
-        )
-        return self._validate()
-
     def _validate(self) -> None:
         if self.center is not None and not is_bool(self.center):
             raise ValueError("center must be a boolean")
@@ -331,10 +301,7 @@ def _gotitem(self, key, ndim, subset=None):
 
         # we need to make a shallow copy of ourselves
         # with the same groupby
-        with warnings.catch_warnings():
-            # TODO(2.0): Remove once win_type deprecation is enforced
-            warnings.filterwarnings("ignore", "win_type", FutureWarning)
-            kwargs = {attr: getattr(self, attr) for attr in self._attributes}
+        kwargs = {attr: getattr(self, attr) for attr in self._attributes}
 
         selection = None
         if subset.ndim == 2 and (
diff --git a/pandas/tests/window/test_api.py b/pandas/tests/window/test_api.py
index 6495f7411938c..d55e398acf992 100644
--- a/pandas/tests/window/test_api.py
+++ b/pandas/tests/window/test_api.py
@@ -340,18 +340,6 @@ def test_multiple_agg_funcs(func, window_size, expected_vals):
     tm.assert_frame_equal(result, expected)
 
 
-def test_is_datetimelike_deprecated():
-    s = Series(range(1)).rolling(1)
-    with tm.assert_produces_warning(FutureWarning):
-        assert not s.is_datetimelike
-
-
-def test_validate_deprecated():
-    s = Series(range(1)).rolling(1)
-    with tm.assert_produces_warning(FutureWarning):
-        assert s.validate() is None
-
-
 @pytest.mark.filterwarnings("ignore:min_periods:FutureWarning")
 def test_dont_modify_attributes_after_methods(
     arithmetic_win_operators, closed, center, min_periods, step
diff --git a/pandas/tests/window/test_win_type.py b/pandas/tests/window/test_win_type.py
index db03fa880085d..b5206d802776b 100644
--- a/pandas/tests/window/test_win_type.py
+++ b/pandas/tests/window/test_win_type.py
@@ -168,10 +168,10 @@ def test_consistent_win_type_freq(arg):
         s.rolling(arg, win_type="freq")
 
 
-def test_win_type_freq_return_deprecation():
+def test_win_type_freq_return_none():
+    # GH 48838
     freq_roll = Series(range(2), index=date_range("2020", periods=2)).rolling("2s")
-    with tm.assert_produces_warning(FutureWarning):
-        assert freq_roll.win_type == "freq"
+    assert freq_roll.win_type is None
 
 
 @td.skip_if_no_scipy