diff --git a/airbyte-integrations/bases/connector-acceptance-test/CHANGELOG.md b/airbyte-integrations/bases/connector-acceptance-test/CHANGELOG.md
index 71fa7b3f0b8b..d66d00adc0c2 100644
--- a/airbyte-integrations/bases/connector-acceptance-test/CHANGELOG.md
+++ b/airbyte-integrations/bases/connector-acceptance-test/CHANGELOG.md
@@ -1,5 +1,8 @@
 # Changelog
 
+## 0.5.3
+Spec tests: Make `oneOf` checks work for nested `oneOf`s. [#22395](https://github.com/airbytehq/airbyte/pull/22395)
+
 ## 0.5.2
 Check that `emitted_at` increases during subsequent reads. [#22291](https://github.com/airbytehq/airbyte/pull/22291)
 
diff --git a/airbyte-integrations/bases/connector-acceptance-test/Dockerfile b/airbyte-integrations/bases/connector-acceptance-test/Dockerfile
index 44c2b694f50f..6c35d67a2942 100644
--- a/airbyte-integrations/bases/connector-acceptance-test/Dockerfile
+++ b/airbyte-integrations/bases/connector-acceptance-test/Dockerfile
@@ -33,7 +33,7 @@ COPY pytest.ini setup.py ./
 COPY connector_acceptance_test ./connector_acceptance_test
 RUN pip install .
 
-LABEL io.airbyte.version=0.5.2
+LABEL io.airbyte.version=0.5.3
 LABEL io.airbyte.name=airbyte/connector-acceptance-test
 
 ENTRYPOINT ["python", "-m", "pytest", "-p", "connector_acceptance_test.plugin", "-r", "fEsx"]
diff --git a/airbyte-integrations/bases/connector-acceptance-test/connector_acceptance_test/tests/test_core.py b/airbyte-integrations/bases/connector-acceptance-test/connector_acceptance_test/tests/test_core.py
index 20c878c9fbb6..546f51557c41 100644
--- a/airbyte-integrations/bases/connector-acceptance-test/connector_acceptance_test/tests/test_core.py
+++ b/airbyte-integrations/bases/connector-acceptance-test/connector_acceptance_test/tests/test_core.py
@@ -165,7 +165,7 @@ def test_oneof_usage(self, actual_connector_spec: ConnectorSpecification):
             for variant in variants:
                 assert "properties" in variant, f"Each item in the oneOf array should be a property with type object. {docs_msg}"
 
-            oneof_path = ".".join(variant_path)
+            oneof_path = ".".join(map(str, variant_path))
             variant_props = [set(v["properties"].keys()) for v in variants]
             common_props = set.intersection(*variant_props)
             assert common_props, f"There should be at least one common property for {oneof_path} subobjects. {docs_msg}"
diff --git a/airbyte-integrations/bases/connector-acceptance-test/connector_acceptance_test/utils/json_schema_helper.py b/airbyte-integrations/bases/connector-acceptance-test/connector_acceptance_test/utils/json_schema_helper.py
index 140f678a96a4..3f5489969263 100644
--- a/airbyte-integrations/bases/connector-acceptance-test/connector_acceptance_test/utils/json_schema_helper.py
+++ b/airbyte-integrations/bases/connector-acceptance-test/connector_acceptance_test/utils/json_schema_helper.py
@@ -109,7 +109,7 @@ def field(self, path: List[str]) -> CatalogField:
         """
         return CatalogField(schema=self.get_property(path), path=path)
 
-    def get_node(self, path: List[str]) -> Any:
+    def get_node(self, path: List[Union[str, int]]) -> Any:
         """Return part of schema by specified path
 
         :param path: list of fields in the order of navigation
@@ -132,7 +132,7 @@ def get_parent(self, path: str) -> Any:
             return self._schema
         return dpath.util.get(self._schema, parent_path)
 
-    def find_nodes(self, keys: List[str]) -> List[List[str]]:
+    def find_nodes(self, keys: List[str]) -> List[List[Union[str, int]]]:
         """Find all paths that lead to nodes with the specified keys.
 
         :param keys: list of keys
diff --git a/airbyte-integrations/bases/connector-acceptance-test/unit_tests/test_spec.py b/airbyte-integrations/bases/connector-acceptance-test/unit_tests/test_spec.py
index 93dc0de58c99..1619cc6dd5ce 100644
--- a/airbyte-integrations/bases/connector-acceptance-test/unit_tests/test_spec.py
+++ b/airbyte-integrations/bases/connector-acceptance-test/unit_tests/test_spec.py
@@ -190,6 +190,80 @@ def parametrize_test_case(*test_cases: Dict[str, Any]) -> Callable:
         },
         "should_fail": False,
     },
+    {
+        "test_id": "all_good_nested",
+        "connector_spec": {
+            "type": "object",
+            "properties": {
+                "select_type": {
+                    "type": "object",
+                    "oneOf": [
+                        {
+                            "type": "object",
+                            "properties": {
+                                "option_title": {"type": "string", "title": "Title", "const": "first option"},
+                                "something": {"type": "string"},
+                                "nest": {
+                                    "type": "object",
+                                    "oneOf": [
+                                        {"type": "object", "properties": {"t": {"type": "string", "const": "A"}}},
+                                        {"type": "object", "properties": {"t": {"type": "string", "const": "B"}}},
+                                    ],
+                                },
+                            },
+                        },
+                        {
+                            "type": "object",
+                            "properties": {
+                                "option_title": {"type": "string", "title": "Title", "const": "second option"},
+                                "some_field": {"type": "boolean"},
+                            },
+                        },
+                    ],
+                },
+                "client_secret": {"type": "string"},
+                "access_token": {"type": "string"},
+            },
+        },
+        "should_fail": False,
+    },
+    {
+        "test_id": "fail_nested",
+        "connector_spec": {
+            "type": "object",
+            "properties": {
+                "select_type": {
+                    "type": "object",
+                    "oneOf": [
+                        {
+                            "type": "object",
+                            "properties": {
+                                "option_title": {"type": "string", "title": "Title", "const": "first option"},
+                                "something": {"type": "string"},
+                                "nest": {
+                                    "type": "object",
+                                    "oneOf": [
+                                        {"type": "object", "properties": {"t": {"type": "string", "const": "A"}}},
+                                        {"type": "string"},
+                                    ],
+                                },
+                            },
+                        },
+                        {
+                            "type": "object",
+                            "properties": {
+                                "option_title": {"type": "string", "title": "Title", "const": "second option"},
+                                "some_field": {"type": "boolean"},
+                            },
+                        },
+                    ],
+                },
+                "client_secret": {"type": "string"},
+                "access_token": {"type": "string"},
+            },
+        },
+        "should_fail": True,
+    },
     {
         "test_id": "top_level_node_is_not_of_object_type",
         "connector_spec": {