diff --git a/cpp/src/strings/regex/regex.inl b/cpp/src/strings/regex/regex.inl
index bc0679993d0..52cc69c69b8 100644
--- a/cpp/src/strings/regex/regex.inl
+++ b/cpp/src/strings/regex/regex.inl
@@ -276,10 +276,7 @@ __device__ inline int32_t reprog_device::regexec(
             }
             break;
           case EOL:
-            if (last_character ||
-                (c == '\n' && (inst->u1.c == '$' ||
-                               // edge case where \n appears at the end of the string
-                               pos + 1 == dstr.length()))) {
+            if (last_character || (c == '\n' && inst->u1.c == '$')) {
               id_activate = inst->u2.next_id;
               expanded    = true;
             }
diff --git a/cpp/tests/strings/contains_tests.cpp b/cpp/tests/strings/contains_tests.cpp
index 229f9e4cc82..6f3896d7292 100644
--- a/cpp/tests/strings/contains_tests.cpp
+++ b/cpp/tests/strings/contains_tests.cpp
@@ -310,21 +310,21 @@ TEST_F(StringsContainsTests, MultiLine)
   auto expected_contains = cudf::test::fixed_width_column_wrapper<bool>({1, 1, 1, 0, 1});
   CUDF_TEST_EXPECT_COLUMNS_EQUIVALENT(*results, expected_contains);
   results           = cudf::strings::contains_re(view, "^abc$");
-  expected_contains = cudf::test::fixed_width_column_wrapper<bool>({0, 0, 1, 0, 1});
+  expected_contains = cudf::test::fixed_width_column_wrapper<bool>({0, 0, 1, 0, 0});
   CUDF_TEST_EXPECT_COLUMNS_EQUIVALENT(*results, expected_contains);
 
   results = cudf::strings::matches_re(view, "^abc$", cudf::strings::regex_flags::MULTILINE);
   auto expected_matches = cudf::test::fixed_width_column_wrapper<bool>({1, 0, 1, 0, 1});
   CUDF_TEST_EXPECT_COLUMNS_EQUIVALENT(*results, expected_matches);
   results          = cudf::strings::matches_re(view, "^abc$");
-  expected_matches = cudf::test::fixed_width_column_wrapper<bool>({0, 0, 1, 0, 1});
+  expected_matches = cudf::test::fixed_width_column_wrapper<bool>({0, 0, 1, 0, 0});
   CUDF_TEST_EXPECT_COLUMNS_EQUIVALENT(*results, expected_matches);
 
   results = cudf::strings::count_re(view, "^abc$", cudf::strings::regex_flags::MULTILINE);
   auto expected_count = cudf::test::fixed_width_column_wrapper<int32_t>({2, 1, 1, 0, 1});
   CUDF_TEST_EXPECT_COLUMNS_EQUIVALENT(*results, expected_count);
   results        = cudf::strings::count_re(view, "^abc$");
-  expected_count = cudf::test::fixed_width_column_wrapper<int32_t>({0, 0, 1, 0, 1});
+  expected_count = cudf::test::fixed_width_column_wrapper<int32_t>({0, 0, 1, 0, 0});
   CUDF_TEST_EXPECT_COLUMNS_EQUIVALENT(*results, expected_count);
 }
 
diff --git a/python/cudf/cudf/tests/test_string.py b/python/cudf/cudf/tests/test_string.py
index cf52c4684c8..cc7be02a024 100644
--- a/python/cudf/cudf/tests/test_string.py
+++ b/python/cudf/cudf/tests/test_string.py
@@ -1746,7 +1746,7 @@ def test_string_wrap(data, width):
         ["A B", "1.5", "3,000"],
         ["23", "³", "⅕", ""],
         [" ", "\t\r\n ", ""],
-        ["$", "B", "Aab$", "$$ca", "C$B$", "cat", "cat\n"],
+        ["$", "B", "Aab$", "$$ca", "C$B$", "cat", "cat\ndog"],
         ["line\nto be wrapped", "another\nline\nto be wrapped"],
     ],
 )