diff --git a/lib/Service/OutOfOffice/OutOfOfficeParser.php b/lib/Service/OutOfOffice/OutOfOfficeParser.php
index 9148e1a179..cf202261c1 100644
--- a/lib/Service/OutOfOffice/OutOfOfficeParser.php
+++ b/lib/Service/OutOfOffice/OutOfOfficeParser.php
@@ -115,11 +115,13 @@ public function buildSieveScript(
 		$formattedStart = $this->formatDateForSieve($state->getStart());
 		if ($state->getEnd() !== null) {
 			$formattedEnd = $this->formatDateForSieve($state->getEnd());
-			$condition = "allof(currentdate :value \"ge\" \"iso8601\" \"$formattedStart\", currentdate :value \"le\" \"iso8601\" \"$formattedEnd\")";
+			$vacationCondition = "allof(currentdate :value \"ge\" \"iso8601\" \"$formattedStart\", currentdate :value \"le\" \"iso8601\" \"$formattedEnd\")";
 		} else {
-			$condition = "currentdate :value \"ge\" \"iso8601\" \"$formattedStart\"";
+			$vacationCondition = "currentdate :value \"ge\" \"iso8601\" \"$formattedStart\"";
 		}
 
+		$automaticMailCondition = 'anyof(exists "List-Id", exists "List-Unsubscribe")';
+
 		$escapedSubject = SieveUtils::escapeString($state->getSubject());
 		$vacation = [
 			'vacation',
@@ -166,8 +168,10 @@ public function buildSieveScript(
 			$vacationSection = array_merge($vacationSection, $subjectSection);
 		}
 		$vacationSection = array_merge($vacationSection, [
-			"if $condition {",
-			"\t$vacationCommand;",
+			"if $vacationCondition {",
+			"\tif not $automaticMailCondition {",
+			"\t\t$vacationCommand;",
+			"\t}",
 			'}',
 			self::SEPARATOR,
 		]);
diff --git a/tests/data/mail-filter/parser3.sieve b/tests/data/mail-filter/parser3.sieve
index 2d4aa8cfcf..72436eaf43 100644
--- a/tests/data/mail-filter/parser3.sieve
+++ b/tests/data/mail-filter/parser3.sieve
@@ -16,6 +16,8 @@ if allof(
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2022-09-02T00:00:00+01:00","end":"2022-09-08T23:59:00+01:00","subject":"On vacation","message":"I'm on vacation."}
 if allof(currentdate :value "ge" "iso8601" "2022-09-01T23:00:00Z", currentdate :value "le" "iso8601" "2022-09-08T22:59:00Z") {
-	vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
diff --git a/tests/data/mail-filter/parser3_untouched.sieve b/tests/data/mail-filter/parser3_untouched.sieve
index 2d4aa8cfcf..72436eaf43 100644
--- a/tests/data/mail-filter/parser3_untouched.sieve
+++ b/tests/data/mail-filter/parser3_untouched.sieve
@@ -16,6 +16,8 @@ if allof(
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2022-09-02T00:00:00+01:00","end":"2022-09-08T23:59:00+01:00","subject":"On vacation","message":"I'm on vacation."}
 if allof(currentdate :value "ge" "iso8601" "2022-09-01T23:00:00Z", currentdate :value "le" "iso8601" "2022-09-08T22:59:00Z") {
-	vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
diff --git a/tests/data/mail-filter/parser4.sieve b/tests/data/mail-filter/parser4.sieve
index 9a55e7cdd7..27089ec26b 100644
--- a/tests/data/mail-filter/parser4.sieve
+++ b/tests/data/mail-filter/parser4.sieve
@@ -26,6 +26,8 @@ if address :is :all "From" ["marketing@mail.internal"] {
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2024-10-08T22:00:00+00:00","subject":"Thanks for your message!","message":"I'm not here, please try again later.\u00a0"}
 if currentdate :value "ge" "iso8601" "2024-10-08T22:00:00Z" {
-	vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
diff --git a/tests/data/mail-filter/parser4_untouched.sieve b/tests/data/mail-filter/parser4_untouched.sieve
index 7bb0f893c5..1e7ad1e131 100644
--- a/tests/data/mail-filter/parser4_untouched.sieve
+++ b/tests/data/mail-filter/parser4_untouched.sieve
@@ -16,6 +16,8 @@ if allof(
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2024-10-08T22:00:00+00:00","subject":"Thanks for your message!","message":"I'm not here, please try again later.\u00a0"}
 if currentdate :value "ge" "iso8601" "2024-10-08T22:00:00Z" {
-	vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
diff --git a/tests/data/mail-filter/service1.sieve b/tests/data/mail-filter/service1.sieve
index 7bb0f893c5..1e7ad1e131 100644
--- a/tests/data/mail-filter/service1.sieve
+++ b/tests/data/mail-filter/service1.sieve
@@ -16,6 +16,8 @@ if allof(
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2024-10-08T22:00:00+00:00","subject":"Thanks for your message!","message":"I'm not here, please try again later.\u00a0"}
 if currentdate :value "ge" "iso8601" "2024-10-08T22:00:00Z" {
-	vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
diff --git a/tests/data/mail-filter/service1_new.sieve b/tests/data/mail-filter/service1_new.sieve
index 9a55e7cdd7..27089ec26b 100644
--- a/tests/data/mail-filter/service1_new.sieve
+++ b/tests/data/mail-filter/service1_new.sieve
@@ -26,6 +26,8 @@ if address :is :all "From" ["marketing@mail.internal"] {
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2024-10-08T22:00:00+00:00","subject":"Thanks for your message!","message":"I'm not here, please try again later.\u00a0"}
 if currentdate :value "ge" "iso8601" "2024-10-08T22:00:00Z" {
-	vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
diff --git a/tests/data/mail-filter/service2.sieve b/tests/data/mail-filter/service2.sieve
index d605d1e4ea..cd2153b7ee 100644
--- a/tests/data/mail-filter/service2.sieve
+++ b/tests/data/mail-filter/service2.sieve
@@ -30,6 +30,8 @@ if header :contains "Subject" ["World"] {
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2024-10-08T22:00:00+00:00","subject":"Thanks for your message!","message":"I'm not here, please try again later.\u00a0"}
 if currentdate :value "ge" "iso8601" "2024-10-08T22:00:00Z" {
-	vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
diff --git a/tests/data/mail-filter/service2_new.sieve b/tests/data/mail-filter/service2_new.sieve
index 3b9e21eee8..348af990f7 100644
--- a/tests/data/mail-filter/service2_new.sieve
+++ b/tests/data/mail-filter/service2_new.sieve
@@ -26,6 +26,8 @@ if header :contains "Subject" ["Hello"] {
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2024-10-08T22:00:00+00:00","subject":"Thanks for your message!","message":"I'm not here, please try again later.\u00a0"}
 if currentdate :value "ge" "iso8601" "2024-10-08T22:00:00Z" {
-	vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "Thanks for your message!" :addresses ["alice@mail.internal"] "I'm not here, please try again later. ";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
diff --git a/tests/data/sieve-vacation-on-no-end-date.sieve b/tests/data/sieve-vacation-on-no-end-date.sieve
index 5c43426474..ceb93e983f 100644
--- a/tests/data/sieve-vacation-on-no-end-date.sieve
+++ b/tests/data/sieve-vacation-on-no-end-date.sieve
@@ -13,6 +13,8 @@ if address "From" "marketing@company.org" {
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2022-09-02T00:00:00+01:00","subject":"On vacation","message":"I'm on vacation."}
 if currentdate :value "ge" "iso8601" "2022-09-01T23:00:00Z" {
-	vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
\ No newline at end of file
diff --git a/tests/data/sieve-vacation-on-no-tz.sieve b/tests/data/sieve-vacation-on-no-tz.sieve
index e5e47f5d65..a35b43cf8c 100644
--- a/tests/data/sieve-vacation-on-no-tz.sieve
+++ b/tests/data/sieve-vacation-on-no-tz.sieve
@@ -13,6 +13,8 @@ if address "From" "marketing@company.org" {
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2022-09-02","end":"2022-09-08","subject":"On vacation","message":"I'm on vacation."}
 if allof(currentdate :value "ge" "iso8601" "2022-09-01", currentdate :value "le" "iso8601" "2022-09-08") {
-	vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
\ No newline at end of file
diff --git a/tests/data/sieve-vacation-on-special-chars-message.sieve b/tests/data/sieve-vacation-on-special-chars-message.sieve
index 8131e1a3b4..455b6d1264 100644
--- a/tests/data/sieve-vacation-on-special-chars-message.sieve
+++ b/tests/data/sieve-vacation-on-special-chars-message.sieve
@@ -13,8 +13,10 @@ if address "From" "marketing@company.org" {
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2022-09-02T00:00:00+01:00","subject":"On vacation","message":"I'm on vacation.\r\n\"Hello, World!\"\r\n\\ escaped backslash"}
 if currentdate :value "ge" "iso8601" "2022-09-01T23:00:00Z" {
-	vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.
 \"Hello, World!\"
 \\ escaped backslash";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
\ No newline at end of file
diff --git a/tests/data/sieve-vacation-on-special-chars-subject.sieve b/tests/data/sieve-vacation-on-special-chars-subject.sieve
index 61791bbbbf..686948c51d 100644
--- a/tests/data/sieve-vacation-on-special-chars-subject.sieve
+++ b/tests/data/sieve-vacation-on-special-chars-subject.sieve
@@ -13,6 +13,8 @@ if address "From" "marketing@company.org" {
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2022-09-02T00:00:00+01:00","subject":"On vacation, \"Hello, World!\", \\ escaped backslash","message":"I'm on vacation."}
 if currentdate :value "ge" "iso8601" "2022-09-01T23:00:00Z" {
-	vacation :days 4 :subject "On vacation, \"Hello, World!\", \\ escaped backslash" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "On vacation, \"Hello, World!\", \\ escaped backslash" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
\ No newline at end of file
diff --git a/tests/data/sieve-vacation-on-subject-placeholder.sieve b/tests/data/sieve-vacation-on-subject-placeholder.sieve
index 66b33b72bd..938ce0ee3b 100644
--- a/tests/data/sieve-vacation-on-subject-placeholder.sieve
+++ b/tests/data/sieve-vacation-on-subject-placeholder.sieve
@@ -18,6 +18,8 @@ if header :matches "subject" "*" {
 	set "subject" "${1}";
 }
 if allof(currentdate :value "ge" "iso8601" "2022-09-01T23:00:00Z", currentdate :value "le" "iso8601" "2022-09-08T22:59:00Z") {
-	vacation :days 4 :subject "Re: ${subject}" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "Re: ${subject}" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
\ No newline at end of file
diff --git a/tests/data/sieve-vacation-on.sieve b/tests/data/sieve-vacation-on.sieve
index 55e8adde36..fe17540616 100644
--- a/tests/data/sieve-vacation-on.sieve
+++ b/tests/data/sieve-vacation-on.sieve
@@ -13,6 +13,8 @@ if address "From" "marketing@company.org" {
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
 # DATA: {"version":1,"enabled":true,"start":"2022-09-02T00:00:00+01:00","end":"2022-09-08T23:59:00+01:00","subject":"On vacation","message":"I'm on vacation."}
 if allof(currentdate :value "ge" "iso8601" "2022-09-01T23:00:00Z", currentdate :value "le" "iso8601" "2022-09-08T22:59:00Z") {
-	vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	if not anyof(exists "List-Id", exists "List-Unsubscribe") {
+		vacation :days 4 :subject "On vacation" :addresses ["Test Test <test@test.org>", "Test Alias <alias@test.org>"] "I'm on vacation.";
+	}
 }
 ### Nextcloud Mail: Vacation Responder ### DON'T EDIT ###
\ No newline at end of file