diff --git a/CHANGES.md b/CHANGES.md
index 09ee32a127..63672ff840 100644
--- a/CHANGES.md
+++ b/CHANGES.md
@@ -11,6 +11,7 @@ Bugfix 🐛:
  - Duplicate thumbs | Mobile reactions for 👍 and 👎 are not the same as web (#2776)
  - Join room by alias other federation error (#2778)
  - HTML unescaping for URL preview (#2766)
+ - URL preview on reply fallback (#2756)
 
 Translations 🗣:
  -
diff --git a/matrix-sdk-android/src/main/java/org/matrix/android/sdk/api/util/ContentUtils.kt b/matrix-sdk-android/src/main/java/org/matrix/android/sdk/api/util/ContentUtils.kt
index c82a929ee0..1a00b85ff4 100644
--- a/matrix-sdk-android/src/main/java/org/matrix/android/sdk/api/util/ContentUtils.kt
+++ b/matrix-sdk-android/src/main/java/org/matrix/android/sdk/api/util/ContentUtils.kt
@@ -20,7 +20,7 @@ object ContentUtils {
         val lines = repliedBody.lines()
         var wellFormed = repliedBody.startsWith(">")
         var endOfPreviousFound = false
-        val usefullines = ArrayList<String>()
+        val usefulLines = ArrayList<String>()
         lines.forEach {
             if (it == "") {
                 endOfPreviousFound = true
@@ -29,10 +29,10 @@ object ContentUtils {
             if (!endOfPreviousFound) {
                 wellFormed = wellFormed && it.startsWith(">")
             } else {
-                usefullines.add(it)
+                usefulLines.add(it)
             }
         }
-        return usefullines.joinToString("\n").takeIf { wellFormed } ?: repliedBody
+        return usefulLines.joinToString("\n").takeIf { wellFormed } ?: repliedBody
     }
 
     fun extractUsefulTextFromHtmlReply(repliedBody: String): String {
diff --git a/matrix-sdk-android/src/main/java/org/matrix/android/sdk/internal/session/media/UrlsExtractor.kt b/matrix-sdk-android/src/main/java/org/matrix/android/sdk/internal/session/media/UrlsExtractor.kt
index 6137b4152c..83a5a724cc 100644
--- a/matrix-sdk-android/src/main/java/org/matrix/android/sdk/internal/session/media/UrlsExtractor.kt
+++ b/matrix-sdk-android/src/main/java/org/matrix/android/sdk/internal/session/media/UrlsExtractor.kt
@@ -21,6 +21,7 @@ import org.matrix.android.sdk.api.session.events.model.EventType
 import org.matrix.android.sdk.api.session.room.model.message.MessageType
 import org.matrix.android.sdk.api.session.room.timeline.TimelineEvent
 import org.matrix.android.sdk.api.session.room.timeline.getLastMessageContent
+import org.matrix.android.sdk.api.util.ContentUtils
 import javax.inject.Inject
 
 internal class UrlsExtractor @Inject constructor() {
@@ -35,7 +36,14 @@ internal class UrlsExtractor @Inject constructor() {
                             || it.msgType == MessageType.MSGTYPE_NOTICE
                             || it.msgType == MessageType.MSGTYPE_EMOTE
                 }
-                ?.body
+                ?.let { messageContent ->
+                    if (messageContent.relatesTo?.inReplyTo?.eventId != null) {
+                        // This is a reply, strip the reply fallback
+                        ContentUtils.extractUsefulTextFromReply(messageContent.body)
+                    } else {
+                        messageContent.body
+                    }
+                }
                 ?.let { urlRegex.findAll(it) }
                 ?.map { it.value }
                 ?.filter { it.startsWith("https://") || it.startsWith("http://") }