diff --git a/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/embedded/jetty/LoaderHidingResource.java b/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/embedded/jetty/LoaderHidingResource.java
index 4d76f5df8d7..ed42fc05ddc 100644
--- a/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/embedded/jetty/LoaderHidingResource.java
+++ b/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/embedded/jetty/LoaderHidingResource.java
@@ -41,6 +41,8 @@ final class LoaderHidingResource extends Resource {
 
 	private static final String LOADER_RESOURCE_PATH_PREFIX = "/org/springframework/boot/";
 
+	private final Path loaderBasePath;
+
 	private final Resource base;
 
 	private final Resource delegate;
@@ -48,6 +50,7 @@ final class LoaderHidingResource extends Resource {
 	LoaderHidingResource(Resource base, Resource delegate) {
 		this.base = base;
 		this.delegate = delegate;
+		this.loaderBasePath = base.getPath().getFileSystem().getPath("/", "org", "springframework", "boot");
 	}
 
 	@Override
@@ -141,12 +144,19 @@ final class LoaderHidingResource extends Resource {
 
 	@Override
 	public List<Resource> list() {
-		return this.delegate.list().stream().filter(this::nonLoaderResource).toList();
+		return asLoaderHidingResources(this.delegate.list());
 	}
 
 	private boolean nonLoaderResource(Resource resource) {
-		Path prefix = this.base.getPath().resolve(Path.of("org", "springframework", "boot"));
-		return !resource.getPath().startsWith(prefix);
+		return !resource.getPath().startsWith(this.loaderBasePath);
+	}
+
+	private List<Resource> asLoaderHidingResources(Collection<Resource> resources) {
+		return resources.stream().filter(this::nonLoaderResource).map(this::asLoaderHidingResource).toList();
+	}
+
+	private Resource asLoaderHidingResource(Resource resource) {
+		return (resource instanceof LoaderHidingResource) ? resource : new LoaderHidingResource(this.base, resource);
 	}
 
 	@Override
@@ -175,7 +185,7 @@ final class LoaderHidingResource extends Resource {
 
 	@Override
 	public Collection<Resource> getAllResources() {
-		return this.delegate.getAllResources().stream().filter(this::nonLoaderResource).toList();
+		return asLoaderHidingResources(this.delegate.getAllResources());
 	}
 
 	@Override
diff --git a/spring-boot-project/spring-boot/src/test/java/org/springframework/boot/web/embedded/jetty/LoaderHidingResourceTests.java b/spring-boot-project/spring-boot/src/test/java/org/springframework/boot/web/embedded/jetty/LoaderHidingResourceTests.java
new file mode 100644
index 00000000000..b3b96692421
--- /dev/null
+++ b/spring-boot-project/spring-boot/src/test/java/org/springframework/boot/web/embedded/jetty/LoaderHidingResourceTests.java
@@ -0,0 +1,104 @@
+/*
+ * Copyright 2012-2024 the original author or authors.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *      https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package org.springframework.boot.web.embedded.jetty;
+
+import java.io.File;
+import java.io.FileOutputStream;
+import java.io.IOException;
+import java.net.URI;
+import java.nio.file.FileSystems;
+import java.util.ArrayList;
+import java.util.Collection;
+import java.util.Collections;
+import java.util.List;
+import java.util.jar.JarOutputStream;
+import java.util.zip.ZipEntry;
+
+import org.eclipse.jetty.util.resource.PathResourceFactory;
+import org.eclipse.jetty.util.resource.Resource;
+import org.junit.jupiter.api.Test;
+import org.junit.jupiter.api.io.TempDir;
+
+import static org.assertj.core.api.Assertions.assertThat;
+
+/**
+ * Tests for {@link LoaderHidingResource}.
+ *
+ * @author Andy Wilkinson
+ */
+class LoaderHidingResourceTests {
+
+	@Test
+	void listHidesLoaderResources(@TempDir File temp) throws IOException {
+		URI warUri = createExampleWar(temp);
+		Resource resource = new PathResourceFactory().newResource(warUri);
+		LoaderHidingResource loaderHidingResource = new LoaderHidingResource(resource, resource);
+		assertThat(deepList(loaderHidingResource)).hasOnlyElementsOfType(LoaderHidingResource.class)
+			.extracting(Resource::getName)
+			.contains("/assets/image.jpg")
+			.doesNotContain("/org/springframework/boot/Loader.class");
+	}
+
+	@Test
+	void getAllResourcesHidesLoaderResources(@TempDir File temp) throws IOException {
+		URI warUri = createExampleWar(temp);
+		Resource resource = new PathResourceFactory().newResource(warUri);
+		LoaderHidingResource loaderHidingResource = new LoaderHidingResource(resource, resource);
+		Collection<Resource> allResources = loaderHidingResource.getAllResources();
+		assertThat(allResources).hasOnlyElementsOfType(LoaderHidingResource.class)
+			.extracting(Resource::getName)
+			.contains("/assets/image.jpg")
+			.doesNotContain("/org/springframework/boot/Loader.class");
+	}
+
+	@Test
+	void resolveHidesLoaderResources(@TempDir File temp) throws IOException {
+		URI warUri = createExampleWar(temp);
+		Resource resource = new PathResourceFactory().newResource(warUri);
+		LoaderHidingResource loaderHidingResource = new LoaderHidingResource(resource, resource);
+		assertThat(loaderHidingResource.resolve("/assets/image.jpg").exists()).isTrue();
+		assertThat(loaderHidingResource.resolve("/assets/image.jpg")).isInstanceOf(LoaderHidingResource.class);
+		assertThat(loaderHidingResource.resolve("/assets/non-existent.jpg").exists()).isFalse();
+		assertThat(loaderHidingResource.resolve("/assets/non-existent.jpg")).isInstanceOf(LoaderHidingResource.class);
+		assertThat(loaderHidingResource.resolve("/org/springframework/boot/Loader.class")).isNull();
+	}
+
+	private URI createExampleWar(File temp) throws IOException {
+		File exampleWarFile = new File(temp, "example.war");
+		try (JarOutputStream out = new JarOutputStream(new FileOutputStream(exampleWarFile))) {
+			out.putNextEntry(new ZipEntry("org/"));
+			out.putNextEntry(new ZipEntry("org/springframework/"));
+			out.putNextEntry(new ZipEntry("org/springframework/boot/"));
+			out.putNextEntry(new ZipEntry("org/springframework/boot/Loader.class"));
+			out.putNextEntry(new ZipEntry("assets/"));
+			out.putNextEntry(new ZipEntry("assets/image.jpg"));
+		}
+		URI warUri = URI.create("jar:" + exampleWarFile.toURI() + "!/");
+		FileSystems.newFileSystem(warUri, Collections.emptyMap());
+		return warUri;
+	}
+
+	private List<Resource> deepList(Resource resource) {
+		List<Resource> all = new ArrayList<>();
+		for (Resource listed : resource.list()) {
+			all.add(listed);
+			all.addAll(deepList(listed));
+		}
+		return all;
+	}
+
+}