diff --git a/src/bootstrap/src/bin/rustc.rs b/src/bootstrap/src/bin/rustc.rs
index f15b76fa85c95..bb974e4645ea6 100644
--- a/src/bootstrap/src/bin/rustc.rs
+++ b/src/bootstrap/src/bin/rustc.rs
@@ -168,8 +168,11 @@ fn main() {
         }
     }
 
-    if let Ok(map) = env::var("RUSTC_DEBUGINFO_MAP") {
-        cmd.arg("--remap-path-prefix").arg(&map);
+    // The remap flags for the compiler and standard library sources.
+    if let Ok(maps) = env::var("RUSTC_DEBUGINFO_MAP") {
+        for map in maps.split('\t') {
+            cmd.arg("--remap-path-prefix").arg(map);
+        }
     }
     // The remap flags for Cargo registry sources need to be passed after the remapping for the
     // Rust source code directory, to handle cases when $CARGO_HOME is inside the source directory.
diff --git a/src/bootstrap/src/core/build_steps/test.rs b/src/bootstrap/src/core/build_steps/test.rs
index 7ca6ae46a8f89..a58739c9e65cb 100644
--- a/src/bootstrap/src/core/build_steps/test.rs
+++ b/src/bootstrap/src/core/build_steps/test.rs
@@ -2257,6 +2257,10 @@ Please disable assertions with `rust.debug-assertions = false`.
             cmd.arg("--with-std-debug-assertions");
         }
 
+        if builder.config.rust_remap_debuginfo {
+            cmd.arg("--with-std-remap-debuginfo");
+        }
+
         let mut llvm_components_passed = false;
         let mut copts_passed = false;
         if builder.config.llvm_enabled(test_compiler.host) {
diff --git a/src/bootstrap/src/core/builder/cargo.rs b/src/bootstrap/src/core/builder/cargo.rs
index 4697de7ffe0de..b0a8ce77efe78 100644
--- a/src/bootstrap/src/core/builder/cargo.rs
+++ b/src/bootstrap/src/core/builder/cargo.rs
@@ -1025,15 +1025,26 @@ impl Builder<'_> {
                 if let Some(ref map_to) =
                     self.build.debuginfo_map_to(GitRepo::Rustc, RemapScheme::NonCompiler)
                 {
+                    // Tell the compiler which prefix was used for remapping the standard library
                     cargo.env("CFG_VIRTUAL_RUST_SOURCE_BASE_DIR", map_to);
                 }
 
                 if let Some(ref map_to) =
                     self.build.debuginfo_map_to(GitRepo::Rustc, RemapScheme::Compiler)
                 {
-                    // When building compiler sources, we want to apply the compiler remap scheme.
-                    cargo.env("RUSTC_DEBUGINFO_MAP", format!("compiler/={map_to}/compiler"));
+                    // Tell the compiler which prefix was used for remapping the compiler it-self
                     cargo.env("CFG_VIRTUAL_RUSTC_DEV_SOURCE_BASE_DIR", map_to);
+
+                    // When building compiler sources, we want to apply the compiler remap scheme.
+                    let map = [
+                        // Cargo use relative paths for workspace members, so let's remap those.
+                        format!("compiler/={map_to}/compiler"),
+                        // rustc creates absolute paths (in part bc of the `rust-src` unremap
+                        // and for working directory) so let's remap the build directory as well.
+                        format!("{}={map_to}", self.build.src.display()),
+                    ]
+                    .join("\t");
+                    cargo.env("RUSTC_DEBUGINFO_MAP", map);
                 }
             }
             Mode::Std
@@ -1044,7 +1055,16 @@ impl Builder<'_> {
                 if let Some(ref map_to) =
                     self.build.debuginfo_map_to(GitRepo::Rustc, RemapScheme::NonCompiler)
                 {
-                    cargo.env("RUSTC_DEBUGINFO_MAP", format!("library/={map_to}/library"));
+                    // When building the standard library sources, we want to apply the std remap scheme.
+                    let map = [
+                        // Cargo use relative paths for workspace members, so let's remap those.
+                        format!("library/={map_to}/library"),
+                        // rustc creates absolute paths (in part bc of the `rust-src` unremap
+                        // and for working directory) so let's remap the build directory as well.
+                        format!("{}={map_to}", self.build.src.display()),
+                    ]
+                    .join("\t");
+                    cargo.env("RUSTC_DEBUGINFO_MAP", map);
                 }
             }
         }
diff --git a/src/doc/rustc-dev-guide/src/tests/directives.md b/src/doc/rustc-dev-guide/src/tests/directives.md
index 7cf5869b719cc..c8b0072dc1010 100644
--- a/src/doc/rustc-dev-guide/src/tests/directives.md
+++ b/src/doc/rustc-dev-guide/src/tests/directives.md
@@ -189,6 +189,10 @@ settings:
   assertions.
 - `needs-std-debug-assertions` — ignores if std was not built with debug
   assertions.
+- `ignore-std-remap-debuginfo` — ignores if std was built with remapping of
+  it's sources.
+- `needs-std-remap-debugino` — ignores if std was not built with remapping of
+  it's sources.
 - `ignore-rustc-debug-assertions` — ignores if rustc was built with debug
   assertions.
 - `needs-rustc-debug-assertions` — ignores if rustc was not built with debug
diff --git a/src/tools/compiletest/src/common.rs b/src/tools/compiletest/src/common.rs
index cd0e79f5ab3fa..9473e51688cbb 100644
--- a/src/tools/compiletest/src/common.rs
+++ b/src/tools/compiletest/src/common.rs
@@ -438,6 +438,11 @@ pub struct Config {
     /// FIXME: make it clearer that this refers to the staged `std`, not stage 0 `std`.
     pub with_std_debug_assertions: bool,
 
+    /// Whether *staged* `std` was built with remapping of debuginfo.
+    ///
+    /// FIXME: make it clearer that this refers to the staged `std`, not stage 0 `std`.
+    pub with_std_remap_debuginfo: bool,
+
     /// Only run tests that match these filters (using `libtest` "test name contains" filter logic).
     ///
     /// FIXME(#139660): the current hand-rolled test executor intentionally mimics the `libtest`
diff --git a/src/tools/compiletest/src/directives/cfg.rs b/src/tools/compiletest/src/directives/cfg.rs
index 62d10f14b98f2..e89c1330f4670 100644
--- a/src/tools/compiletest/src/directives/cfg.rs
+++ b/src/tools/compiletest/src/directives/cfg.rs
@@ -202,6 +202,11 @@ pub(crate) fn prepare_conditions(config: &Config) -> PreparedConditions {
         config.with_std_debug_assertions,
         "when std is built with debug assertions",
     );
+    builder.cond(
+        "std-remap-debuginfo",
+        config.with_std_remap_debuginfo,
+        "when std is built with remapping of debuginfo",
+    );
 
     for &debugger in Debugger::STR_VARIANTS {
         builder.cond(
diff --git a/src/tools/compiletest/src/directives/directive_names.rs b/src/tools/compiletest/src/directives/directive_names.rs
index e9824edfef601..282e2a131d932 100644
--- a/src/tools/compiletest/src/directives/directive_names.rs
+++ b/src/tools/compiletest/src/directives/directive_names.rs
@@ -184,6 +184,7 @@ pub(crate) const KNOWN_DIRECTIVE_NAMES: &[&str] = &[
     "needs-sanitizer-support",
     "needs-sanitizer-thread",
     "needs-std-debug-assertions",
+    "needs-std-remap-debuginfo",
     "needs-subprocess",
     "needs-symlink",
     "needs-target-has-atomic",
diff --git a/src/tools/compiletest/src/directives/needs.rs b/src/tools/compiletest/src/directives/needs.rs
index 92b596c70ae91..36c2ca62cd87a 100644
--- a/src/tools/compiletest/src/directives/needs.rs
+++ b/src/tools/compiletest/src/directives/needs.rs
@@ -181,6 +181,11 @@ pub(super) fn handle_needs(
             condition: config.with_std_debug_assertions,
             ignore_reason: "ignored if std wasn't built with debug assertions",
         },
+        Need {
+            name: "needs-std-remap-debuginfo",
+            condition: config.with_std_remap_debuginfo,
+            ignore_reason: "ignored if std wasn't built with remapping of debuginfo",
+        },
         Need {
             name: "needs-target-std",
             condition: build_helper::targets::target_supports_std(&config.target),
diff --git a/src/tools/compiletest/src/directives/tests.rs b/src/tools/compiletest/src/directives/tests.rs
index 90e2cb77e304c..93f1041a8f416 100644
--- a/src/tools/compiletest/src/directives/tests.rs
+++ b/src/tools/compiletest/src/directives/tests.rs
@@ -117,6 +117,7 @@ struct ConfigBuilder {
     profiler_runtime: bool,
     rustc_debug_assertions: bool,
     std_debug_assertions: bool,
+    std_remap_debuginfo: bool,
 }
 
 impl ConfigBuilder {
@@ -185,6 +186,11 @@ impl ConfigBuilder {
         self
     }
 
+    fn std_remap_debuginfo(&mut self, is_enabled: bool) -> &mut Self {
+        self.std_remap_debuginfo = is_enabled;
+        self
+    }
+
     fn build(&mut self) -> Config {
         let args = &[
             "compiletest",
@@ -246,6 +252,9 @@ impl ConfigBuilder {
         if self.std_debug_assertions {
             args.push("--with-std-debug-assertions".to_owned());
         }
+        if self.std_remap_debuginfo {
+            args.push("--with-std-remap-debuginfo".to_owned());
+        }
 
         args.push("--rustc-path".to_string());
         args.push(std::env::var("TEST_RUSTC").expect("must be configured by bootstrap"));
@@ -400,6 +409,19 @@ fn std_debug_assertions() {
     assert!(check_ignore(&config, "//@ ignore-std-debug-assertions"));
 }
 
+#[test]
+fn std_remap_debuginfo() {
+    let config: Config = cfg().std_remap_debuginfo(false).build();
+
+    assert!(check_ignore(&config, "//@ needs-std-remap-debuginfo"));
+    assert!(!check_ignore(&config, "//@ ignore-std-remap-debuginfo"));
+
+    let config: Config = cfg().std_remap_debuginfo(true).build();
+
+    assert!(!check_ignore(&config, "//@ needs-std-remap-debuginfo"));
+    assert!(check_ignore(&config, "//@ ignore-std-remap-debuginfo"));
+}
+
 #[test]
 fn stage() {
     let config: Config = cfg().stage(1).stage_id("stage1-x86_64-unknown-linux-gnu").build();
diff --git a/src/tools/compiletest/src/lib.rs b/src/tools/compiletest/src/lib.rs
index 90b1c10308a27..83aee865e0102 100644
--- a/src/tools/compiletest/src/lib.rs
+++ b/src/tools/compiletest/src/lib.rs
@@ -106,6 +106,7 @@ fn parse_config(args: Vec<String>) -> Config {
         .optflag("", "has-enzyme", "run tests that require enzyme")
         .optflag("", "with-rustc-debug-assertions", "whether rustc was built with debug assertions")
         .optflag("", "with-std-debug-assertions", "whether std was built with debug assertions")
+        .optflag("", "with-std-remap-debuginfo", "whether std was built with remapping")
         .optmulti(
             "",
             "skip",
@@ -295,6 +296,7 @@ fn parse_config(args: Vec<String>) -> Config {
     let run_ignored = matches.opt_present("ignored");
     let with_rustc_debug_assertions = matches.opt_present("with-rustc-debug-assertions");
     let with_std_debug_assertions = matches.opt_present("with-std-debug-assertions");
+    let with_std_remap_debuginfo = matches.opt_present("with-std-remap-debuginfo");
     let mode = matches.opt_str("mode").unwrap().parse().expect("invalid mode");
     let has_enzyme = matches.opt_present("has-enzyme");
     let filters = if mode == TestMode::RunMake {
@@ -402,6 +404,7 @@ fn parse_config(args: Vec<String>) -> Config {
         run_ignored,
         with_rustc_debug_assertions,
         with_std_debug_assertions,
+        with_std_remap_debuginfo,
         filters,
         skip: matches.opt_strs("skip"),
         filter_exact: matches.opt_present("exact"),
diff --git a/src/tools/compiletest/src/runtest/run_make.rs b/src/tools/compiletest/src/runtest/run_make.rs
index 68574eb4bfd69..ba3a123473671 100644
--- a/src/tools/compiletest/src/runtest/run_make.rs
+++ b/src/tools/compiletest/src/runtest/run_make.rs
@@ -243,6 +243,12 @@ impl TestCx<'_> {
             cmd.env("__STD_DEBUG_ASSERTIONS_ENABLED", "1");
         }
 
+        cmd.env_remove("__STD_REMAP_DEBUGINFO_ENABLED");
+        if self.config.with_std_remap_debuginfo {
+            // Used for `run_make_support::env::std_remap_debuginfo_enabled`.
+            cmd.env("__STD_REMAP_DEBUGINFO_ENABLED", "1");
+        }
+
         // We don't want RUSTFLAGS set from the outside to interfere with
         // compiler flags set in the test cases:
         cmd.env_remove("RUSTFLAGS");
diff --git a/src/tools/compiletest/src/rustdoc_gui_test.rs b/src/tools/compiletest/src/rustdoc_gui_test.rs
index c30f3d1e10ea8..2b057bb35519a 100644
--- a/src/tools/compiletest/src/rustdoc_gui_test.rs
+++ b/src/tools/compiletest/src/rustdoc_gui_test.rs
@@ -83,6 +83,7 @@ fn incomplete_config_for_rustdoc_gui_test() -> Config {
         run_ignored: Default::default(),
         with_rustc_debug_assertions: Default::default(),
         with_std_debug_assertions: Default::default(),
+        with_std_remap_debuginfo: Default::default(),
         filters: Default::default(),
         skip: Default::default(),
         filter_exact: Default::default(),
diff --git a/src/tools/run-make-support/src/env.rs b/src/tools/run-make-support/src/env.rs
index cf1a6f7351a7f..507d51471df01 100644
--- a/src/tools/run-make-support/src/env.rs
+++ b/src/tools/run-make-support/src/env.rs
@@ -34,6 +34,14 @@ pub fn std_debug_assertions_enabled() -> bool {
     std::env::var_os("__STD_DEBUG_ASSERTIONS_ENABLED").is_some()
 }
 
+/// Check if staged `std`-under-test was built with remapping of it's sources.
+#[track_caller]
+#[must_use]
+pub fn std_remap_debuginfo_enabled() -> bool {
+    // Note: we assume this env var is set when the test recipe is being executed.
+    std::env::var_os("__STD_REMAP_DEBUGINFO_ENABLED").is_some()
+}
+
 /// A wrapper around [`std::env::set_current_dir`] which includes the directory
 /// path in the panic message.
 #[track_caller]
diff --git a/tests/run-make/remap-path-prefix-std/rmake.rs b/tests/run-make/remap-path-prefix-std/rmake.rs
new file mode 100644
index 0000000000000..f5179038a9b11
--- /dev/null
+++ b/tests/run-make/remap-path-prefix-std/rmake.rs
@@ -0,0 +1,53 @@
+// This test makes sure that we do not leak paths to the checkout
+// (ie. /checkout in CI) in the distributed `libstd` debuginfo.
+//
+// This test only runs on Linux and dist builder (or with `rust.remap-debuginfo = true`
+// set in your `bootstrap.toml`).
+
+//@ needs-std-remap-debuginfo
+//@ only-linux
+
+use std::path::PathBuf;
+
+use run_make_support::{llvm_dwarfdump, rfs, rustc, shallow_find_files, source_root};
+
+fn main() {
+    // Find the target libdir for the current target
+    let target_libdir = {
+        let output = rustc().print("target-libdir").run();
+        let stdout = output.stdout_utf8();
+        let path = PathBuf::from(stdout.trim());
+
+        // Assert that the target-libdir path exists
+        assert!(path.exists(), "target-libdir: {path:?} does not exists");
+
+        path
+    };
+
+    // Find all the `libstd-.*.rlib` files under the libdir
+    let libstd_rlibs = shallow_find_files(&target_libdir, |p| {
+        if let Some(filename) = p.file_name()
+            && let filename = filename.to_string_lossy()
+        {
+            filename.starts_with("libstd-") && filename.ends_with(".rlib")
+        } else {
+            false
+        }
+    });
+
+    // Assert that there is only one rlib for the `libstd`
+    let [libstd_rlib] = &libstd_rlibs[..] else {
+        unreachable!("multiple libstd rlib: {libstd_rlibs:?} in {target_libdir:?}");
+    };
+
+    // Symlink the libstd rlib here to avoid absolute paths from llvm-dwarfdump own output
+    // and not from the debuginfo it-self
+    rfs::symlink_file(libstd_rlib, "libstd.rlib");
+
+    // Check that there is only `/rustc/` paths and no `/checkout`, `/home`, or whatever
+    llvm_dwarfdump()
+        .input("libstd.rlib")
+        .run()
+        .assert_stdout_contains("/rustc/")
+        .assert_stdout_not_contains(source_root().to_string_lossy());
+}