diff --git a/index.js b/index.js
index b444a9b6..f2dad0c4 100644
--- a/index.js
+++ b/index.js
@@ -44,6 +44,7 @@ class ServerlessPythonRequirements {
             ? 'python.exe'
             : this.serverless.service.provider.runtime || 'python',
         dockerizePip: false,
+        dockerInDockerPath: false,
         dockerSsh: false,
         dockerImage: null,
         dockerFile: null,
diff --git a/lib/docker.js b/lib/docker.js
index 46bbe028..7b4cd940 100644
--- a/lib/docker.js
+++ b/lib/docker.js
@@ -2,6 +2,35 @@ const { spawnSync } = require('child_process');
 const isWsl = require('is-wsl');
 const fse = require('fs-extra');
 const path = require('path');
+let cachedContainerId = false;
+
+/**
+ * A helper function to determine if we are inside Docker
+ * @return {boolean} if we are inside docker or not
+ */
+function areInsideDocker() {
+  return fse.existsSync('/.dockerenv')
+}
+
+/**
+ * A helper function to determine the container id when inside docker, caching results
+ * @return {string} sha container id, or returns false on error/failure
+ */
+function getContainerIdFromWithinContainer() {
+  if (cachedContainerId){ return cachedContainerId; }
+  try {
+    // First, detect our container id by using /proc/self/cgroup trick
+    cgroup = fse.readFileSync('/proc/self/cgroup', { encoding: 'utf-8' });
+    // Parse the stdout and extract the systemd line, and the the last tokenized item in that line
+    pos1 = cgroup.toString('utf8').indexOf("systemd");
+    cachedContainerId = cgroup.toString('utf8').substr(pos1, cgroup.toString('utf8').indexOf("\n", pos1)-pos1).split('/').pop();
+    return cachedContainerId
+  } catch (e) {
+    console.error("Docker-in-Docker: Unable to get container id from within container, cgroup might not be present");
+    console.error(e);
+    return false;
+  }
+}
 
 /**
  * Helper function to run a docker command
@@ -98,12 +127,38 @@ function tryBindPath(serverless, bindPath, testFile) {
  * Get bind path depending on os platform
  * @param {object} serverless
  * @param {string} servicePath
+ * @param {Object} options serverless cli options to alter logic
  * @return {string} The bind path.
  */
-function getBindPath(serverless, servicePath) {
+function getBindPath(serverless, servicePath, options) {
+  serverless.cli.log(`Docker-In-Docker: servicePath: ${servicePath}`);
   // Determine bind path
   if (process.platform !== 'win32' && !isWsl) {
-    return servicePath;
+    // Detect if we're trying to do docker-in-docker
+    if (options.dockerizePip && areInsideDocker()) {
+      serverless.cli.log(`Docker-In-Docker: We have detected an docker-in-docker configuration.  NOTE: This feature is in beta for this plugin, verbose output for now`);
+      // Check if we want to specify our own path...
+      if (options.dockerInDockerPath) {
+          serverless.cli.log(`Docker-In-Docker: User-specified docker-in-docker current working directory path on host: ${options.dockerInDockerPath}`);
+          return options.dockerInDockerPath + "/.serverless"
+      }
+      // Get our container id from within docker-in-docker
+      let containerId = getContainerIdFromWithinContainer();
+      if (!containerId) {
+          console.log(`Docker-In-Docker: Unable to get container ID, falling back to local path.  WARNING this will probably not work...`);
+          return servicePath;
+      }
+      serverless.cli.log(`Docker-In-Docker: Detected container: ${containerId}`);
+      // Inspect this container to get the root volume mount
+      data = dockerCommand(['inspect', containerId]).output[1];
+      result = JSON.parse(data)[0]['GraphDriver']['Data']['MergedDir'];
+      serverless.cli.log(`Docker-In-Docker: Found docker-in-docker root volume mounted from: ` + JSON.stringify(result))
+      serverless.cli.log(`Docker-In-Docker: Using: ` + result + servicePath);
+      return result + servicePath
+    } else {
+      // Check if we're inside docker
+      return servicePath;
+    }
   }
 
   // test docker is available
@@ -173,4 +228,4 @@ function getDockerUid(bindPath) {
   return ps.stdout.trim();
 }
 
-module.exports = { buildImage, getBindPath, getDockerUid };
+module.exports = { buildImage, getBindPath, getDockerUid, areInsideDocker };
diff --git a/lib/pip.js b/lib/pip.js
index 14864794..4fe4a808 100644
--- a/lib/pip.js
+++ b/lib/pip.js
@@ -195,7 +195,7 @@ function installRequirements(targetFolder, serverless, options) {
     serverless.cli.log(`Docker Image: ${dockerImage}`);
 
     // Prepare bind path depending on os platform
-    const bindPath = dockerPathForWin(getBindPath(serverless, targetFolder));
+    let bindPath = dockerPathForWin(getBindPath(serverless, targetFolder, options));
 
     dockerCmd.push('docker', 'run', '--rm', '-v', `${bindPath}:/var/task:z`);
     if (options.dockerSsh) {
@@ -227,8 +227,7 @@ function installRequirements(targetFolder, serverless, options) {
       fse.closeSync(
         fse.openSync(path.join(downloadCacheDir, 'requirements.txt'), 'w')
       );
-      const windowsized = getBindPath(serverless, downloadCacheDir);
-      // And now push it to a volume mount and to pip...
+      let windowsized = getBindPath(serverless, downloadCacheDir, options);
       dockerCmd.push('-v', `${windowsized}:${dockerDownloadCacheDir}:z`);
       pipCmd.push('--cache-dir', dockerDownloadCacheDir);
     }
diff --git a/lib/shared.js b/lib/shared.js
index 34f61eb2..6c59a8fe 100644
--- a/lib/shared.js
+++ b/lib/shared.js
@@ -4,6 +4,8 @@ const glob = require('glob-all');
 const path = require('path');
 const fse = require('fs-extra');
 const sha256File = require('sha256-file');
+const { areInsideDocker } = require('./docker');
+
 
 /**
  * This helper will check if we're using static cache and have max
@@ -72,6 +74,11 @@ function getRequirementsWorkingPath(
     return path.join(getUserCachePath(options), subfolder);
   }
 
+  // If we're in docker-in-docker we must use a path that can be mounted in a sub-docker container, so we'll put a folder at the root
+  if (options.dockerizePip && areInsideDocker()) {
+    return path.join('/', '_slspyreqs');
+  }
+  
   // If we don't want to use the static cache, then fallback to the way things used to work
   return path.join(requirementsTxtDirectory, 'requirements');
 }