diff --git a/pkgs/development/tools/vagrant/default.nix b/pkgs/development/tools/vagrant/default.nix
index 1ea172ae137b..db807bda0a7d 100644
--- a/pkgs/development/tools/vagrant/default.nix
+++ b/pkgs/development/tools/vagrant/default.nix
@@ -5,9 +5,9 @@
 let
   # NOTE: bumping the version and updating the hash is insufficient;
   # you must use bundix to generate a new gemset.nix in the Vagrant source.
-  version = "2.2.15";
+  version = "2.2.16";
   url = "https://github.com/hashicorp/vagrant/archive/v${version}.tar.gz";
-  sha256 = "sha256-mMnHJtXLfkZ5O0UF89kHsqBnPg9uQ5l8IYoL5TMMyD8=";
+  sha256 = "sha256-qzxguxKy2pFv0HMZKEnytdPyJPlf6/NTghIkfEzeKNY=";
 
   deps = bundlerEnv rec {
     name = "${pname}-${version}";
diff --git a/pkgs/development/tools/vagrant/gemset.nix b/pkgs/development/tools/vagrant/gemset.nix
index 895554904927..27ebf31c32cb 100644
--- a/pkgs/development/tools/vagrant/gemset.nix
+++ b/pkgs/development/tools/vagrant/gemset.nix
@@ -64,10 +64,10 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1759s0rz6qgsw86dds1z4jzb3fvizqsk11j5q6z7lc5n404w6i23";
+      sha256 = "19g5nvkycnkzqq4mqn1zjznq9adrlv2jz0dr9w10cbn42hhqpiz7";
       type = "gem";
     };
-    version = "0.79.0";
+    version = "0.81.0";
   };
   ffi = {
     groups = ["default"];
@@ -274,10 +274,10 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "14mhzrhs2j43vj36i1qq4z29nd860shrslfik015f4kf1jiaqcrw";
+      sha256 = "1rmm9ym3qxysrmvgnrad28llnzj6wj9ljir8zaw9myas7m8vhvsq";
       type = "gem";
     };
-    version = "0.2.5";
+    version = "0.2.6";
   };
   rubyntlm = {
     groups = ["default"];