diff --git a/pkgs/development/tools/vagrant/default.nix b/pkgs/development/tools/vagrant/default.nix
index db807bda0a7d..688fd6eb849e 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 = "2.2.16";
+  version = "2.2.17";
   url = "https://github.com/hashicorp/vagrant/archive/v${version}.tar.gz";
-  sha256 = "sha256-qzxguxKy2pFv0HMZKEnytdPyJPlf6/NTghIkfEzeKNY=";
+  sha256 = "sha256-T48ui7jgq9ni3pC09Jd2WzkT9PBaJ+SUDfcXA5QMjM8=";
 
   deps = bundlerEnv rec {
     name = "${pname}-${version}";
diff --git a/pkgs/development/tools/vagrant/gemset.nix b/pkgs/development/tools/vagrant/gemset.nix
index 27ebf31c32cb..332fb265f878 100644
--- a/pkgs/development/tools/vagrant/gemset.nix
+++ b/pkgs/development/tools/vagrant/gemset.nix
@@ -24,20 +24,20 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "08hd3d2lfi19cns4d6wkq51scasn17l83fgbzbjjk3dqccz4rg3j";
+      sha256 = "1lvcp8bsd35g57f7wz4jigcw2sryzzwrpcgjwwf3chmjrjcww5in";
       type = "gem";
     };
-    version = "4.0.0";
+    version = "4.1.0";
   };
   concurrent-ruby = {
     groups = ["default"];
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0mr23wq0szj52xnj0zcn1k0c7j4v79wlwbijkpfcscqww3l6jlg3";
+      sha256 = "0nwad3211p7yv9sda31jmbyw6sdafzmdi2i2niaz6f0wk5nq9h0f";
       type = "gem";
     };
-    version = "1.1.8";
+    version = "1.1.9";
   };
   ed25519 = {
     groups = ["default"];
@@ -64,20 +64,20 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "19g5nvkycnkzqq4mqn1zjznq9adrlv2jz0dr9w10cbn42hhqpiz7";
+      sha256 = "186sra2bww83wa245mhmm57ngdn4w2k2x39iqkmxasjhibg5jsbl";
       type = "gem";
     };
-    version = "0.81.0";
+    version = "0.84.0";
   };
   ffi = {
     groups = ["default"];
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0nq1fb3vbfylccwba64zblxy96qznxbys5900wd7gm9bpplmf432";
+      sha256 = "1wgvaclp4h9y8zkrgz8p2hqkrgr4j7kz0366mik0970w532cbmcq";
       type = "gem";
     };
-    version = "1.15.0";
+    version = "1.15.3";
   };
   gssapi = {
     dependencies = ["ffi"];
@@ -190,10 +190,10 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1phcq7z0zpipwd7y4fbqmlaqghv07fjjgrx99mwq3z3n0yvy7fmi";
+      sha256 = "0dlxwc75iy0dj23x824cxpvpa7c8aqcpskksrmb32j6m66h5mkcy";
       type = "gem";
     };
-    version = "3.2021.0225";
+    version = "3.2021.0704";
   };
   multi_json = {
     groups = ["default"];
@@ -211,10 +211,10 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0b0jqrcsp4bbi4n4mzyf70cp2ysyp6x07j8k8cqgxnvb4i3a134j";
+      sha256 = "0b4h3ip8d1gkrc0znnw54hbxillk73mdnaf5pz330lmrcl1wiilg";
       type = "gem";
     };
-    version = "1.2.1";
+    version = "3.0.0";
   };
   net-sftp = {
     dependencies = ["net-ssh"];
@@ -252,10 +252,10 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1k9bsj7ni0g2fd7scyyy1sk9dy2pg9akniahab0iznvjmhn54h87";
+      sha256 = "1qsx9c4jr11vr3a9s5j83avczx9qn9rjaf32gxpc2v451hvbc0is";
       type = "gem";
     };
-    version = "0.10.4";
+    version = "0.11.0";
   };
   rb-inotify = {
     dependencies = ["ffi"];
@@ -279,6 +279,16 @@
     };
     version = "0.2.6";
   };
+  rexml = {
+    groups = ["default"];
+    platforms = [];
+    source = {
+      remotes = ["https://rubygems.org"];
+      sha256 = "08ximcyfjy94pm1rhcx04ny1vx2sk0x4y185gzn86yfsbzwkng53";
+      type = "gem";
+    };
+    version = "3.2.5";
+  };
   rubyntlm = {
     groups = ["default"];
     platforms = [];
@@ -294,10 +304,10 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0590m2pr9i209pp5z4mx0nb1961ishdiqb28995hw1nln1d1b5ji";
+      sha256 = "0grps9197qyxakbpw02pda59v45lfgbgiyw48i0mq9f2bn9y6mrz";
       type = "gem";
     };
-    version = "2.3.0";
+    version = "2.3.2";
   };
   vagrant_cloud = {
     dependencies = ["excon" "log4r"];