diff --git a/pkgs/development/tools/vagrant/Gemfile.lock b/pkgs/development/tools/vagrant/Gemfile.lock
index 208aab0a2078..2c63b57443ad 100644
--- a/pkgs/development/tools/vagrant/Gemfile.lock
+++ b/pkgs/development/tools/vagrant/Gemfile.lock
@@ -11,16 +11,16 @@ GIT
 PATH
   remote: .
   specs:
-    vagrant (2.0.1)
+    vagrant (2.0.2)
       childprocess (~> 0.6.0)
       erubis (~> 2.7.0)
-      hashicorp-checkpoint (~> 0.1.1)
+      hashicorp-checkpoint (~> 0.1.5)
       i18n (>= 0.6.0, <= 0.8.0)
       listen (~> 3.1.5)
       log4r (~> 1.1.9, < 1.1.11)
       net-scp (~> 1.2.0)
       net-sftp (~> 2.1)
-      net-ssh (~> 4.1.0)
+      net-ssh (~> 4.2.0)
       rb-kqueue (~> 0.2.0)
       rest-client (>= 1.6.0, < 3.0)
       ruby_dep (<= 1.3.1)
@@ -50,7 +50,7 @@ GEM
     gyoku (1.3.1)
       builder (>= 2.1.2)
     hashdiff (0.3.7)
-    hashicorp-checkpoint (0.1.4)
+    hashicorp-checkpoint (0.1.5)
     http-cookie (1.0.3)
       domain_name (~> 0.5)
     httpclient (2.8.3)
@@ -67,17 +67,17 @@ GEM
     mime-types (3.1)
       mime-types-data (~> 3.2015)
     mime-types-data (3.2016.0521)
-    multi_json (1.12.2)
+    multi_json (1.13.1)
     net-scp (1.2.1)
       net-ssh (>= 2.6.5)
     net-sftp (2.1.2)
       net-ssh (>= 2.6.5)
-    net-ssh (4.1.0)
+    net-ssh (4.2.0)
     netrc (0.11.0)
     nori (2.6.0)
     public_suffix (3.0.1)
     rake (12.0.0)
-    rb-fsevent (0.10.2)
+    rb-fsevent (0.10.3)
     rb-inotify (0.9.10)
       ffi (>= 0.5.0, < 2)
     rb-kqueue (0.2.5)
@@ -109,7 +109,7 @@ GEM
     thor (0.18.1)
     unf (0.1.4)
       unf_ext
-    unf_ext (0.0.7.4)
+    unf_ext (0.0.7.5)
     wdm (0.1.1)
     webmock (2.3.2)
       addressable (>= 2.3.6)
@@ -127,7 +127,7 @@ GEM
     winrm-elevated (1.1.0)
       winrm (~> 2.0)
       winrm-fs (~> 1.0)
-    winrm-fs (1.1.1)
+    winrm-fs (1.2.0)
       erubis (~> 2.7)
       logging (>= 1.6.1, < 3.0)
       rubyzip (~> 1.1)
diff --git a/pkgs/development/tools/vagrant/default.nix b/pkgs/development/tools/vagrant/default.nix
index 7f62102621ea..3b055d38d03f 100644
--- a/pkgs/development/tools/vagrant/default.nix
+++ b/pkgs/development/tools/vagrant/default.nix
@@ -28,7 +28,7 @@ in buildRubyGem rec {
   gemName = "vagrant";
   inherit version;
 
-  doCheck = true;
+  doInstallCheck = true;
   dontBuild = false;
   src = fetchurl { inherit url sha256; };
 
@@ -44,6 +44,15 @@ in buildRubyGem rec {
       --prefix PATH ':' "${lib.getBin libarchive}/bin"
   '';
 
+  installCheckPhase = ''
+    if [[ "$("$out/bin/vagrant" --version)" == "Vagrant ${version}" ]]; then
+      echo 'Vagrant smoke check passed'
+    else
+      echo 'Vagrant smoke check failed'
+      return 1
+    fi
+  '';
+
   passthru = {
     inherit ruby deps;
   };
diff --git a/pkgs/development/tools/vagrant/gemset.nix b/pkgs/development/tools/vagrant/gemset.nix
index 3dd517388d21..5d3d2693d013 100644
--- a/pkgs/development/tools/vagrant/gemset.nix
+++ b/pkgs/development/tools/vagrant/gemset.nix
@@ -104,10 +104,10 @@
   hashicorp-checkpoint = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "15shgckjnxqpz1n9z6y4ax1dcnn5vdqcva29gdg2l7ny0g1w7c7m";
+      sha256 = "1z6mwzvd7p2wqhmk07dwrhvm0ncgqm7pxn0pr2k025rwsspp9bsd";
       type = "gem";
     };
-    version = "0.1.4";
+    version = "0.1.5";
   };
   http-cookie = {
     dependencies = ["domain_name"];
@@ -188,10 +188,10 @@
   multi_json = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1raim9ddjh672m32psaa9niw67ywzjbxbdb8iijx3wv9k5b0pk2x";
+      sha256 = "1rl0qy4inf1mp8mybfk56dfga0mvx97zwpmq5xmiwl5r770171nv";
       type = "gem";
     };
-    version = "1.12.2";
+    version = "1.13.1";
   };
   net-scp = {
     dependencies = ["net-ssh"];
@@ -214,10 +214,10 @@
   net-ssh = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "013p5jb4wy0cq7x7036piw2a3s1i9p752ki1srx2m289mpz4ml3q";
+      sha256 = "07c4v97zl1daabmri9zlbzs6yvkl56z1q14bw74d53jdj0c17nhx";
       type = "gem";
     };
-    version = "4.1.0";
+    version = "4.2.0";
   };
   netrc = {
     source = {
@@ -254,10 +254,10 @@
   rb-fsevent = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1fbpmjypwxkb8r7y1kmhmyp6gawa4byw0yb3jc3dn9ly4ld9lizf";
+      sha256 = "1lm1k7wpz69jx7jrc92w3ggczkjyjbfziq5mg62vjnxmzs383xx8";
       type = "gem";
     };
-    version = "0.10.2";
+    version = "0.10.3";
   };
   rb-inotify = {
     dependencies = ["ffi"];
@@ -391,10 +391,10 @@
   unf_ext = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "14hr2dzqh33kqc0xchs8l05pf3kjcayvad4z1ip5rdjxrkfk8glb";
+      sha256 = "06p1i6qhy34bpb8q8ms88y6f2kz86azwm098yvcc0nyqk9y729j1";
       type = "gem";
     };
-    version = "0.0.7.4";
+    version = "0.0.7.5";
   };
   vagrant = {
     dependencies = ["childprocess" "erubis" "hashicorp-checkpoint" "i18n" "listen" "log4r" "net-scp" "net-sftp" "net-ssh" "rb-kqueue" "rest-client" "ruby_dep" "wdm" "winrm" "winrm-elevated" "winrm-fs"];
@@ -404,7 +404,7 @@
     source = {
       fetchSubmodules = false;
       rev = "7ac8b4191de578e345b29acaf62ecc72c8e73be1";
-      sha256 = "03bpxlliyiny062p8a8vxyb1hymxpgfwliky4vlqn7lbm6z7n6kr";
+      sha256 = "0qybgxdnndx7xfmhyjcj46b2mv78d98yk30d68ppmfnmm3jx590h";
       type = "git";
       url = "https://github.com/mitchellh/vagrant-spec.git";
     };
@@ -449,9 +449,9 @@
     dependencies = ["erubis" "logging" "rubyzip" "winrm"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0vax34qbr3n6jifxyzr4nngaz8vrmzw6ydw21cnnrhidfkqgh7ja";
+      sha256 = "1i3w2j2rmhjqj8lynca2m1dm1m5fv1x35xwhk3vyr15dn260z56g";
       type = "gem";
     };
-    version = "1.1.1";
+    version = "1.2.0";
   };
 }
\ No newline at end of file