diff --git a/plugins/providers/virtualbox/action/prepare_nfs_settings.rb b/plugins/providers/virtualbox/action/prepare_nfs_settings.rb
index c8f6ee436..5ddbfb442 100644
--- a/plugins/providers/virtualbox/action/prepare_nfs_settings.rb
+++ b/plugins/providers/virtualbox/action/prepare_nfs_settings.rb
@@ -1,3 +1,4 @@
+require "ipaddr"
 require "vagrant/action/builtin/mixin_synced_folders"
 
 module VagrantPlugins
@@ -59,6 +60,23 @@ module VagrantPlugins
             end
           end
 
+          if host_ip && !machine_ip.empty?
+            interface = @machine.provider.driver.read_host_only_interfaces.detect do |iface|
+              iface[:ip] == host_ip
+            end
+            host_ipaddr = IPAddr.new("#{host_ip}/#{interface.fetch(:netmask, "0.0.0.0")}")
+
+            case machine_ip
+            when String
+              machine_ip = nil if !host_ipaddr.include?(machine_ip)
+            when Array
+              machine_ip.delete_if do |m_ip|
+                !host_ipaddr.include?(m_ip)
+              end
+              machine_ip = nil if machine_ip.empty?
+            end
+          end
+
           raise Vagrant::Errors::NFSNoHostonlyNetwork if !host_ip || !machine_ip
 
           env[:nfs_host_ip]    = host_ip
diff --git a/test/unit/plugins/providers/virtualbox/action/prepare_nfs_settings_test.rb b/test/unit/plugins/providers/virtualbox/action/prepare_nfs_settings_test.rb
index d4eaf654c..c878b0227 100644
--- a/test/unit/plugins/providers/virtualbox/action/prepare_nfs_settings_test.rb
+++ b/test/unit/plugins/providers/virtualbox/action/prepare_nfs_settings_test.rb
@@ -47,6 +47,10 @@ describe VagrantPlugins::ProviderVirtualBox::Action::PrepareNFSSettings do
   end
 
   context "with an nfs synced folder" do
+    let(:host_only_interfaces) {
+      [{name: "vmnet2", ip: "1.2.3.4"}]
+    }
+
     before do
       # We can't be on Windows, because NFS gets disabled on Windows
       Vagrant::Util::Platform.stub(windows?: false)
@@ -58,9 +62,7 @@ describe VagrantPlugins::ProviderVirtualBox::Action::PrepareNFSSettings do
       driver.stub(read_network_interfaces: {
         2 => {type: :hostonly, hostonly: "vmnet2"},
       })
-      driver.stub(read_host_only_interfaces: [
-        {name: "vmnet2", ip: "1.2.3.4"},
-      ])
+      driver.stub(read_host_only_interfaces: host_only_interfaces)
       allow(driver).to receive(:read_guest_ip).with(1).and_return("2.3.4.5")
 
       # override sleep to 0 so test does not take seconds
@@ -68,6 +70,30 @@ describe VagrantPlugins::ProviderVirtualBox::Action::PrepareNFSSettings do
       allow(subject).to receive(:retry_options).and_return(retry_options.merge(sleep: 0))
     end
 
+    context "with host interface netmask defined" do
+      context "with machine IP included within host interface range" do
+        let(:host_only_interfaces) {
+          [{name: "vmnet2", ip: "2.3.4.1", netmask: "255.255.255.0"}]
+        }
+
+        it "sets nfs_host_ip and nfs_machine_ip properly" do
+          subject.call(env)
+
+          expect(env[:nfs_host_ip]).to eq("2.3.4.1")
+          expect(env[:nfs_machine_ip]).to eq("2.3.4.5")
+        end
+      end
+      context "with machine IP included within host interface range" do
+        let(:host_only_interfaces) {
+          [{name: "vmnet2", ip: "1.2.3.4", netmask: "255.255.255.0"}]
+        }
+
+        it "raises an error when the machine IP is not within host interface range" do
+          expect{ subject.call(env) }.to raise_error(Vagrant::Errors::NFSNoHostonlyNetwork)
+        end
+      end
+    end
+
     it "sets nfs_host_ip and nfs_machine_ip properly" do
       subject.call(env)