diff --git a/lib/vagrant/util/guest_inspection.rb b/lib/vagrant/util/guest_inspection.rb
index 033bb3e97..04350ee96 100644
--- a/lib/vagrant/util/guest_inspection.rb
+++ b/lib/vagrant/util/guest_inspection.rb
@@ -15,6 +15,13 @@ module Vagrant
           comm.test("systemctl | grep '^-\.mount'")
         end
 
+        # systemd-networkd.service is in use
+        #
+        # @return [Boolean]
+        def systemd_networkd?(comm)
+          comm.test("sudo systemctl status systemd-networkd.service")
+        end
+
         # systemd hostname set is via hostnamectl
         #
         # @return [Boolean]
@@ -22,6 +29,15 @@ module Vagrant
           comm.test("hostnamectl")
         end
 
+        ## netplan helpers
+
+        # netplan is installed
+        #
+        # @return [Boolean]
+        def netplan?(comm)
+          comm.test("netplan -h")
+        end
+
         ## nmcli helpers
 
         # nmcli is installed
diff --git a/plugins/guests/debian/cap/configure_networks.rb b/plugins/guests/debian/cap/configure_networks.rb
index 99d6681de..f48bd4601 100644
--- a/plugins/guests/debian/cap/configure_networks.rb
+++ b/plugins/guests/debian/cap/configure_networks.rb
@@ -7,14 +7,108 @@ module VagrantPlugins
     module Cap
       class ConfigureNetworks
         include Vagrant::Util
+        extend Vagrant::Util::GuestInspection::Linux
+
+        NETPLAN_DEFAULT_VERSION = 2
+        NETPLAN_DEFAULT_RENDERER = "networkd".freeze
+        NETPLAN_DIRECTORY = "/etc/netplan".freeze
+        NETWORKD_DIRECTORY = "/etc/systemd/network".freeze
+
 
         def self.configure_networks(machine, networks)
           comm = machine.communicate
-
-          commands   = []
-          entries    = []
           interfaces = machine.guest.capability(:network_interfaces)
 
+          if systemd?(comm)
+            if netplan?(comm)
+              configure_netplan(machine, interfaces, comm, networks)
+            elsif systemd_networkd?(comm)
+              configure_networkd(machine, interfaces, comm, networks)
+            else
+              configure_nettools(machine, interfaces, comm, networks)
+            end
+          else
+            configure_nettools(machine, interfaces, comm, networks)
+          end
+        end
+
+        # Configure networking using netplan
+        def self.configure_netplan(machine, interfaces, comm, networks)
+          ethernets = {}.tap do |e_nets|
+            networks.each do |network|
+              e_config = {}.tap do |entry|
+                if network[:ip]
+                  mask = network[:netmask]
+                  if mask && IPAddr.new(network[:ip]).ipv4?
+                    begin
+                      mask = IPAddr.new(mask).to_i.to_s(2).count("1")
+                    rescue IPAddr::Error
+                      # ignore and use given value
+                    end
+                  end
+                  entry["addresses"] = [[network[:ip], mask].compact.join("/")]
+                else
+                  entry["dhcp4"] = true
+                end
+                if network[:gateway]
+                  entry["gateway4"] = network[:gateway]
+                end
+              end
+              e_nets[interfaces[network[:interface]]] = e_config
+            end
+          end
+          np_config = {"network" => {"version" => NETPLAN_DEFAULT_VERSION,
+            "renderer" => NETPLAN_DEFAULT_RENDERER, "ethernets" => ethernets}}
+
+          remote_path = upload_tmp_file(comm, np_config.to_yaml)
+          dest_path = "#{NETPLAN_DIRECTORY}/99-vagrant.yaml"
+          comm.sudo(["mv -f '#{remote_path}' '#{dest_path}'",
+            "chown root:root '#{dest_path}'",
+            "chmod 0644 '#{dest_path}'",
+            "netplan apply"].join("\n"))
+        end
+
+        # Configure guest networking using networkd
+        def self.configure_networkd(machine, interfaces, comm, networks)
+          net_conf = []
+
+          root_device = interfaces.first
+          networks.each do |network|
+            dev_name = interfaces[network[:interface]]
+            net_conf << "[Match]"
+            net_conf << "Name=#{dev_name}"
+            net_conf << "[Network]"
+            if network[:ip]
+              mask = network[:netmask]
+              if mask && IPAddr.new(network[:ip]).ipv4?
+                begin
+                  mask = IPAddr.new(mask).to_i.to_s(2).count("1")
+                rescue IPAddr::Error
+                  # ignore and use given value
+                end
+              end
+              address = [network[:ip], mask].compact.join("/")
+              net_conf << "DHCP=no"
+              net_conf << "Address=#{address}"
+              net_conf << "Gateway=#{network[:gateway]}" if network[:gateway]
+            else
+              net_conf << "DHCP=yes"
+            end
+          end
+
+          remote_path = upload_tmp_file(comm, net_conf.join("\n"))
+          dest_path = "#{NETWORKD_DIRECTORY}/99-vagrant.network"
+          comm.sudo(["mkdir -p #{NETWORKD_DIRECTORY}",
+            "mv -f '#{remote_path}' '#{dest_path}'",
+            "chown root:root '#{dest_path}'",
+            "chmod 0644 '#{dest_path}'",
+            "systemctl restart systemd-networkd.service"].join("\n"))
+        end
+
+        # Configure guest networking using net-tools
+        def self.configure_nettools(machine, interfaces, comm, networks)
+          commands = []
+          entries = []
           root_device = interfaces.first
           networks.each do |network|
             network[:device] = interfaces[network[:interface]]
@@ -25,13 +119,9 @@ module VagrantPlugins
             entries << entry
           end
 
-          Tempfile.open("vagrant-debian-configure-networks") do |f|
-            f.binmode
-            f.write(entries.join("\n"))
-            f.fsync
-            f.close
-            comm.upload(f.path, "/tmp/vagrant-network-entry")
-          end
+          content = entries.join("\n")
+          remote_path = "/tmp/vagrant-network-entry"
+          upload_tmp_file(comm, content, remote_path)
 
           networks.each do |network|
             # Ubuntu 16.04+ returns an error when downing an interface that
@@ -46,13 +136,11 @@ module VagrantPlugins
             # Remove any previous network modifications from the interfaces file
             sed -e '/^#VAGRANT-BEGIN/,$ d' /etc/network/interfaces > /tmp/vagrant-network-interfaces.pre
             sed -ne '/^#VAGRANT-END/,$ p' /etc/network/interfaces | tac | sed -e '/^#VAGRANT-END/,$ d' | tac > /tmp/vagrant-network-interfaces.post
-
             cat \\
               /tmp/vagrant-network-interfaces.pre \\
               /tmp/vagrant-network-entry \\
               /tmp/vagrant-network-interfaces.post \\
               > /etc/network/interfaces
-
             rm -f /tmp/vagrant-network-interfaces.pre
             rm -f /tmp/vagrant-network-entry
             rm -f /tmp/vagrant-network-interfaces.post
@@ -62,11 +150,27 @@ module VagrantPlugins
           networks.each do |network|
             commands << "/sbin/ifup '#{network[:device]}'"
           end
-
-          # Run all the commands in one session to prevent partial configuration
-          # due to a severed network.
           comm.sudo(commands.join("\n"))
         end
+
+        # Simple helper to upload content to guest temporary file
+        #
+        # @param [Vagrant::Plugin::Communicator] comm
+        # @param [String] content
+        # @return [String] remote path
+        def self.upload_tmp_file(comm, content, remote_path=nil)
+          if remote_path.nil?
+            remote_path = "/tmp/vagrant-network-entry-#{Time.now.to_i}"
+          end
+          Tempfile.open("vagrant-debian-configure-networks") do |f|
+            f.binmode
+            f.write(content)
+            f.fsync
+            f.close
+            comm.upload(f.path, remote_path)
+          end
+          remote_path
+        end
       end
     end
   end
diff --git a/test/unit/plugins/guests/debian/cap/configure_networks_test.rb b/test/unit/plugins/guests/debian/cap/configure_networks_test.rb
index 13a742cae..84030d96c 100644
--- a/test/unit/plugins/guests/debian/cap/configure_networks_test.rb
+++ b/test/unit/plugins/guests/debian/cap/configure_networks_test.rb
@@ -11,6 +11,7 @@ describe "VagrantPlugins::GuestDebian::Cap::ConfigureNetworks" do
   let(:machine) { double("machine", guest: guest) }
   let(:comm) { VagrantTests::DummyCommunicator::Communicator.new(machine) }
 
+
   before do
     allow(machine).to receive(:communicate).and_return(comm)
   end
@@ -19,6 +20,25 @@ describe "VagrantPlugins::GuestDebian::Cap::ConfigureNetworks" do
     comm.verify_expectations!
   end
 
+  describe "#build_interface_entries" do
+    let(:network_0) do
+      {
+        interface: 0,
+        type: "dhcp",
+      }
+    end
+
+    let(:network_1) do
+      {
+        interface: 1,
+        type: "static",
+        ip: "33.33.33.10",
+        netmask: "255.255.0.0",
+        gateway: "33.33.0.1",
+      }
+    end
+  end
+
   describe ".configure_networks" do
     let(:cap) { caps.get(:configure_networks) }
 
@@ -44,7 +64,13 @@ describe "VagrantPlugins::GuestDebian::Cap::ConfigureNetworks" do
       }
     end
 
-    it "creates and starts the networks" do
+    before do
+      allow(comm).to receive(:test).with("systemctl | grep '^-.mount'").and_return(false)
+      allow(comm).to receive(:test).with("sudo systemctl status systemd-networkd.service").and_return(false)
+      allow(comm).to receive(:test).with("netplan -h").and_return(false)
+    end
+
+    it "creates and starts the networks using net-tools" do
       cap.configure_networks(machine, [network_0, network_1])
 
       expect(comm.received_commands[0]).to match("/sbin/ifdown 'eth1' || true")
@@ -54,5 +80,53 @@ describe "VagrantPlugins::GuestDebian::Cap::ConfigureNetworks" do
       expect(comm.received_commands[0]).to match("/sbin/ifup 'eth1'")
       expect(comm.received_commands[0]).to match("/sbin/ifup 'eth2'")
     end
+
+    context "with systemd" do
+      before do
+        expect(comm).to receive(:test).with("systemctl | grep '^-.mount'").and_return(true)
+        allow(comm).to receive(:test).with("netplan -h").and_return(false)
+      end
+
+      it "creates and starts the networks using net-tools" do
+        cap.configure_networks(machine, [network_0, network_1])
+
+        expect(comm.received_commands[0]).to match("/sbin/ifdown 'eth1' || true")
+        expect(comm.received_commands[0]).to match("/sbin/ip addr flush dev 'eth1'")
+        expect(comm.received_commands[0]).to match("/sbin/ifdown 'eth2' || true")
+        expect(comm.received_commands[0]).to match("/sbin/ip addr flush dev 'eth2'")
+        expect(comm.received_commands[0]).to match("/sbin/ifup 'eth1'")
+        expect(comm.received_commands[0]).to match("/sbin/ifup 'eth2'")
+      end
+
+      context "with systemd-networkd" do
+        before do
+          expect(comm).to receive(:test).with("sudo systemctl status systemd-networkd.service").and_return(true)
+        end
+
+        it "creates and starts the networks using systemd-networkd" do
+          cap.configure_networks(machine, [network_0, network_1])
+
+          expect(comm.received_commands[0]).to match("mv -f '/tmp/vagrant-network-entry.*' '/etc/systemd/network/.*network'")
+          expect(comm.received_commands[0]).to match("chown")
+          expect(comm.received_commands[0]).to match("chmod")
+          expect(comm.received_commands[0]).to match("systemctl restart")
+        end
+      end
+
+      context "with netplan" do
+        before do
+          expect(comm).to receive(:test).with("netplan -h").and_return(true)
+        end
+
+        it "creates and starts the networks for systemd with netplan" do
+          cap.configure_networks(machine, [network_0, network_1])
+
+          expect(comm.received_commands[0]).to match("mv -f '/tmp/vagrant-network-entry.*' '/etc/netplan/.*.yaml'")
+          expect(comm.received_commands[0]).to match("chown")
+          expect(comm.received_commands[0]).to match("chmod")
+          expect(comm.received_commands[0]).to match("netplan apply")
+        end
+      end
+    end
   end
 end