diff --git a/plugins/guests/linux/cap/reboot.rb b/plugins/guests/linux/cap/reboot.rb
index 9c1cb3132..0cf29ff06 100644
--- a/plugins/guests/linux/cap/reboot.rb
+++ b/plugins/guests/linux/cap/reboot.rb
@@ -6,7 +6,9 @@ module VagrantPlugins
     module Cap
       class Reboot
         extend Vagrant::Util::GuestInspection::Linux
-        MAX_REBOOT_RETRY_DURATION = ENV.fetch('VAGRANT_MAX_REBOOT_RETRY_TIMEOUT', 120).to_i
+
+        DEFAULT_MAX_REBOOT_RETRY_DURATION = 120
+        WAIT_SLEEP_TIME = 5
 
         def self.reboot(machine)
           @logger = Log4r::Logger.new("vagrant::linux::reboot")
@@ -25,14 +27,17 @@ module VagrantPlugins
 
           @logger.debug("Waiting for machine to finish rebooting")
 
-          wait_remaining = MAX_REBOOT_RETRY_DURATION
+          wait_remaining = ENV.fetch("VAGRANT_MAX_REBOOT_RETRY_DURATION",
+            DEFAULT_MAX_REBOOT_RETRY_DURATION).to_i
+          wait_remaining = DEFAULT_MAX_REBOOT_RETRY_DURATION if wait_remaining < 1
+
           begin
             wait_for_reboot(machine)
-          rescue Vagrant::Errors::MachineGuestNotReady => e
+          rescue Vagrant::Errors::MachineGuestNotReady
             raise if wait_remaining < 0
             @logger.warn("Machine not ready, cannot start reboot yet. Trying again")
-            sleep(5)
-            wait_remaining -= 5
+            sleep(WAIT_SLEEP_TIME)
+            wait_remaining -= WAIT_SLEEP_TIME
             retry
           end
         end
diff --git a/plugins/guests/windows/cap/reboot.rb b/plugins/guests/windows/cap/reboot.rb
index b0e92c02d..6beab84d5 100644
--- a/plugins/guests/windows/cap/reboot.rb
+++ b/plugins/guests/windows/cap/reboot.rb
@@ -4,7 +4,8 @@ module VagrantPlugins
   module GuestWindows
     module Cap
       class Reboot
-        MAX_REBOOT_RETRY_DURATION = ENV.fetch('VAGRANT_MAX_REBOOT_RETRY_TIMEOUT', 120).to_i
+        DEFAULT_MAX_REBOOT_RETRY_DURATION = 120
+        WAIT_SLEEP_TIME = 5
 
         def self.reboot(machine)
           @logger = Log4r::Logger.new("vagrant::windows::reboot")
@@ -25,15 +26,18 @@ module VagrantPlugins
 
           @logger.debug("Waiting for machine to finish rebooting")
 
-          wait_remaining = MAX_REBOOT_RETRY_DURATION
+          wait_remaining = ENV.fetch("VAGRANT_MAX_REBOOT_RETRY_DURATION",
+            DEFAULT_MAX_REBOOT_RETRY_DURATION).to_i
+          wait_remaining = DEFAULT_MAX_REBOOT_RETRY_DURATION if wait_remaining < 1
+
           begin
             wait_for_reboot(machine)
           rescue => err
             raise if wait_remaining < 0
             @logger.debug("Exception caught while waiting for reboot: #{err}")
             @logger.warn("Machine not ready, cannot start reboot yet. Trying again")
-            sleep(5)
-            wait_remaining -= 5
+            sleep(WAIT_SLEEP_TIME)
+            wait_remaining -= WAIT_SLEEP_TIME
             retry
           end
         end
diff --git a/test/unit/plugins/guests/linux/cap/reboot_test.rb b/test/unit/plugins/guests/linux/cap/reboot_test.rb
index d5ae18388..66c38a5c4 100644
--- a/test/unit/plugins/guests/linux/cap/reboot_test.rb
+++ b/test/unit/plugins/guests/linux/cap/reboot_test.rb
@@ -64,15 +64,13 @@ describe "VagrantPlugins::GuestLinux::Cap::Reboot" do
         communicator.verify_expectations!
       end
 
-      describe ".reboot" do
-        it "reboots the vm" do
-          allow(communicator).to receive(:execute)
+      it "reboots the vm" do
+        allow(communicator).to receive(:execute)
 
-          expect(communicator).to receive(:execute).with(/systemctl reboot/, nil).and_return(0)
-          expect(described_class).to receive(:wait_for_reboot)
+        expect(communicator).to receive(:execute).with(/systemctl reboot/, nil).and_return(0)
+        expect(described_class).to receive(:wait_for_reboot)
 
-          described_class.reboot(machine)
-        end
+        described_class.reboot(machine)
       end
     end
 
@@ -80,13 +78,28 @@ describe "VagrantPlugins::GuestLinux::Cap::Reboot" do
       before do
         allow(communicator).to receive(:execute)
         expect(communicator).to receive(:execute).with(/reboot/, nil).and_return(0)
-        allow(described_class).to receive(:sleep)
+        allow(described_class).to receive(:sleep).and_return(described_class::WAIT_SLEEP_TIME)
         allow(described_class).to receive(:wait_for_reboot).and_raise(Vagrant::Errors::MachineGuestNotReady)
       end
 
-      describe ".reboot default" do
-        it "allows setting a custom max reboot retry duration" do
-          max_retries = 26 # initial call + 25 retries since multiple of 5
+      context "default retry duration value" do
+        let(:max_retries) { (described_class::DEFAULT_MAX_REBOOT_RETRY_DURATION / described_class::WAIT_SLEEP_TIME) + 2 }
+
+        it "should receive expected number of wait_for_reboot calls" do
+          expect(described_class).to receive(:wait_for_reboot).exactly(max_retries).times
+          expect { described_class.reboot(machine) }.to raise_error(Vagrant::Errors::MachineGuestNotReady)
+        end
+      end
+
+      context "with custom retry duration value" do
+        let(:duration) { 10 }
+        let(:max_retries) { (duration / described_class::WAIT_SLEEP_TIME) + 2 }
+
+        before do
+          expect(ENV).to receive(:fetch).with("VAGRANT_MAX_REBOOT_RETRY_DURATION", anything).and_return(duration)
+        end
+
+        it "should receive expected number of wait_for_reboot calls" do
           expect(described_class).to receive(:wait_for_reboot).exactly(max_retries).times
           expect { described_class.reboot(machine) }.to raise_error(Vagrant::Errors::MachineGuestNotReady)
         end
diff --git a/test/unit/plugins/guests/windows/cap/reboot_test.rb b/test/unit/plugins/guests/windows/cap/reboot_test.rb
index 114098758..62d9abaa2 100644
--- a/test/unit/plugins/guests/windows/cap/reboot_test.rb
+++ b/test/unit/plugins/guests/windows/cap/reboot_test.rb
@@ -122,11 +122,26 @@ describe "VagrantPlugins::GuestWindows::Cap::Reboot" do
       allow(described_class).to receive(:wait_for_reboot).and_raise(StandardError)
     end
 
-    describe ".reboot default" do
-      it "allows setting a custom max reboot retry duration" do
-        max_retries = 26 # initial call + 25 retries since multiple of 5
+    context "default retry duration value" do
+      let(:max_retries) { (described_class::DEFAULT_MAX_REBOOT_RETRY_DURATION / described_class::WAIT_SLEEP_TIME) + 2 }
+
+      it "should receive expected number of wait_for_reboot calls" do
         expect(described_class).to receive(:wait_for_reboot).exactly(max_retries).times
-        expect { described_class.reboot(machine) }.to raise_error(Exception)
+        expect { described_class.reboot(machine) }.to raise_error(StandardError)
+      end
+    end
+
+    context "with custom retry duration value" do
+      let(:duration) { 10 }
+      let(:max_retries) { (duration / described_class::WAIT_SLEEP_TIME) + 2 }
+
+      before do
+        expect(ENV).to receive(:fetch).with("VAGRANT_MAX_REBOOT_RETRY_DURATION", anything).and_return(duration)
+      end
+
+      it "should receive expected number of wait_for_reboot calls" do
+        expect(described_class).to receive(:wait_for_reboot).exactly(max_retries).times
+        expect { described_class.reboot(machine) }.to raise_error(StandardError)
       end
     end
   end
diff --git a/website/pages/docs/other/environmental-variables.mdx b/website/pages/docs/other/environmental-variables.mdx
index 77424285e..cf0a5fae3 100644
--- a/website/pages/docs/other/environmental-variables.mdx
+++ b/website/pages/docs/other/environmental-variables.mdx
@@ -225,7 +225,7 @@ and can help identify certain issues.
 some knowledge of Vagrant internals. It is the best output to attach to
 a support request or bug report, however.
 
-## `VAGRANT_MAX_REBOOT_RETRY_TIMEOUT`
+## `VAGRANT_MAX_REBOOT_RETRY_DURATION`
 
 By default, Vagrant will wait up to 120 seconds for a machine to reboot.
 However, if you're finding your OS is taking longer than 120 seconds to