diff --git a/src/core/Akka.API.Tests/CoreAPISpec.ApproveCore.approved.txt b/src/core/Akka.API.Tests/CoreAPISpec.ApproveCore.approved.txt
index 58979a4589c..a717c1e2fbc 100644
--- a/src/core/Akka.API.Tests/CoreAPISpec.ApproveCore.approved.txt
+++ b/src/core/Akka.API.Tests/CoreAPISpec.ApproveCore.approved.txt
@@ -3294,10 +3294,13 @@ namespace Akka.IO
         }
         public class Resolved : Akka.IO.Dns.Command
         {
+            public Resolved(string name, System.Exception ex) { }
             public Resolved(string name, System.Collections.Generic.IEnumerable<System.Net.IPAddress> ipv4, System.Collections.Generic.IEnumerable<System.Net.IPAddress> ipv6) { }
             public System.Net.IPAddress Addr { get; }
+            public System.Exception Exception { get; }
             public System.Collections.Generic.IEnumerable<System.Net.IPAddress> Ipv4 { get; }
             public System.Collections.Generic.IEnumerable<System.Net.IPAddress> Ipv6 { get; }
+            public bool IsSuccess { get; }
             public string Name { get; }
             public static Akka.IO.Dns.Resolved Create(string name, System.Collections.Generic.IEnumerable<System.Net.IPAddress> addresses) { }
         }
diff --git a/src/core/Akka.Tests/IO/TcpIntegrationSpec.cs b/src/core/Akka.Tests/IO/TcpIntegrationSpec.cs
index 0b56cb5c43a..acaa67a06ba 100644
--- a/src/core/Akka.Tests/IO/TcpIntegrationSpec.cs
+++ b/src/core/Akka.Tests/IO/TcpIntegrationSpec.cs
@@ -22,6 +22,8 @@
 using Xunit.Abstractions;
 using FluentAssertions;
 using System.Runtime.InteropServices;
+using System.Threading;
+using Akka.Event;
 
 namespace Akka.Tests.IO
 {
@@ -470,6 +472,18 @@ public void The_TCP_transport_implementation_dont_report_Connected_when_endpoint
             replies.Count.ShouldBe(0);
         }
 
+        [Fact]
+        public void Should_report_Error_only_once_when_connecting_to_unreachable_DnsEndpoint()
+        {
+            var probe = CreateTestProbe();
+            var endpoint = new DnsEndPoint("fake", 1000);
+            Sys.Tcp().Tell(new Tcp.Connect(endpoint), probe.Ref);
+            
+            // expecting CommandFailed or no reply (within timeout)
+            var replies = probe.ReceiveWhile(TimeSpan.FromSeconds(5), x => x as Tcp.CommandFailed);
+            replies.Count.ShouldBe(1);
+        }
+
         [Fact]
         public void The_TCP_transport_implementation_handle_tcp_connection_actor_death_properly()
         {
diff --git a/src/core/Akka/IO/Dns.cs b/src/core/Akka/IO/Dns.cs
index b510f51331f..7d31041321b 100644
--- a/src/core/Akka/IO/Dns.cs
+++ b/src/core/Akka/IO/Dns.cs
@@ -7,9 +7,11 @@
 
 using System;
 using System.Collections.Generic;
+using System.Collections.Immutable;
 using System.Linq;
 using System.Net;
 using System.Net.Sockets;
+using System.Runtime.ExceptionServices;
 using Akka.Actor;
 using Akka.Configuration;
 using Akka.Routing;
@@ -94,6 +96,11 @@ public class Resolved : Command
         {
             private readonly IPAddress _addr;
 
+            public Resolved(string name, Exception ex) : this(name, null, null)
+            {
+                Exception = ex;
+            }
+            
             /// <summary>
             /// TBD
             /// </summary>
@@ -103,24 +110,28 @@ public class Resolved : Command
             public Resolved(string name, IEnumerable<IPAddress> ipv4, IEnumerable<IPAddress> ipv6)
             {
                 Name = name;
-                Ipv4 = ipv4;
-                Ipv6 = ipv6;
+                Ipv4 = ipv4?.ToImmutableList() ?? ImmutableList<IPAddress>.Empty;
+                Ipv6 = ipv6?.ToImmutableList() ?? ImmutableList<IPAddress>.Empty;
 
-                _addr = ipv4.FirstOrDefault() ?? ipv6.FirstOrDefault();
+                _addr = Ipv4.FirstOrDefault() ?? Ipv6.FirstOrDefault();
             }
 
+            public bool IsSuccess => Exception == null;
+            
+            public Exception Exception { get; }
+
             /// <summary>
             /// TBD
             /// </summary>
-            public string Name { get; private set; }
+            public string Name { get; }
             /// <summary>
             /// TBD
             /// </summary>
-            public IEnumerable<IPAddress> Ipv4 { get; private set; }
+            public IEnumerable<IPAddress> Ipv4 { get; }
             /// <summary>
             /// TBD
             /// </summary>
-            public IEnumerable<IPAddress> Ipv6 { get; private set; }
+            public IEnumerable<IPAddress> Ipv6 { get; }
 
             /// <summary>
             /// TBD
@@ -129,8 +140,11 @@ public IPAddress Addr
             {
                 get
                 {
-                    //TODO: Throw better exception
-                    if (_addr == null) throw new Exception("Unknown host");
+                    if(Exception != null)
+                        ExceptionDispatchInfo.Capture(Exception).Throw();
+                    else
+                        if (_addr == null) throw new Exception("Unknown host");
+                    
                     return _addr;
                 }
             }
diff --git a/src/core/Akka/IO/InetAddressDnsResolver.cs b/src/core/Akka/IO/InetAddressDnsResolver.cs
index 91d4ed68b4e..b57aec6b5ad 100644
--- a/src/core/Akka/IO/InetAddressDnsResolver.cs
+++ b/src/core/Akka/IO/InetAddressDnsResolver.cs
@@ -8,6 +8,8 @@
 using System.Linq;
 using System.Net;
 using System.Net.Sockets;
+using System.Runtime.ExceptionServices;
+using System.Threading.Tasks;
 using Akka.Actor;
 using Akka.Configuration;
 
@@ -43,28 +45,33 @@ public InetAddressDnsResolver(SimpleDnsCache cache, Config config)
         /// <returns>TBD</returns>
         protected override bool Receive(object message)
         {
-            var resolve = message as Dns.Resolve;
-            if (resolve != null)
+            if (message is Dns.Resolve resolve)
             {
+                var replyTo = Sender;
                 var answer = _cache.Cached(resolve.Name);
-                if (answer == null)
+                if (answer != null)
                 {
-                    try
-                    {
-                        //TODO: IP6
-                        answer = Dns.Resolved.Create(resolve.Name, System.Net.Dns.GetHostEntryAsync(resolve.Name).Result.AddressList.Where(x => 
-                                x.AddressFamily == AddressFamily.InterNetwork 
-                                || _useIpv6 && x.AddressFamily == AddressFamily.InterNetworkV6));
-                        _cache.Put(answer, _positiveTtl);
-                    }
-                    catch (SocketException ex)
+                    replyTo.Tell(answer);
+                    return true;
+                }
+                
+                System.Net.Dns.GetHostEntryAsync(resolve.Name).ContinueWith(t =>
+                {
+                    if (t.IsFaulted)
                     {
-                        if (ex.SocketErrorCode != SocketError.HostNotFound) throw;
-                         answer = new Dns.Resolved(resolve.Name, Enumerable.Empty<IPAddress>(), Enumerable.Empty<IPAddress>());
-                        _cache.Put(answer, _negativeTtl);
+                        var flattened = t.Exception.Flatten().InnerExceptions;
+                        return flattened.Count == 1 
+                            ? new Dns.Resolved(resolve.Name, flattened[0]) 
+                            : new Dns.Resolved(resolve.Name, t.Exception);
                     }
-                }
-                Sender.Tell(answer);
+                    
+                    answer = Dns.Resolved.Create(resolve.Name, t.Result.AddressList.Where(x => 
+                        x.AddressFamily == AddressFamily.InterNetwork 
+                        || _useIpv6 && x.AddressFamily == AddressFamily.InterNetworkV6));
+                    _cache.Put(answer, _positiveTtl);
+                    return answer;
+
+                }, TaskContinuationOptions.ExecuteSynchronously).PipeTo(replyTo);
                 return true;
             }
             return false;