diff --git a/Vagrantfile b/Vagrantfile
index fdb245dc4..f4fbc0e19 100644
--- a/Vagrantfile
+++ b/Vagrantfile
@@ -118,10 +118,13 @@ def packages_darwin
     sudo softwareupdate --install --all
     which brew || CI=1 /bin/bash -c "$(curl -fsSL https://raw.githubusercontent.com/Homebrew/install/master/install.sh)"
     brew update > /dev/null
-    brew install pkg-config readline xxhash zstd lz4 xz openssl@1.1
+    brew install pkg-config readline xxhash openssl@3.0 zstd lz4 xz
     brew install --cask macfuse
     # brew upgrade  # upgrade everything (takes rather long)
-    echo 'export PKG_CONFIG_PATH=/usr/local/opt/openssl@1.1/lib/pkgconfig' >> ~vagrant/.bash_profile
+    echo 'export LDFLAGS=-L/usr/local/opt/openssl@3.0/lib' >> ~vagrant/.bash_profile
+    echo 'export CPPFLAGS=-I/usr/local/opt/openssl@3.0/include' >> ~vagrant/.bash_profile
+    echo 'export PKG_CONFIG_PATH=/usr/local/opt/openssl@3.0/lib/pkgconfig' >> ~vagrant/.bash_profile
+    echo 'export PYTHON_BUILD_HOMEBREW_OPENSSL_FORMULA=openssl@3.0' >> ~vagrant/.bash_profile
   EOF
 end