Many Picton business owners were bracing themselves for a repeat of the 2016 storm event over the weekend.
Although the weekend's downpour didn't impact the town as badly as the 2016 event, approximately 20 Argyle Street businesses and properties were damaged.
Wollondilly Council has opened applications for the Mayoral Relief Fund to help residents who were impacted by the torrential rain.
Mayor Matthew Deeth said local emergency services and council staff helped to prepare property and make sure residents were safely evacuated as Stonequarry Creek approached its tipping point on Sunday afternoon.
"Recent events have shown that we have an extremely resilient community in Wollondilly," he said.
"In a time of extreme rainfall, it was wonderful to see everyone working together over the weekend and again during the clean-up on Monday morning."
The Sydney basin received a third of its annual rainfall in just four days and recorded its heaviest rain in 30 years, with parts of Picton receiving over 200mm on the weekend.
Despite thorough preparations by the SES and Council including removing debris from the creek, approximately 20 properties in Argyle Street and Menangle Street West were damaged to varying degrees.
These businesses included the King George IV Inn and St Mark's Church.
"Although we are thankful the impact on the town was significantly less than it was in 2016, we recognise that some places have been hit hard and people will need support to fully recover," Cr Deeth said.
"The Mayoral Relief Fund is available for those who need financial assistance in the coming weeks."
Application forms are available on the council's website and at the front counter of the Menangle Street Administration Building.
Council crews will continue to monitor water on local roads and repair damage for the safety of motorists as the cleanup continues.