The country music singer and comedian have repeatedly been called out in the headlines for their troubled children's legal troubles. Their daughters have gained infamy with addiction problems and multiple run-ins with the law, including new charges this year.

Given the similarities in their struggles, a source recently claimed that Wynonna Judd and Rosie O'Donnell have found comfort in each other.

According to the source, Wynonna was struggling over her daughter Grace Kelley. They noted that she had suffered for years because of her child's troubled lifestyle and numerous arrests.

Grace's latest run-in with the authorities has left her mother "worried", especially as she has been tasked with raising her granddaughter Kalia. The minor child fell into Wynonna's care after her daughter was arrested and held in jail without bond.

"She's never been as tough as Rosie, and she's falling apart as Grace languishes in and out of jail — grand larceny is the latest charge," a source said of Wynonna's situation, speaking In Touch:

"Raising a young child, her granddaughter, is also much more difficult for Wynonna at her age. Rosie has her back, and she is telling Wynonna to hang on and be strong."

The insider said that Rosie's situation was hardly different from that of her friend, and that her daughter Chelsea often caused problems. The latter's disgrace began in August 2015 when she ran away from home.

Like Wynona's daughter, Chelsea struggled with addiction issues and spent a significant portion of her adulthood in and out of custody. However, the source implied that Rosie could deal with her daughter's problems better than her friend could, saying:

"Rosy has his own problems with Chelsea, who was arrested for the third time, but Rosie was always better at tough love."

"Still, it helps to have someone to bounce all of these burdens off of, and Wynonna and Rosie depend on each other for support and encouragement now more than ever," they shared.

Days before, The Blast reported that Rosie's adopted daughter arrived home just in time for the holidays after her third arrest in two months. Chelsea returned to freedom thanks to a deal with prosecutors that allowed her to be temporarily released from custody.

The terms of the agreement stated that Rosie's daughter would be allowed to attend a drug addiction treatment program. Chelsea will spend 28 days completing a residential treatment program before returning to the Marinette County Jail.

In addition, her bond of $7,500 would be returned in accordance with the contract. Chelsea's biological mother, Deanna Micoley, would also bail her out of prison and shelter her until she "physically arrives at AODA inpatient treatment."

Roza's daughter almost missed out on her chance to return to freedom after her initial request for temporary release was denied.

Chelsea requested a waiver from the $7,500 bail set by a Wisconsin judge after she was arrested for the third time in two months. Her attorney argued that she needed a medical exemption, noting:

"Counsel has spoken to Ms O'Donnell about the specific details of the treatment received for Ms O'Donnell and would like to direct the court as to the specific details of the treatment out of respect for the personal data involved."

However, the judge rejected her request. Chelsea spent time behind bars after her arrest on November 18. She was taken into custody after being charged with felony possession of methamphetamine, a misdemeanor, resisting a police officer and others.

Earlier this month, The Blast shared that Wyno's troubles have increased thanks to her infamous daughter. Grace was arrested in October in Albemarle County after allegedly stealing a van from a Charlottesville church.

The country singer's daughter was taken into custody and is being held without bail at the Albemarle-Charlottesville Regional Jail. Grace's situation worsened when authorities slapped her with seven additional charges, including three counts of grand larceny related to the alleged theft.

In addition, Officer Corey Legg of the Albemarle Police Department obtained a search warrant to review Grace's medical records and determine if she was under the influence of drugs during the incident. However, no drug-related charges were part of the new charges against Wynonna's daughter.

Will Wynonna Judd and Rosie O'Donnell be able to find peace amid the troubled lives of their daughters?