Family Owned ~ 508-997-1111 ~ Serving Southeastern MA & RI

Why Choose CFH?

Care Free Homes, Inc. is a family-owned home improvement & construction company located in Fairhaven, Massachusetts.

An A+ member of the Better Business Bureau for over 25 years, Care Free Homes provides top-quality workmanship, reliable customer service, and outstanding product warranties. Care Free Homes is fully licensed and insured in both Massachusetts and Rhode Island and is an award-winning company with an extensive list of industry credentials. Care Free Homes customers are served by the Pickup Family and their own team of qualified craftsmen.

Stephanie Pickup

Stephanie Pickup

Stephanie Pickup studied writing and communications at the University of Massachusetts at Dartmouth. She is the marketing manager here at Care Free Homes and loves combining her passion for helping others with her love for home improvement. Stephanie is also the co-founder/author of Our Heroes’ Tree, a national initiative and e-book which honors the service and sacrifice of our nation’s military and their families. This Care Free mama enjoys raising her four children, reading, running, gardening, and volunteering in the community. 

Nathan Pickup, Sr.

Nathan Pickup, Sr.

Nathan Pickup, Sr. graduated from Fairhaven High School before earning his bachelor’s degree from the United States Military Academy at West Point in 1997.  He was commissioned as an officer and served 5 years on active duty as an infantryman in the U.S. Army, deploying to both Bosnia and Afghanistan.  In 2002, Nathan returned home to work for the family business as a project manager and continued to serve as a company commander in the Massachusetts Army National Guard. Nathan serves as Vice-President of Care Free Homes. Nate and his wife, Stephanie, spend their Care Free time camping, reading, and raising their four children.

Dana Pickup, Jr.

Dana Pickup, Jr.

Dana Pickup, Jr., a graduate of Fairhaven High School, earned his bachelor’s degree from the University of Massachusetts at Dartmouth in 2004. Upon graduation, Dana began working as a compliance specialist for Brown Brothers Harriman, one of the oldest, privately owned financial institutions in the country. In 2006, he joined the family business and became the company’s project manager. He continued his education and earned a master’s degree in business administration from UMASS Dartmouth in 2011. Dana volunteers much of his time to coaching his sons’ baseball and football teams. He is most Care Free while spending time with three children and his wife, Stephanie.

Dana Pickup, Sr.

Dana Pickup, Sr.

Dana Pickup, Sr. was 23-years-old when he co-founded a small, home improvement company with his brother-in-law, Wayne Edwards. Since its founding in 1978, Care Free Homes, Inc. has evolved from a small roofing, siding, and window business to a full service, custom home improvement and construction company. Although Wayne is no longer a partner, Dana and his two sons, Nathan and Dana Jr., now co-own the company and maintain the family commitment to quality craftsmanship and service.  Dana serves as president of Care Free Homes, Inc. and enjoys spending time with his wife, Joan, and their seven grandchildren.

Andrea Caruso

Andrea Caruso

Andrea Caruso has been the mainstay of the Care Free Homes, Inc. office for the past 20 years. She attended Southeastern Massachusetts University where she studied accounting. With years of experience in corporate management and human resources, her knowledge of customers and company services are unbeatable. As an animal advocate, she has dedicated her life to rescuing unwanted or stray pets – making her house a Care Free home for dozens of unwanted and abandoned animals.

Bob Pickup

Bob Pickup

Bob Pickup spent most of his high school summers doing carpentry and small home improvement projects.  In the early 1980’s, he joined his older brother’s business and became the foreman of a roofing crew. By 1997, he was a highly skilled craftsman and became a project manager.   He excels in multiple areas of carpentry and is a certified installer of the Vinyl Siding Institute.  In addition to being an avid coin collector, Bob likes spending time with his wife, Colleen, their four children, and his grandsons.

Just a few of the cities and towns we serve: 

Acushnet,  Barnstable,  Bourne,  Bridgewater,  Centerville,  Cotuit,  Cranston,  Dartmouth,  Dennis,  Fairhaven,  Falmouth,  Harwich,  Hyannis,  Marion,  Marstons Mills,  Mattapoisett,  Plymouth,  Sandwich,  Somerset,  Yarmouth,  Fall River,   New Bedford,  Newport,  Onset,  Providence,  Portsmouth,  Taunton,  Wareham,  Westport and  Warwick as well as other towns on  Cape Cod, Eastern Massachusetts and Rhode Island.