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

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    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 30 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 team of qualified craftsmen.

    Nathan Pickup, Sr.


    Nate graduated from the United States Military Academy at West Point. He served 5 years on active duty as an infantryman in the U.S. Army, deploying to both Bosnia and Afghanistan. In 2002, he returned home to work for the family business and continued to serve as a company commander in the Massachusetts Army National Guard. Nate’s Care Free hobbies include family camping, golf, hiking, and reading.

    Dana Pickup, Jr.


    Dana Jr. earned a bachelor’s degree in finance from the University of Massachusetts at Dartmouth. Upon graduation, Dana began working as a compliance specialist for Brown Brothers Harriman, one of the nation’s oldest, privately owned financial institutions. He has a master’s degree in business administration from UMASS Dartmouth. Dana is most Care Free while coaching, camping, painting with Bob Ross, and spending time with his wife and family.

    Dana Pickup, Sr.


    Care Free Homes President Dana Pickup, Sr.

    Dana, Sr. co-founded Care Free Homes with his brother-in-law, Wayne Edwards. Since 1978, their small roofing, siding, and window business has evolved into a full service home improvement and construction company. Dana now co-owns Care Free Homes with two of his sons, Nathan and Dana Jr.. This Care Free guy enjoys making memories with his wife and family, golf, and motorcycle rides. 

    Stephanie Pickup

    Marketing Manager

    Stephanie studied writing and communications at the University of Massachusetts at Dartmouth. She loves to combine her passion for helping others with her love for home improvement. Co-founder of Our Heroes’ Tree, a national initiative that honors military families, this Care Free mama enjoys family, workouts, reading, gardening, and volunteering in the community. 

    Andrea Caruso

    Office Manager

    Andrea has been the mainstay of our office for over 20 years. She studied accounting at Southeastern Massachusetts University and has years of experience in management and human resources. Andi has a huge heart for animals and has provided a Care Free home to dozens of rescued pets. She is happiest with her Yellow Labrador, Belle, and relaxing at the beach.

    Bob Pickup

    Service Manager

    Bob spent most of his high school summers doing carpentry and small home improvement projects.  In the early 1980’s, he began his career here at Care Free Homes. He excels in multiple areas of carpentry in addition to being a certified installer of the Vinyl Siding Institute. Bob is an avid coin collector and is most Care Free spending time with his wife and their family.

    Bob Lima

    Sales Representative

    Bob is a great friend of the Pickup family and has been a lifelong resident of the SouthCoast. He holds a degree in Business Management and has decades of experience in residential and commercial real estate. This Care Free guy has a talent for sketching and painting and is most Care Free with family, relaxing at the beach, or playing a round of golf.

    Neil Sullivan

    Crew Foreman

    Neil graduated from Greater New Bedford Regional Vocational Technical High School and has been swinging a hammer ever since! He specializes in carpentry and has been with us for over 15 years. Neil is most Care Free while paddling a canoe and enjoying a day of freshwater fishing with his wife.

    Jeff Prevost

    Crew Foreman

    Care Free Homes Team

    Jeff is a graduate of the Greater New Bedford Regional Vocational High School and has been with us for 8 years. Customers love his slightly shy demeanor and excellent craftsmanship. Jeff is most Care Free while freshwater fishing and spending time outdoors.  

    Curtis Hague

    Crew Foreman

    Curtis has been working with tools since he was nine! The son of a tradesman and our youngest foreman, he was an apprentice under master craftsman, Tony Martin. This Care Free carpenter likes exploring, having outdoor adventures with his girlfriend, and spending time with his family.

    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.