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Find Painters in Vineyard Haven

Avatar for Schmidt Painting
Schmidt Painting
4.8(
509
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+6 more

Serving Vineyard Haven, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1997

Free estimates

Emergency services offered

"Schmidt Painting is high quality painting company that I would HIGHLY recomend. Derrick and his crew painted the inside of my house from top to bottom. They have excellent workmanship and were on time everyday. Putting in long hours to make sure the job was done perfectly. We were extermely happy with their skill and their attention to detail. I would defintely recommend Schmidt Painting and would absolutely use them again. 10 + job. If your looking for a painting company look no more.... HIRE Schmidt Painting. You will be happy that you did!!!!"
Schmidt Painting Awards
Schmidt Painting Awards
Schmidt Painting Awards
Schmidt Painting Awards
Schmidt Painting Awards

+20

Response time9 hrs
Response rate100%
Recommended by96%of homeowners
FCL Painting
5.0(
26
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + RoomsInterior Painting or Staining: 1 - 2 Rooms

Serving Vineyard Haven, MA and surrounding areas

Approved

In business since 2000

Free estimates

Customers say: Terrific value

"FCL Painting did an excellent job. Felipe answered my emails when I had additional questions. His crew is hard working. I had walls and ceilings done and they look brand new. They showed up on time, cleaned everything at the end of each day and were just a pleasure to work with."
Response time7 hrs
2 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for VM Painting
VM Painting
5.0(
12
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Vineyard Haven, MA and surrounding areas

Approved

In business since 2015

Free estimates

Small jobs welcome

"I first used VM Paintimg in 2017. They did a complete interior paint job of an almost 8,000 sf home in Oyster Harbors. They impressed us so much that we have used them exclusively for the last 9 years in countless projects, homes and offices. Complete interior paint jobs of a handful of enormous high end homes, complete exterior paint jobs, painted rooms, ceilings, offices, kitchens, major and minor repairs; you name it and they have done it for us! They will do what it takes to make you happy. Always! We don't just use them on investment properties but on all of our personal homes, our clients homes and for all of our family members homes as well. Honest, trustworthy, fairly priced and will show up and complete the project as promised. Obviously I cannot recommend them highly enough. They're the best!"
INTERIOR PAINTING
INTERIOR PAINTING
Interior Painting
New Life Walls
New Life Walls

+42

Recommended by8%of homeowners
TC Painting
5.0(
3
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Vineyard Haven, MA and surrounding areas

Approved

In business since 2023

Free estimates

Small jobs welcome

"After paying 3 different contractors to repair a crack between the ceiling and wall created by my house settling it was worse. I contacted Tucker, he came to my house to evaluate the issue and said he could fix it, provided a quote. It was less than the other contractors so I agreed. He came, was professional, set up to contain the dust, and fixed it Itâ s been 3 years and it still looks like new. He suggested the paint and color and I am still I impressed by the work. You will not be disappointed if you hire TC Painting"
Recommended by100%of homeowners
Scott Painting & Paper
5.0(
1
)
Painting or Staining - Small ProjectsPainting or Staining - Small Projects - For Business

Serving Vineyard Haven, MA and surrounding areas

Approved

In business since 1985

Free estimates

Credit card accepted

Scott Painting & Paper is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and responsibility in all of our jobs. We are a locally owned and operated business with more than 35 years of experience serving Middleborough, MA and surrounding areas. There is no job too big, or too small for our team. Call today and let us put our experience to work for you!

Recommended by100%of homeowners
Avatar for Peart Professional Services, Inc.
Peart Professional Services, Inc.
4.6(
47
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+5 more

Serving Vineyard Haven, MA and surrounding areas

Approved

In business since 2014

Free estimates

Emergency services offered

"These guys are great! They are efficient, completed the work on time, and worked HARD. They replaced our aging deck, stained it, replaced the wood shakes on the sides of the house, and replaced corner boards where appropriate and painted all the trim. Will hire them again when I need a job done."
Sodding
Landscape
Walk way
Patio
Patio

+4

Response time5 hrs
Response rate90%
39 neighbors recently requested a quote
Avatar for David O'Gara
David O'Gara
5.0(
2
)
Specialty Painting - Mural or Trompe LoeilSpecialty Painting - Mural or Trompe Loeil - For Business

Serving Vineyard Haven, MA and surrounding areas

Approved

In business since 2018

Free estimates

Offers commercial services

"David O’Gara’s luminous sky-and-clouds mural transformed our temple’s dark mahogany prayer platform into an inspiring pulpit for worship services. David worked collaboratively with our renovation contractor, who repaired water damage in the area slated for his mural and provided scaffolding for his artwork. At our request, David modified his completed mural to incorporate the names of its 34 sponsors without detracting from the design’s impact. In this highly collaborative, deadline-driven project, David displayed patience, flexibility, inventiveness, planfulness, and a commitment to excellence. These qualities, along with his obvious talent and engaging personality, rank David O’Gara among the most accomplished and reliable professionals I have had the good fortune to retain. He is a five-star muralist!"
Scenery for local theater
Scenery for local theater
Beach shower wall
Juice bar / restaurant
Juice bar mural detail 2

+16

Response time6 hrs
Response rate94%
6 neighbors recently requested a quote
Stan Price Painting
5.0(
1
)
Exterior Building - Paint or Stain - For BusinessInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+7 more

Serving Vineyard Haven, MA and surrounding areas

Approved

In business since 2009

Free estimates

Credit card accepted

Stan Price has many years of experience in additions, remodels and painting. Please contact us today to set up an appointment; we look forward to hearing from you!

Response time1 day
15 neighbors recently requested a quote
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Showing 1-10 of 241

FAQs for painting projects in Vineyard Haven, MA

Most homeowners opt for semi-gloss or high-gloss paint to make the baseboards stand out against the walls. If you’d rather keep things subtle, matching the wall sheen with eggshell or satin also works well. When your trim has nicks or dents, reach for a flatter, matte finish—it hides minor imperfections better than a shiny coat.

Stripping old paint from trim costs $1 to $3 per linear foot. Pros use specialized tools and techniques to lift away existing layers without gouging the wood, then prep the surface for a fresh finish. While it adds to your budget, proper removal protects the molding and sets the stage for a smoother, longer-lasting paint job.

Tackling the baseboards first often leads to crisper lines. Painting trim first lets you tape off the boards instead of the walls, so you’re less likely to splatter color where you don’t want it. Any stray marks on the wall get covered when you roll on the final coat, making the whole process faster and tidier.

You can absolutely paint baseboards in place. Leaving them installed avoids the risk of cracking or misaligning the boards when they’re reattached. With thorough cleaning, light sanding, and careful taping, a pro—or an experienced DIYer—can achieve a sharp, factory-smooth finish while saving you the hassle of prying off and reinstalling trim.

Painting almost always beats replacement in cost. Swapping out baseboards runs about $150 in DIY materials or roughly $1,100 with a pro, while repainting costs about $50 in supplies and $1 to $5 per square foot for labor. Unless the boards are warped or severely damaged, a fresh coat delivers the same visual upgrade for a fraction of the price.

Paintable caulk and wood filler are the go-to fixes for nail holes in baseboards. Wood filler sands flush for a glass-smooth surface, while caulk provides a flexible seal that won’t crack as the house settles. Either way, patching those tiny divots before you prime ensures your finished baseboards look seamless.

The Vineyard Haven, MA homeowners’ guide to painting services

From average costs to expert advice, get all the answers you need to get your job done.