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  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon85
    Verified deck staining services reviews

Top-Rated Deck staining pros in South Boston - Updated Nov 2026

Avatar for Olde England Painting
Olde England Painting
5.0(
56
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving South Boston, MA and surrounding areas

Approved

In business since 1992

Free estimates

Warranties offered

"We have used Olde England to paint both the interior and exterior of our old Victorian house. They do a terrific job and we would highly recommend them. They are professional, hard working, and keep a clean workspace. They’ve also done several carpentry repairs that were well done."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+4

Response time4 days
Response rate100%
Recommended by100%of homeowners
Kennedy Painting
5.0(
109
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving South Boston, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1990

Free estimates

Emergency services offered

"I highly recommend Kennedy Painting! Brain (the owner) was very personable and provided excellent customer service. When we walked around my house to going over what work needed to be done, he asked a lot questions and gave me some advice about different projects around the house. He also provided more than one estimate, so that we have different options to which we could choose from. Brian’s crew worked efficiently and did an excellent job with our exterior trim and deck. They scraped, sanded, primed and painted the trim of our house and sanded and painted our deck, not only to make it look better, but to preserve it for years to come. Thank you Kennedy Painting!"
Response time1 day
Response rate100%
Recommended by92%of homeowners
Quality Preferred Painting
4.7(
90
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving South Boston, MA and surrounding areas

Approved

In business since 1987

Free estimates

Credit card accepted

"This was our second time hiring Quality Preferred to do prep and paint for the interior of a house prior to move in. Would absolutely use again for future projects. High quality work and attention to detail, professional demeanor, work done on schedule, and good customer service. If you want to make sure job is done right, go with them."
Exterior Before and After
Exterior Before and After
Exterior Before and After
Sanctuary
Stripping wallpaer

+1

Response time2 days
Recommended by98%of homeowners
Avatar for Fox Services Inc
Fox Services Inc
4.8(
25
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving South Boston, MA and surrounding areas

Approved

In business since 2018

Free estimates

Warranties offered

"We had a great experience with this team and would highly recommend them. They did an excellent job replacing many damaged clapboards, PVC trim, and deck boards with thorough scraping, sanding, priming, two coats of paint, and deck stain. The owner Cleuber was very responsive and communicative throughout the project."
Exterior Paiting
After Painting
Exterior Paiting
Before Painting
Exterior Paiting

+72

72 neighbors recently requested a quote
Recommended by16%of homeowners
Avatar for ARCH PAINTING
ARCH PAINTING
4.4(
162
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving South Boston, MA and surrounding areas

Approved

In business since 1997

Free estimates

Warranties offered

"Work was performed exactly as discussed and agreed to (match existing paint colors) at estimated cost. Start was delayed at our request due to high heat and humidity, with no complaints. Work was further delayed through no fault of Arch Painting due to continuous wet weather. Once a good weather window finally occurred, the work was performed quickly with no impact on us. We were totally satisfied with the quality of the work and the finished product."
BEFORE
AFTER
Before
After
Before

+17

Response time12 hrs
Response rate100%
3 neighbors recently requested a quote
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Deck Staining FAQs, answered by experts

It’s necessary for paint to completely dry before exposure to rain, and that drying time varies by the type of paint used. Oil-based paint takes 6 to 8 hours to dry on average, meaning that’s the minimum time needed between the last brush stroke and the first raindrop. Latex paint dries faster at around 1 hour, and acrylic paint is even quicker, usually drying in about 30 minutes. If rain is in the forecast, check the paint manufacturer's details before laying on a new coat. 

Always sand a deck before repainting so the wood is smooth and ready for paint. While you do not need to fully remove paint before repainting, sanding helps remove any areas with weather and sun damage. Sanding also helps remove chipped or flaking paint and opens the wood pores to improve paint adhesion.

The number of coats you need to apply when whitewashing a surface depends on how opaque you want the final product to be. If you're going for a transparent, barely there look, a single coat or two may suffice. For fuller coverage, you'll want to use multiple coats. Another option is to use a less diluted paint to get a thicker coverage. 

Most gutter painting pros also specialize in complete home exterior painting. You may save by making your gutter painting part of the cost to paint the exterior of a house in its entirety. Many people have all parts of their home exterior painted simultaneously to keep everything looking equally fresh. Consider having walls, trim, porches, shutters, and doors painted as well.

Whitewashing isn’t permanent, but it can last for a long, long time. When you apply it correctly or have a seasoned pro whitewash your brick, whitewashing can last for 20 to 30 years or longer. Whitewash is very durable and typically requires little maintenance, making it a great project for most DIYers.

The South Boston, MA homeowners’ guide to deck staining services

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