Top-rated deck staining pros.

Best deck staining pros near Jamaica Plain, MA

Enter your zip and get matched with up to 5 pros

Need a pro for your deck staining project in Jamaica Plain, MA?

Select your specific project to find the pro for you.

TRUSTED BY JAMAICA PLAIN, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon939
    Verified deck staining services reviews

Top-Rated Deck staining pros in Jamaica Plain - 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 Jamaica Plain, 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 Jamaica Plain, 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
Avatar for Foxrock Painting, LLC
Foxrock Painting, LLC
5.0(
74
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium

Serving Jamaica Plain, MA and surrounding areas

Approved

In business since 2017

Free estimates

Warranties offered

"This company is exceptional. They have great customer service. Their workers/painters were courteous, professional and did a great job doing carpentry and staining my deck. I would hire them again in a heartbeat. They are a wonderful family run business."
Archway Entrance - AFTER
Front Entrance - AFTER
Side View - AFTER
Entire House - AFTER
Side Steps - AFTER

+62

Response time1 day
Response rate91%
13 neighbors recently requested a quote
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 Jamaica Plain, 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
...
Showing 1-10 of 530
Deck Staining FAQs, answered by experts

Waterproof paint creates a barrier to hold back moisture, but it doesn’t eliminate the source of the water. If you hire a basement waterproofing contractor, many will tell you that waterproof paint is only a temporary solution. On average, you can expect it to last from six months to two years in a wet basement before deteriorating.

Yes, beginners can use a paint sprayer, but there is a learning curve. It's important to go slowly, read the instructions thoroughly, and spend some time learning the technique. Watching tutorial videos for your specific paint sprayer model can be very helpful. Before starting your main project, practice on a scrap surface to get used to the sprayer and avoid common issues like overspraying, which can cause drips, bubbles, and other imperfections. For safety, always wear a mask and gloves, and be careful not to touch the sprayer's tip when it's in use, particularly with high-powered airless sprayers.

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. 

Ultimately, overapplication of stain can compromise the deck's appearance, durability, and longevity. It may result in an uneven finish, with excess stain pooling, dripping, or drying into thick patches. It can also obscure the wood's natural grain and texture, detracting from the desired aesthetic. Moreover, excessive staining may not fully penetrate the wood, leading to poor adhesion and premature wear. Additionally, thick layers of stain are prone to peeling, cracking, and blistering as they struggle to bond with the surface. 

Painting a damaged pool deck is not recommended if the substrate is crumbling, cracking, spalling, or otherwise actively deteriorating. Continuing deterioration will result in the paint also delaminating or flaking off the damaged surface. Minor damage such as chips or hairline cracks that are not actively deteriorating can often be repaired enough to paint over. A damaged pool deck with a lot of cracking and deterioration should be replaced for best results.

The Jamaica Plain, MA homeowners’ guide to deck staining services

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