About Us

Chesapeake Outdoor Structures specializes in high-quality, custom, Amish-built sheds, cabanas, gazebos, pergolas, pavilions, chicken coops, pole buildings, and other structures.  Whether for homeowners or organizations, we provide detail-oriented construction services to customers in Chestertown, MD, and neighboring areas across the Eastern Shore.

Many of our pergolas, gazebos, pavilions, and other products can also be shipped nationwide in kit form or fully assembled.

Count On Us

Enhance the look of your outdoor area with quality-built outdoor pavilions, high-quality sheds, pergolas, and other structures from Chesapeake Outdoor Structures of Maryland. Whether for a pool house or city park area, our business offers a variety of durable, roofed shelter structures and buildings to meet your needs. Not only can you count on our team for on-site installation services and our expertise, you can also build your own structure using our DIY kits.

Building/Custom Design

Have our Chestertown, Maryland, team design your structure from scratch any way you would like it. We construct buildings for easy setup and delivery, keeping in mind your specific requests every step of the way. We also have an Amish crew that will prepare the site. Our team can send you pictures of our completed projects.

Count On Us for:

  • Fast turnaround
  • Prebuilt, turnkey structures – delivered to your site
  • Kits that come complete with tools and step-by-step instructions for DIY construction


  • Pavilions
  • Dog Houses (In Two Options)
  • Pole Barns (Popular Option) 
  • Log Cabins
  • (Finished Interior with Electric Option
  • Pergolas
  • Horse Run In Stalls
  • Sheds (In 8′ x 8′ to 14′ x 38′, Five Models)
  • Garages (In One & Two Stories, Single, & Double Models, 12′ Wide to 24′ Wide)
  • Cabanas
  • Gazebos
  • Pool Buildings (Many sizes & models)
  • Chicken Coops (any shape or size)

Happy Customers

Our customers have been very happy with our price, warranties, and products. We strive to provide the best product at the best price each and every time that we serve you.