The C-Ray Cottage

The C-Ray Cottage

$150.00 - $275.00 /Night
Average Rating

Address: 4343 Main Street Location: Chincoteague Island Type: House Area: 900 sq. ft.
2 Bedrooms 1 Baths Sleeps 4 Pets Not Allowed Parking Spaces: 2
Bedroom 1
1 Queen
Bedroom 2
1 Twin Trundle
We are big believers that every Home has a story.......a story rich in happiness and sadness, struggles and successes - that creates its very essence. The C-Ray Cottage has a story you will love.......

This adorable Bayfront Waterman's Cottage exudes that quintessential Chincoteague Charm. The C-Ray Cottage is the former working office of C. Ray Jester, a Chincoteague Original, who was the owner and manager of Jester Bros. Oyster Company. Born in 1892, he began working the water at an early age - seeding and growing Chincoteague salt oysters. By 1925, C. Ray had a fleet of 3 boats, and was operating the oyster shucking and canning operation here.

Ray worked in this ‘cottage’ office and on the water until he had a massive heart attack in 1953. Luckily he survived, but could no longer work the business. He enjoyed his later years with his family – 2 children, 6 grandchildren, and 9 great-grandchildren until his death in 1971. He would be pleased to know that one of his great-grandsons has followed in the family footsteps - Dan Davis of Captain Dan’s Tours is considered one of the best and most knowledgeable tour guides on the island! For more information about the Jester family and their history of working the water, please visit Dan’s page.

While you’re here on the island, you may notice that the Cottage is not in the architectural style of most homes on Chincoteague. That’s because Ray had the cottage moved to Chincoteague from Hog Island in the ‘20s, along with other structures that he had purchased. The C-Ray cottage originally sat on the other side of the larger lot, next to the water and near the street. It was moved one last time to this position in 1971 by the Owner's grandfather, Bill Jester, who then built his own retirement home next door.

The C-Ray Cottage has everything you need for a fabulous Chincoteague Experience. Located on the water's edge, the Cottage has incredible Bay Views - the perfect spot to take in our famous Chincoteague Sunsets with a glass of Pinot. Comfortably sleeping 4 with 2 Bedrooms and 1 Bath, it's just perfect for a small family or romantic getaway. Relax on the huge Screened Porch that lines the front of the Home, or take in Sea Breezes on the Waterfront Screened Porch. 

The comfortable Living Area has been recently updated with lovely furniture for relaxing, New Flat Screen Cable TV, and Free WiFi. The C-Ray captures everything you love about a bygone era, with all of the modern amenities you want and need. The well-stocked Kitchen will please the chef in the family and has all you need to make mealtime a bay breeze.  Just imagine grilling the fresh catch of the day on the Charcoal Grill. You can also walk to many wonderful restaurants, as The C-Ray is in an awesome Main Street location, including The Island Creamery and Mr. Whippy! And to make life even easier, the TickTown Trolley stop is just across the street. 

The Master Bedroom is serene with Tropical Colors,a comfy Queen Bed, and a 2nd New Flat Screen TV. Just off the Master, Bedroom 2 has a Twin Bed with Twin Trundle - a perfect room for the kids. There is also a super convenient Washer and Dryer housed here. The cozy Full Bath with Tub/Shower Combo is shared between the Bedrooms. 

Well-appointed, amazing views, AND this incredible Cottage only has a 3 Night Minimum all season. Are you ready to make lasting Chincoteague Island Memories?

The C-Ray Cottage - Give me the Sea and a little Cottage just to be.......

Seaside Vacations does not allow group rentals to guests under age 25.  Therefore,  online bookings for group rentals will not be honored. Please note that The C-Ray Cottage has 6 ft. ceilings in the bathroom. Taller than that? Call us - we can help!

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  • Water Parks
  • Assateague National Seashore
  • Churches
  • Museums
  • Playground


  • Necessary


  • DVD Player
  • Satellite or Cable
  • Television


  • Washer
  • Laptop Friendly
  • Extra Pillows & Blankets
  • Cable
  • Air Conditioning
  • Dryer
  • Heating


  • Free Parking
  • Single Level Home
  • Laundry (Washer / Dryer)

General Indoor Amenities

  • Wireless Internet

Home Safety

  • Fire Extinguisher
  • Smoke Detector


  • Range
  • Oven
  • Pots & Pans
  • Full-Sized Refrigerator
  • Toaster/Toaster Oven
  • Kitchen
  • Drip Coffee Maker
  • Dishes & Silverware
  • Microwave


  • Crabbing
  • Walking
  • Wildlife Viewing
  • Sight Seeing
  • Shopping
  • Scenic Drives
  • Miniature Golf
  • Boating
  • Beach Combing


  • Bayside
  • Water View

Location Type

  • Waterfront


  • Garden or Backyard
  • BBQ Area

Outdoor Amenities

  • Screened-In Porch

Outdoor Grill

  • Charcoal Grill


  • No Smoking
  • Linens Not Included
  • Flex-Stay Home


  • Swimming
  • Pier Fishing
  • Fishing - Bay
  • Cycling
  • Golf


  • Away From It All
  • Family
  • Romantic
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