House - Rating 4.9 (21)

The C-Ray Cottage

$150 - $275 / night + taxes & fees

Bedroom 2 bedrooms
Bathroom 1 bath
Guests 4 guests
Pets Not Allowed Pets Not Allowed
Parking Spaces 2 Parking Spaces

  • Address: 4343 Main Street
  • Location: Chincoteague, VA
  • Type: House
  • View: Bayside
  • Area: 900 sq. ft.

Location Location

Description Description
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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Bedding Bedding
User User
Bedroom 1
Sleeps: 2
1 Queen

User User
Bedroom 2
Sleeps: 2
1 Twin Trundle


Amenities 56 Amenities
Attractions
  • Assateague National Seashore
  • Churches
  • Museums
  • Playground
  • Water Parks
Entertainment
  • DVD Player
  • Television
Essentials
  • Air Conditioning
  • Dryer
  • Extra Pillows & Blankets
  • Heating
  • Laptop Friendly
  • Satelite or Cable
  • Washer
Facility
  • Free Parking
  • Laundry
  • Single Level Home
Home Safety
  • Fire Extinguisher
  • Smoke Detector
Indoor
  • Wireless Internet
Kitchen
  • "Keurig" Single Cup Coffee Maker
  • Dishes & Silverware
  • Drip Coffee Maker
  • Full-Sized Refrigerator
  • Kitchen
  • Microwave
  • Oven
  • Pots & Pans
  • Range
  • Toaster/Toaster Oven
Leisure
  • Beach Combing
  • Boating
  • Crabbing
  • Miniature Golf
  • Scenic Drives
  • Shopping
  • Sight Seeing
  • Walking
  • Wildlife Viewing
Location
  • Bayside
  • Waterfront
Outdoor
  • BBQ Area
  • Garden or Backyard
  • Outdoor Grill
  • Screened-In Porch
Special
  • Flex-Stay Home
  • Linens Provided
  • Non-Smoking
Sports
  • Bay Fishing
  • Cycling
  • Golf
  • Pier Fishing
  • Swimming
Themes
  • Away From It All
  • Family
  • Romantic

Reviews Rating 4.9 (21) Reviews
Rating 5
Relaxing getaway
Perfect cottage for a relaxing getaway. The view from the back yard was beautiful and you could walk to two coffee shops nearby. The owner was very friendly and accommodating. We totally enjoyed our stay C Ray
Dina B - Posted: 10/21/2024
Rating 5
Great Stay
We had a wonderful time at the cottage. Walking distance to coffee shops and restaurants!
Patricia D - Posted: 9/27/2024
Rating 5
Nice stay
C-Ray Cottage was the perfect fit for a long weekend for out family of 4. The kids were able to crab right in the bay. The area was quiet even though it was right near the road.
Jeannie L - Posted: 9/10/2024
Rating 5
Quant, cozy, perfect spot for sunsets
Great location, quiet, supplied with everything you need. Will definitely return to this quaint cottage-like setting. If you are lucky, as I was, you’ll get lots of Chincoteague history from a nearby neighbor. (Don’t forget your personal toiletries.)
Christiane S - Posted: 8/4/2024
Rating 5
Great Little Home
We loved staying at the C-ray cottage. Checkin was a breeze and all communication was excellent. Upon arrival the home was cute and very clean. It is well appointed and has pretty much everything you will need for a great stay. As advertised the ceilings are low but it was not an issue at all. The home is so convenient to shops and restaurants. We walked the town and found some amazing places to eat. The home is a short drive to the beach which was very nice as well. Saved the best for last. The views are amazing in the evenings. Best sunsets we have had at any rental. We will be staying here again.
Jon B - Posted: 7/31/2024
Rating 5
Anniversary vacation
We enjoyed the wild horses on the island and enjoyed the boat ride to see the wild horses also. We also went to the beach everyday and ate sea food at captain jacks Restraunt and several other local restaurants which were good. Enjoyed the sunsets at the cottage!!!!
James K - Posted: 7/2/2024
Rating 5
Fantastic, quait Cottage - Recommend
This quaint little cottage was adorable and perfect for our 30th anniversary getaway. Great views and wonderful porch for morning coffee. Easy walk to Steamers & Island Creamery. Easy drive to the beach. We rented bikes and rode them to the bike beach access, which was secluded and fantastic!
Sherri M - Posted: 7/2/2024
Rating 5
Great Place, Great Location!
Cute little cottage close to all the places in downtown! Easy trip to the beach with a short drive! We walked to the coffee shop for breakfast every morning!
Michael D - Posted: 6/22/2024
Rating 5
Cozy cottage
We enjoyed our stay at this unique cozy cottage. Every evening we watched the birds and the sunset over the water from the backyard. It is within walking distance to restaurants and shops and a quick drive to Assateague. If you're over 5'9" beware of low ceilings. Clean and comfortable beds and furniture. I hope to stay there again! This is a quaint cottage on the water and we loved it!
Anonymous U from Quinton, VA - Posted: 6/1/2023
Rating 5
Perfect spot
Perfect for our family of 4! Great views! Short walks to breakfast spots, shops and ice cream!
Anonymous U - Posted: 6/3/2022
We couldn't be happier that you enjoyed your time with us! Thank you for the fabulous review!
Seaside Vacations Rentals staff
Posted: 3/14/2023
Rating 5
We will be back!
Second year staying at this home. Perfect for our 2 young children! We hope to see you next year!
Anonymous U - Posted: 5/19/2021

Yay ~ we LOVE our Repeat Guests! Thank you so much, and hope to see y'all again! Best, Elaine

Seaside Vacations Rentals staff
Posted: 6/8/2021
Rating 5
We will be back!
Cute little home perfect for a family of 4 (2 yr old and baby). We were able to use the tree in the back yard as a visual for the 2 yr old not to go past so she didn't take a swim! Mom and Dad were able to get their lines wet, while the little ones had room to move around and play with staying a safe distance away from the water. We loved seeing the dolphins come through the channel, and all the boats going back and forth drifting. We didn't catch anything keepable this year, but will be back with better bait! I would not suggest this home for someone who is over 6' tall ... door ways and bathroom would be a little tight, but its perfect for us!
Holly M from Bechtelsville, Pa - Posted: 12/27/2020

Holly, sounds like you had a great time and we couldn't be happier! And yes, The C-Ray Cottage was not made for super tall people - many historic homes here on Chincoteague are like that. Hope to have you again on a future stay! Best, Elaine

Seaside Vacations Rentals staff
Posted: 12/30/2020
Rating 5
Comfy Retreat with Beautiful Views
C-Ray Cottage location is perfect. Short walk into town and short drive to the beach & refuge. Gorgeous sunset views. Marsh island birds visited.. Clean house. Screened porches are great places to sit. Plenty of amenities, well equipped kitchen. I truly enjoyed my stay.
Denise R from Manheim - Posted: 9/23/2020
Rating 5
Would definitely go back!
We had a wonderful stay at the C-Ray Cottage. The location is perfect, right in front of the water to enjoy the sunset and watch the geese. Walking distance to ice creameries ;) The beach is about 10 minutes by car. The place is small but comfortable. It was perfectly cleaned at our arrival. Wonderful customer service: they called us to let us do an earlier check-in; we forgot a baby monitor and they shipped it to our house.
Anonymous U - Posted: 8/20/2020
I am so happy you enjoyed your time with us! And no worries on the baby monitor - we all forget things from time to time! Hope to have y'all stay with us again! Best, Elaine
Seaside Vacations Rentals staff
Posted: 3/14/2023
Rating 5
Perfect just what we needed
A beautiful cottage on the bay! Clean and safe with social distance ensured! Beautiful bay view with stunning sunsets included. Close to everything. We love Chincoteague!
Miriam V from Wv - Posted: 8/11/2020

Miriam, we couldn't agree more that Chincoteague is an amazing place to practice "social distancing" and make amazing memories at the same time. I am so happy you enjoyed your time with us - please come back and see us again! Best, Elaine

Seaside Vacations Rentals staff
Posted: 8/11/2020
Rating 5
Just what we needed!
We love the Chincoteague area so much! This cottage was perfect for a few days getaway. Perfectly clean with an amazing view! Social distance friendly!
Miriam V from WV - Posted: 8/11/2020
Rating 5
Just what we needed!
We love the Chincoteague area so much! This cottage was perfect for a few days getaway. Perfectly clean with an amazing view! Social distance friendly!
Miriam V from WV - Posted: 8/11/2020
Rating 5
Molly Fallon from Baltimore - Posted: 9/11/2019

Hi Molly! 

So happy you enjoyed The C Ray Cottage. The views there are AMAZING! :) Come back and see us soon! 

Best, Lea Anna 

Seaside Vacations Rentals staff
Posted: 1/10/2020
Rating 4
Jennifer Shenefelt from Houston - Posted: 7/2/2019
Rating 5
We enjoyed everything about our stay. The local people we met were all very friendly.
Wayne Lennon from N Chesterfield - Posted: 5/25/2019

Hi Wayne! 

Glad to hear you enjoyed Chincoteague and got to see why we LOVE it so much! :) Come back and see us soon!

Best, Lea Anna

Seaside Vacations Rentals staff
Posted: 1/10/2020
Rating 5
We had a wonderful time exploring the NWR and the town of Chincoteague. The property and grounds were superb! Thanks for providing us with lifelong memories!
LuAnn Kehlenbach - Posted: 4/8/2019

Hi LuAnn! 

Thank you so much for staying with us! We are so happy to hear you enjoyed Chincoteague and Assateague! Come back and see us soon! 

Best, Lea Anna 

Seaside Vacations Rentals staff
Posted: 1/10/2020
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How close to downtown
Linda C - Posted: 02/02/2021

Answer:

The C-Ray Cottage is about half a mile from the Historic Downtown area on Chincoteague!

What is your cancellation policy?
Anonymous U - Posted: 03/05/2023

Answer:

The cancellation policy can be found here: Cancellation Policy | Seaside Vacations

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