Charming Waterfront Cottage w Private Beach, Sunsets On Water, and Pet Friendly
I'm the lucky manager of Gwynn's Island Cottage who enjoys introducing guests to the Cottage, Gwynn's Island, Mathews County, and the surrounding areas on Virginia's spectacular Chesapeake Bay.
CLewis purchased this Cottage in 2015
Why CLewis chose Gwynn
People like family introduced me to Mathews County decades ago. Friends introduced me to Gwynn's Island, a true slice of heaven.
What makes this Cottage unique
The breathtaking view of Hills Bay and the Chesapeake beyond, with frequent sighting of blue herons, bald eagles, swans, osprey, bufflehead ducks and dolphins, with boating life and sunsets over the water. Our Shed where guests can take bikes to explore the island, use kayaks, a paddleboard, crab pots and nets, beach chairs, rafts, a croquet set, pup tent, grilling supplies, and more. The Cottage's private beach, a perfect place for guests to lounge, launch a kayak or paddleboard, enjoy adult beverages, swim, crab, fish, or start a sand pit fire. Gwynn's Island, with Revolutionary War historic and natural beauty, where you slow down and maybe step back in time as soon as you can cross the bridge. <EXHALE....> Mathews County, with more shoreline than any other County in Virginia, although it's the second smallest geographically. From the Cottage, guests can visit the idyllic water towns of Urbanna, Kilmarnock, Irvington, historic Gloucester and Yorktown including the Battlefield, or even historic Jamestown or Colonial Williamsburg, both only an hour away.
Check-in: 4:00 pm
Check-out: 12:00 pm
Special events and parties with okay of management
With okay of management and pet fee of $150
Small beach and shallow water are great for kids
Minimum age of primary renter:25
Guest may use recreational equipment in our Shed - bikes, kayaks, paddleboard, etc. - at no charge but agree to assume all risks of use of such items.
100% refund if cancelled at least 30 days before arrival date. 50% refund if cancelled at least 14 days before arrival date.
Love this island, was my home years ago, love coming back!!
Love, Love. Great time, Cheri is Wonderful!!
Diane and Art - So glad that you could make it back because I know it's not a short drive for you. Looks like you had great Indian summer weather for October. Hope to have you back at the Cottage where you honeymooned a few years ago soon. :)
Beautiful waterfront cottage in a perfect location.
Beautiful cottage. Cheri, the owner of the property,is a wonderful host. Me, my husband and our little Chihuahua named Rico had so much fun. I sent pictures to Cheri of all the fish my husband caught wading from the private beach at the property, one was a big trout which we ate for dinner. We also caught blue crabs in the crab pot which was also supplied with the cottage rental. It was so nice that I was able to cook all the fish and crabs because the kitchen was well stocked with everything. We had such a great vacation that my husband wants to come back next year for a longer time, so we will definitely be back. Thank you, Cheri, for sharing your cottage. Sincerely, Shirley Brockenbrough
Thank you Shirley and James! I was so thankful for the pictures you sent, but especially for how much you took advantage of the bounty of the water. I could not believe he got those nice sized trout and drum just wading into the water off the beach! We hope to have you back soon.
Extremely clean, very accommodating..So peaceful..Young families or retired you will love staying here.. Great for young children..no jelly fish to worry about...and shallower waters for them to enjoy the beach area.
Thanks, Garnette. It was a pleasure having you at the Cottage (and meeting you, as I don't meet many guests!) I hope you were able to get some fishing in.
We hope to have you back some time in the future.
Loved our stay at this well appointed, clean, well stocked, spacious little cottage on the bay. Dog friendly with astounding views of sunset, water, and wildlife this place did not disappoint. It was perfect for an older working couple, who needed some peace and quiet in a beautiful place with their dogs, who where content to explore the history of the area, eating at some of the great local restaurants and ice cream shops, or just staying home and catching the lovely breezes off the bay and reading or doing jigsaw puzzles. Thank you for this little peice of paradise. We will return one day!
Cathy - So glad you enjoyed your time at the Cottage as your respite from work and things more hectic. We look forward to having you back again.
Best vacation we have had in years
My husband and I had the best time staying in our cottage we absolutely loved everything about it from fishing, crabbing , enjoying the beach,seeing dolphins,deer and even a little fox. We steamed crabs and fried fish and even made a few trips to island Seafood Company for Barbra’s crab cakes. We can’t wait to stay at the cottage again
Thanks so much, Lisa! You had quite the nature show at the Cottage and glad you made it to see Barbara. You are welcome back any time.
My husband and I along with our toddler and dog had a fantastic time at Gwynn's Island Cottage. First let me say that the manager went above and beyond, was super fast with responses and a complete joy to work with. The cottage was awesome and you can't beat the privacy. It is off the main road into the island but you can't tell from the back yard/beach. This location is perfect for those looking for privacy. We had an incredible time on the private little sandy beach on the property. As well, as enjoyed using the kayaks from the shed. We used the crab pot and had a fresh batch of crabs 3 of our 7 nights. We loved the adorable crab platter for our meals and the kitchen is well stocked. We took a day trip to the little town of Matthews and shopped some of the little shops. Everyone was super friendly. Most days we hung out on our own beach. You have to appreciate not having to pack and carry your stuff to and from the beach. Just rinse off in the outdoor shower (which was an awesome experience of its own) and go inside for lunch. We ate at; Richardson's Cafe (delicious fried oysters and to die for beet salad) White Dog Bistro (everything! crab puppies!) Southwind Pizza (yummy pizza) Hole in the Wall (good crab cakes and raw oysters) Merrior Tasting Room (incredible raw oysters!) oh, don't forget to stop at Island Seafood for some Rivah dip and other treats from the sea. We enjoyed watching the osprey's dive into the bay and carry out a fish and had the pleasure of a big blue heron visiting us twice during the week. Would definitely recommend for those who desire a quaint, comfy and private location. Looking forward to our next stay here. PS. don't forget your sunscreen and bug spray. If your thinking of staying here, DO IT! you won't be disappointed.
Thanks so much for your detailed review and most of all for taking advantage of everything the Cottage and Mathews has to offer. We welcome you back any time.
Gwynn's Island Cottage is located on Hills Bay which meets the great Chesapeake Bay within view of the Cottage.
The Cottage looks across Hills Bay to Deltaville and Fishing Bay Yacht Club so guests enjoy boats on the water almost year-round. The Cottage faces northwest, affording guests beautiful sunset views over the water from the deck, yard and beach.
The Cottage's excellent location is close to nearby idyllic water towns on the Bay and Rappahannock River such as Deltaville, Urbanna, Kilmarnock, White Stone, Irvington, and Gloucester.
Gwynn’s Island is rich in history and natural beauty. Legend says that a Native American princess (possibly Pocahontas) is said to have almost drowned in the waters off the Island and was saved by Hugh Gwin, the island’s namesake, to whom the island was given in thanks by her father.
The Island was the site of the Battle of Cricket Hill, an important Revolutionary War battle, and is home to an interesting Museum. The Island has a public marina for guests with boats only 1/3 mile from the Cottage, and charter boats are available just across the bridge from the Island.
The Island and Mathews County are known for excellent fishing, bird watching, sea life including dolphins, crabs, stingray, boating activities, and water sports.
The Cottage is just 3 miles from “downtown” Mathews which was voted the #5 Coolest Town in America in 2014. There you will find restaurants, interesting shops, historic structures, grocery shopping, a library, and a farmer’s market on Saturday mornings 7 months a year.
Other nearby destinations include Yorktown Battlefield, where the freedom of our nation was assured, Colonial Williamsburg (with Busch Gardens Theme Park and Water Country USA), and Historic Jamestown Settlement.