Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
Located right on the beach, this vacation home offers 5 bedrooms and 3 bathrooms, accommodating 12 guests. Enjoy beach views from the spacious yard and patio. Engage in fishing and kayaking nearby, and explore attractions like Gwynn's Island Museum and Piankatank River Golf Club.
Highlights
The great outdoors
Guests love the outdoor space here.
Ping pong onsite
A rare find — challenge friends and family to endless matches.
Centrally-located
You're never far from where you need to be with this convenient location.
5 bedrooms3 bathroomsSleeps 12
Popular amenities
On beach
Garage parking available
Kitchen
Washing machine
Air-conditioning
Barbecue grill
Explore the area
Gwynns Island, VA
Gwynn's Island Museum
Place, Gwynn's Island Museum
1 min drive
Deltaville Marina
Place, Deltaville Marina
29 min drive
Busch Gardens Williamsburg
Place, Busch Gardens Williamsburg
57 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Downstairs bedroom 1
1 Queen Bed
Downstairs Bedroom 2
1 Single Bed and 2 Double Beds
Downstairs Bedroom 3
1 Double Murphy Bed
Upstairs Bedroom 4
1 King Bed
Upstairs Bedroom 5
1 Single Bed and 1 Queen Bed
3 bathrooms
Downstairs bath
Bathtub · Toilet · Shower only
Outside Shower
Outdoor shower
Upstairs bathroom 2
Bathtub or shower · Toilet
Upstairs bedroom 3
Bathtub or shower · Toilet
Spaces
Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Balcony
Outdoor play area
Garden
Dining area
About this property
PRIVATE BEACH on the Chesapeake Bay
Beach front home with large yard. Beautiful views of the Chesapeake Bay from almost anywhere you stand. Large deck and gazebo for evening gatherings or sit on the separate, private, beachfront deck to watch dolphins, blue heron and eagles play. Watch the sunrise from the furnished roof deck. Enjoy your beverage of choice before laying your towel or setting your chair on the white sand beach to soak up some sun. Tired of sitting, check the crab pots, throw in a fishing line or grab one of the two kayaks and take a journey around the island or watch the sail boat regattas that take place on most summer weekends. Plenty of room for the kids to run and play in the yard.
This home has it all....open floor plan, large sun room, dining area and wet bar. 5 bedrooms, 1 King, 4 Doubles, 2 twins and one murphy bed in a large bedroom that doubles as a second den for the little ones or the teenagers who want their space. 3 full bathrooms, and a large yard to play outside games including corn hole which is provided and a basketball goal. Spacious kitchen with breakfast bar and dual ovens. Two large smart TV's, satellite service and strong Wi-Fi keep you connected if that's your "thing". The house has two detached garages, one of which is available for storage(other than car) and also contains beach toys and another fridge. Crab pots and beach chairs are also provided for your use. The other garage contains a 75 inch smart TV, couches another fridge, a chest freezer and a large ping-pong table. Next to the house is an automatic whole house generator so you will never lose power during a possible summer thunderstorm. Nights can be spent on the sand beach or on the expansive deck or the roof deck. It its raining make yourself at home under the lighted gazebo. Also, in the gazebo is a large gas grill and teak table and chairs. A fire pit with supplied firewood provides a great area for gathering as well. Saturday mornings during the summer, you can find local grown items at the farmers market on the courthouse green located at Matthews Courthouse. While there, be sure to visit some of the quaint shops to find that unique gift or get a bite to eat at one of the many local restaurants throughout the courthouse area. If this is your first visit stop by the Information Center located next to the library. Also, go to our points of interest in this special town.
Historic Yorktown, Jamestown and Colonial Williamsburg are about an hour away. If history is not your thing, a day trip to visit Busch Gardens or Water Country is about the same distance. ***Minimum 7 nights stay last week in May through Labor Day weekend. Requests for shorter stays outside of these dates may be accepted on a case-by-case basis.***
Your perfect vacation awaits!
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
New 5 bedroom home on private, sandy beach with game room and elevator.
Gwynn
New 5 bedroom home on private, sandy beach with game room and elevator.
No smoking in house or on roof deck and no leaning on roof deck rails. Please do not place additional furniture on roof deck.
Important information
You need to know
Property # 1279370vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Gwynn
Located in Gwynn, this holiday home is in the city centre and on the beach. Regent Point Marina and Deltaville Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Chesapeake Bay and Bethel Beach Natural Area Preserve. Travelling with kids? Consider Deltaville Maritime Museum and Compass Entertainment Complex. Kayaking and rafting offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Busch Gardens Williamsburg - 57 min drive - 83.0 km
Water Country USA - 59 min drive - 84.6 km
Getting around
Newport News, VA (PHF-Newport News - Williamsburg Intl.) - 61 min drive
Restaurants
Hardee's - 12 min drive
Subway - 12 min drive
Shun Xing - 12 min drive
The Hatchery Culture - 5 min drive
The White Dog Bistro - 13 min drive
Frequently asked questions
Is PRIVATE BEACH on the Chesapeake Bay pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at PRIVATE BEACH on the Chesapeake Bay ?
As of 26 Aug, 2026, prices found for a 1-night stay for 2 adults at PRIVATE BEACH on the Chesapeake Bay on 1 Feb, 2027 start from S$2,119, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at PRIVATE BEACH on the Chesapeake Bay ?
On-site parking is available at the property.
What time is check-in at PRIVATE BEACH on the Chesapeake Bay ?
Check-in begins at 4:00 PM.
What time is check-out at PRIVATE BEACH on the Chesapeake Bay ?
Checkout is at 10:00 AM.
Where is PRIVATE BEACH on the Chesapeake Bay located?
Located in Gwynn, this beachfront holiday home is in the city centre and within 1 mi (2 km) of Chesapeake Bay and Gwynn's Island Museum. Bethel Beach and Bethel Beach Natural Area Preserve are also within 16 miles (25 km).
About the host
Hosted by Brian Grizzard
My family has always loved the ocean. For most of my life we spent our vacations on North Carolina's Outer Banks, but the crowds got too big and the vacations I remembered from my youth were no longer possible. In 2006 I accompanied a friend to Gwyn's Island and that day I knew I had found what I once knew when visiting the Outer Banks as a child, a small town with quiet beach. I purchase my first property on the island that same day and have never looked back. Our children grew up visiting the island and we have made increasable memories. We hope you and your family will enjoy 116 Mad Calf as much as we do and build memories that will last a lifetime.
Why they chose this property
We built incredible family memories while at our first property, but, as our family grew, we wanted more space. Its hard to find beachfront property for sale on the island, but in 2017 we were lucky enough to find 116 Mad Calf Lane and we are so glad to be able to share our home with others. Gwyn's Island is a special place, unspoiled by the hustle and bustle of the more commercialized beaches. When you drive onto the island you might feel that when you cross the bridge, I know I do. The stress of life will leave you and will know you are entering a special place.
What makes this property unique
I believe the privacy, the large grounds and private beach are the best features of the house. Plenty of room to be with family or to spread out if that is your goal. There are 5 deck/patio areas as well as a roof deck where groups can gather to give everyone a special place to visit. The ocean is at your fingertips and the gently sloping sand beach offers easy water entry. The covered Gazebo is nice at night and if not at the beach we enjoy watching TV and playing ping-pong in the detached garage.