Welcome to our historic waterfront home on Gwynn's Island, VA. This family-owned property offers a relaxing stay with unbeatable sunsets, abundant wildlife, and a private dock with deep water access.
Available for weekly rentals May - September, plus long weekends in the off-season. Message us about rates for longer stays.
Just 1 hour from Williamsburg and 1.5 hours from Richmond and Norfolk, this house and its extensive grounds are an ideal location for family gatherings, fishing/exploring the bay, or a quiet getaway for the remote worker. Full of old-house character but complete with modern comforts like high-speed Internet, streaming smart TV, DVD/VCR player, stereo, and central heat and air.
Sleeping arrangements include 3 queen bedrooms and 1 nautical-themed room with two twin beds/one double bed. There are 2 full bathrooms, one upstairs and one downstairs, the latter being an en-suite with tub/shower combination.
All towels and linens are provided, along with a washer and dryer for your convenience. The kitchen is stocked with all the necessary cookware, flatware, and appliances for entertaining your group, as well as outdoor seating and a gas grill.
Activities: Gwynn's Island is perfect for boating and nature enthusiasts. Launch your boat at the public boat ramp less than a mile away, and inquire about docking options at our property. No boat? Then use our two kayaks to tour surrounding waterways and a quiet sandy beach within paddling distance. You can also choose to hire a local captain who will pick you up from our property's dock, and take you on a sunset cruise or guided fishing trip.
For more island fun, cruise down the wooded lane by our house on our two bikes, visit the Gwynn's Island Museum, or dine at the Hole in the Wall waterfront restaurant. And only ten minutes away, visit the town of Mathews for fantastic vintage boutiques, art galleries, local restaurants, weekly Farmer's Market, beautiful nearby beaches and much more.
Make sure to pack your rods and reels for fishing and your water shoes for swimming in the shallow waters right off our dock, and expect frequent visits to the property by osprey, eagles, herons, ducks, geese, snakes, deer, raccoons, and crabs.
Basic crabbing gear (hand lines and small manually-operated trap) is provided, along with an assortment of fun games and toys for both children and adults - corn hole, ladder toss, darts, checkers/chess, jigsaw puzzles, building blocks. Sit back and enjoy the views from our indoor and outdoor porches, choose from our collection of family friendly DVD’s, VHS tapes, CD's, and books, or learn about the property's rich, storied connection to Gwynn’s Island and its legendary "Mathews Men."
Important Information: We limit the number of adult guests to (6), due to limited parking and in keeping with our quiet surroundings. As with many historic homes, there are some basic recommendations for water conservation. We will provide all the info you need for a comfortable stay and we encourage guests to reach out with questions about the property at any time.
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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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Gwynn
Located in Gwynn, this holiday home is on the waterfront. Historic Christ Church and Rosewell Ruins are local landmarks, and some of the area's attractions include Deltaville Maritime Museum and Compass Entertainment Complex. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with cycling and hiking/biking trails.
Busch Gardens Williamsburg - 56 min drive - 81.3 km
Water Country USA - 58 min drive - 83.9 km
Getting around
Newport News, VA (PHF-Newport News - Williamsburg Intl.) - 57 min drive
Restaurants
Howard-Dooley Cafe - 7 min drive
Hole In The Wall - 3 min drive
Shun Xing - 10 min drive
The Hatchery Culture - 20 min walk
The Table at Wilton - 27 min drive
Frequently asked questions
Is Beautiful Gwynn’s Island Waterfront Home pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Beautiful Gwynn’s Island Waterfront Home?
As of 26 May, 2026, prices found for a 1-night stay for 2 adults at Beautiful Gwynn’s Island Waterfront Home on 6 Jun, 2026 start from S$379, 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 Beautiful Gwynn’s Island Waterfront Home?
On-site parking is available at the property.
What time is check-in at Beautiful Gwynn’s Island Waterfront Home?
Check-in begins at 4:00 PM.
What time is check-out at Beautiful Gwynn’s Island Waterfront Home?
Checkout is at 10:00 AM.
Where is Beautiful Gwynn’s Island Waterfront Home located?
This family-friendly Gwynn holiday home is located on the waterfront, within 2 mi (3 km) of Gwynn's Island Museum and Chesapeake Bay. Bethel Beach and Bethel Beach Natural Area Preserve are also within 16 miles (25 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a great time staying at this property! The house was clean, the bedrooms were large and the kitchen was up to date! We love sitting on the back porch and enjoying the view of the water! We had great communication with the owners and it was a quick e-mail if we needed anything! We highly recommend this place!
We certainly enjoyed our stay at Gwynn's Island. The house was spacious, comfortable, and accomodated us well! The excellent wi-fi connection enabled easy remote work. Fishing off the dock, enjoying the shade of the pines while listening to the water, and watching the birds made for a peaceful time outside. We will be back!
The house is vintage and lovely, with updated kitchen and unbelievable charm. The bathrooms could use some updating and there are the usual challenges that come with older homes.
My mom, sisters, nieces and I had a wonderful week. The house has been beautifully restored, and offered a wonderful atmosphere for family meals, games and water activities. Time to unplug and enjoy family members, and precious moments. We took lots of photos of our time spent together. Only one recommendation; a hand rail in the bathroom and tub would be great for elderly guest. We all loved and enjoyed this magnificent home. Thank you.