Drift into waterfront serenity at this Gwynn's Island vacation rental on the Chesapeake Bay! Mornings start with coffee in the sunroom as the tide rolls in, afternoons melt away on the private beach, and evenings begin with dinner in downtown Mathews, then end with sunset cocktails on the deck. Let this scenic home be your backdrop for a laid-back getaway you’ll want to revisit again and again. Secure your dates today!
-- THE PROPERTY --
OUTDOOR LIVING - Private beach - Deck w/ seating & bay views - Charcoal grill - Yard space
ACCESSIBILITY - Single-story home, 1 exterior step & interior staircase to enter - Acorn stairlift available upon request
PARKING - Driveway (4 vehicles) - Street parking prohibited
-- THE LOCATION --
- 7 miles to Downtown Mathews: Historic Court Square, restaurants, shops, farmers market - 10 miles to Williams Wharf Landing - 13 miles to Zoll Vineyards - 14 miles to Bethel Beach Natural Area Preserve - 17 miles to New Point Comfort Lighthouse - 18 miles to Piankatank River Golf Course - 20 miles to Gloucester, VA - 46-52 miles to Colonial Williamsburg, The Mariners' Museum & Park, Jamestown Settlement
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking - Pet friendly w/ $100 fee per stay (+ fees & taxes, dogs only, max 2) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in
ADDITIONAL INFORMATION - This single-story home requires 1 exterior step and an interior staircase to enter. An Acorn stairlift is available upon request
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
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 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 on the waterfront. Deltaville Maritime Museum and Steamboat Era Museum are cultural highlights, and some of the area's activities can be experienced at Deltaville Marina and Compass Entertainment Complex.
Busch Gardens Williamsburg - 58 min drive - 83.6 km
Water Country USA - 60 min drive - 86.3 km
Restaurants
Howard-Dooley Cafe - 9 min drive
Hole In The Wall - 5 min drive
Southwind Pizza - 12 min drive
The Table at Wilton - 27 min drive
Shun Xing - 12 min drive
Frequently asked questions
Is Gwynn's Island Gem | Private Beach & Bay Views pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Gwynn's Island Gem: private beach, views?
As of 8 July 2026, prices found for a 1-night stay for 2 adults at Gwynn's Island Gem: private beach, views on 6 November 2026 start from NZ$932, 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 Gwynn's Island Gem | Private Beach & Bay Views?
On-site parking is available at the property.
What time is check-in at Gwynn's Island Gem | Private Beach & Bay Views?
Check-in begins at 4:00 PM.
What time is check-out at Gwynn's Island Gem | Private Beach & Bay Views?
Checkout is at 10:00 AM.
Where is Gwynn's Island Gem | Private Beach & Bay Views located?
Situated on the waterfront, this holiday home is within 1 mile (2 km) of Chesapeake Bay and Gwynn's Island Museum. Bethel Beach Natural Area Preserve and Bethel Beach are also within 16 miles (25 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Hidden Gem, SCHWEET, AMAZING & Very Nice …. Was the answer from each of us who stayed!!
Thom D.
Stayed 2 nights in Jun 2026
Verified
10/10 Excellent
Kieran K.
18 June 2026
Liked: Location
Excellent location with sandy private beach on West side of Chesapeake Bay. Shallow water and no undertow made for safe and fun time for children in group. Loved the daily appearance of Bald Eagles in the nearby pines. Definitely hope to return.