Sand and Sun Beachfront Home on Chesapeake Bay - Gwynn’s Island, Mathews County

Photo gallery for Sand and Sun Beachfront Home on Chesapeake Bay - Gwynn’s Island, Mathews County

A room with a white sofa, a blue ottoman, and a view of the beach through large glass doors.
A two-story house with a covered porch, a staircase, and a deck.
A spacious living area with a large window, a kitchen with modern appliances, and a dining area with a table and chairs.
A room with a large window overlooking a beach, a ceiling fan, and a chair.
A modern kitchen with a large island, white cabinetry, and a view to the outside.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Ping pong on-site
    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.
  • Discover nearby landmarks
    Walk to Chesapeake Bay

Popular amenities

  • On beach
  • Balcony
  • Barbecue
  • Air-conditioning
  • Pet-friendly
  • Garage parking available

Explore the area

View map
Gwynn, VA
  • Place, Chesapeake Bay
    ‪1 min walk‬
  • Place, Gwynn's Island Museum
    ‪7 min drive‬
  • Place, Yorktown Beach
    ‪51 min drive‬
  • Airport, Newport News, VA (PHF-Newport News - Williamsburg Intl.)
    ‪68 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 3

1 Queen Bed and 1 Single Bunk Bed

Suite 1

1 King Bed

Suite 2

1 Queen Bed

3 bathrooms

Hall bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Outdoor shower

Outdoor shower

Suite 1 bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Suite 2 bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Balcony
Garden
Dining area

Add dates for prices

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About the area

Gwynn

Located in Gwynn, this holiday home is in a rural area and on the beach. The area's natural beauty can be seen at Chesapeake Bay and Bethel Beach Natural Area Preserve, while Deltaville Maritime Museum and Gloucester Museum of History are cultural highlights. Discover the area's water adventures with kayaking, water tubing and windsurfing nearby, or enjoy the great outdoors with cycling.
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Map
Gwynn, VA

What's nearby

  • Chesapeake Bay - 1 min walk - 0.1 km
  • Gwynn's Island Museum - 7 min drive - 3.4 km
  • Deltaville Marina - 35 min drive - 44.6 km
  • Yorktown Beach - 51 min drive - 68.8 km
  • Cuba Island - 52 min drive - 71.0 km

Getting around

  • Newport News, VA (PHF-Newport News - Williamsburg Intl.) - 62 min drive

Restaurants

  • ‪Howard-Dooley Cafe - ‬10 min drive
  • ‪Seafood Shack - ‬14 min drive
  • ‪Hardee's - ‬15 min drive
  • ‪Southwind Pizza - ‬13 min drive
  • ‪Richardson's Cafe - ‬13 min drive

Frequently asked questions

Is Sand and Sun Beachfront Home on Chesapeake Bay - Gwynn’s Island, Mathews County pet-friendly?

Yes, this property allows cats and dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

How much is parking at Sand and Sun Beachfront Home on Chesapeake Bay - Gwynn’s Island, Mathews County?

On-site parking is available at the property.

What time is check-out at Sand and Sun Beachfront Home on Chesapeake Bay - Gwynn’s Island, Mathews County?

Checkout is at 11:00 AM.

Where is Sand and Sun Beachfront Home on Chesapeake Bay - Gwynn’s Island, Mathews County located?

Nestled on the beach, this Gwynn holiday home is steps from Chesapeake Bay and 1.8 mi (2.9 km) from Gwynn's Island Museum. Deltaville Marina and Bethel Beach Natural Area Preserve are also within 25 miles (40 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 61 out of 61 reviews
Rating 8 - Good. 0 out of 61 reviews
Rating 6 - Okay. 0 out of 61 reviews
Rating 4 - Poor. 0 out of 61 reviews
Rating 2 - Terrible. 0 out of 61 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Another fantastic stay - this time warmer weather & the chance to kayak - FABULOUS!!!! The wildlife & birding amazing!!
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing long weekend on the bay! The house was clean, updated and had all the fun water toys you need. We enjoyed kayaking, biking and relaxing on the porch. The bald eagle and heron visits were extra special! We had a nice multigenerational stay on Gwynn’s.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It is a beautiful rental home. The deck was perfect for our little dog, He could run from back to side and not get out and get lost. The table on the deck was great for eating outside. The chairs at the beach were very comfy. It is within 1.5 hours of Jamestown, Williamsburg, Yorktown and Berkeley Plantation. My husband caught at least one fish each day. Well stocked kitchen. Nice bathrooms.
Stayed 14 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a relaxing and wonderful home, Host treats you like family. The most wonderful view and perfect beach for family time. Home is well equipped with everything you will need and beach supplies and toys are available for use. Great family memories were made. Thank you again Daisy for sharing your home.
Stayed 8 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We love staying here! The house is amazing, has everything you need. The resident Great Blue Heron is amazing to watch! So peaceful & relaxing. We truly love staying here!
Stayed 8 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
If there is such a thing as perfection, this is the place! It is beyond beautiful! The dogs will attest to that with their contented gazes from the deck out to the Bay. And the Bay is right on the horizon from the cottage. Sunrise and sunset viewed from the deck, the porch, living room, kitchen and bedroom is a painting This cottage is so well appointed and well taken care of. It is obvious that the Host wants you to be comfortable and at home, and could not have been more accommodating or accessible. If you can imagine it, it has been anticipated and is there. What a delightful stay in every respect. We absolutely look forward to being able to stay at this wonderful cottage again!
Stayed 5 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Getaway from DC

We had a GREAT experience with all the amenities for a relaxing break from the normal city life. Will book again!
Stayed 3 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was perfect!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!

This has quickly become our favorite place for our annual girls trip. The property is amazing!
Stayed 5 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gwynn's Island Stay

Wonderful
Stayed 5 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very Nice House

I had a great visit. The house is well maintained and has pretty much everything you would need for a stay.
Stayed 4 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

Beautiful Gwynn's Island home in a peaceful, private setting. The beach and the expansive view were gorgeous!
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a fantastic time at this vacation rental with my wife and kids. The house was immaculate and perfectly suited for a family getaway. It provided everything we needed for an enjoyable week at the beach, including beach chairs, sand toys, umbrellas, and all the essentials for water fun. The location was ideal for relaxing by the bay and making great memories. We highly recommend this rental for families looking for a comfortable and convenient beach vacation!
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxation Personified

We had a great stay, everything was as described. Daisy was easy to communicate with and the sunrises made for a special break.
Stayed 4 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We rented Daisy’s place for three nights. This house has a million dollar view and your own private beach. The house is decorated beautifully and the beds were comfortable. The kitchen was well stocked with everything you need to make a family meal. Mathews residents are among the friendliest people I’ve encountered. Everyone we saw gave a neighborly wave. The island is one of my favorite places to go to relax and unwind. There are great restaurants in the area or delivery options if cooking isn’t your thing. I wish I would have brought our bicycles, but the weather forecast lied and predicted rain everyday. It only rained one evening. Daisy was very accommodating and responded right away when I had a question upon check in. We look forward to returning next year. Thank you Daisy!
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolute fantastic VRBO. It is probably one of the best places I have rented. The beds were so comfortable. The kitchen was stocked with everything you need and want and well organized. It was unbelievably clean. We will be back!!!
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Long Weekend -- Wonderful stay. Likely THEE best VRBO I have ever stayed at. So awesomely stocked. It literally was like being in our home. I would love to return to this beach, this house, this area. Much needed R&R before school starts up! Thank You Daisy!
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

This was our first time to Gywnn Island and won’t be our last! The house is gorgeous and the owner has thought of everything that you would need. You feel like you have the whole area to yourself, even with the RV park next door you really didn’t notice it. It’s a fantastic trip to get away from the busy everyday things and slow down!
Stayed 5 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful week!

Absolutely delightful! The house and decor were beautiful. The owner provided any amenity you might need. Comfortable beds, great view, private beach with chairs, and so much more. We will definitely be back!
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!

Friends and I stayed here for a long weekend. It was simply amazing. Our host thought of everything! The house is beautiful and had everything we could need. We loved it so much that we already booked it for our trip next year!
Stayed 4 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Slice of Heaven

Really special little slice of heaven on the Chesapeake Bay. Expectations exceeded in every way. Thank you.
Stayed 7 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We absolutely loved our stay! This beach house was spotlessly clean, organized, and incredibly well stocked with everything you could possibly need for a beach vacation. The house had everything we needed, and the host even provided thoughtful extras like spices for cooking, toiletries, sunscreen and bug spray, first aid, games, puzzles, beach gear, and toys for the kids. It truly felt like they had thought of everything.The location was perfect—right on the beach, with warm, calm water that was ideal for our young children. On a windy day, we even got some bigger waves that made for exciting boogie boarding and kayaking. We loved having so many ways to enjoy the beach right outside our door.The setting was also wonderfully private and peaceful, with beautiful wildlife all around. We were lucky enough to see dolphins, and thankfully didn’t encounter any sea nettles during our stay!This was the kind of vacation home that makes a family beach trip easy and relaxing. Beautiful location, incredibly clean, exceptionally well stocked, peaceful, and perfect for families with young kids. Also, the host is great at responding to messages. We would absolutely stay here again!
Stayed 5 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

A little piece of Heaven

This was a superb holiday ... The cottage was delightful, neat and orderly with spectacular views of the Chesapeake Bay ! We had our own private beach , with nice sturdy chairs and soft white sand. It was lovely just sitting, reading on the beach and watching all the wonderful wildlife .... a very special place !
Stayed 8 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was exceptional! Clearly the owner put a great deal of thought into furnishing the home and provided every possible amenity. We enjoyed kayaking in the Chesapeake from our private beach and relaxing on the spacious deck. Gwynn's Island and the neighboring towns of Mathews, Gloucester and Kilmarnock were charming. We're already planning to return next October. Thank you ... it was a perfect vacation!
Stayed 7 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Second Perfect Stay

Our second year vacationing at Daisy's beautiful home. The house is appointed with everything you could need and more. Beautifully and comfortably appointed. The location is convenient to so much, but you still feel glorious privacy. Daisy is prompt an to communicate with, and makes the hole stay seamless. Would book it again for next if it wasn't already full.
Stayed 7 nights in Aug 2024
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