[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water Beachfront, with water park ![Property grounds](https://images.trvl-media.com/lodging/30000000/29630000/29626700/29626665/67b1cce9.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/30000000/29630000/29626700/29626665/0aa36ed9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/30000000/29630000/29626700/29626665/265c25e2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/30000000/29630000/29626700/29626665/d7a9de1c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/30000000/29630000/29626700/29626665/385913dd.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Experience the tranquility of Gwynn's Island Cottage, a waterfront haven with panoramic views and sunsets over the water. Enjoy a private beach for swimming, kayaking, paddle boarding, fishing and crabbing – all steps away from your cozy 2-bedroom retreat that sleeps 4 guests. You can unwind in an outdoor shower after your day on the beach or savor local seafood at our Weber kettle charcoal grill. 10 Exceptional ### Entire home 2 bedrooms1 bathroomSleeps 41200 sq ft ## Popular amenities - - - Dryer - Washer - Parking available - Kitchen ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water Gwynn's Island Cottage is a waterfront cottage on the Chesapeake Bay with panoramic views and sunsets over the water. The small, private beach - entirely on the property and not shared - is mere steps away. We are pet friendly. The Cottage is located on quaint and historic Gwynn's Island with a public marina and restaurant 1/3 of a mile away on the island. The Cottage sleeps 4 guests in 2 bedrooms. From the private beach, guests can swim, kayak, paddle board, fish and crab, bird watch, float on a raft, lounge or just enjoy a good book or an adult beverage. The Shed is full of everything you don't need to bring: beach chairs, zero gravity chairs, 2 kayaks, a stand up paddleboard, crab nets, crab pot, floats, rafts, noodles, children's beach toys, and life preservers, croquet set, and hammock, free to our guests. Hills Bay is clean, shallow, and sandy-bottomed, with little current or tow, so perfect for children and explorers alike. Guests can fish right from the beach or from kayaks and can catch drum, trout, rockfish, croaker, spot and flounder. The crab pot or long-handled nets allow guests to catch crabs when they are in season. After a quick rinse in the outdoor shower after your day on the beach or on the water, use the Weber kettle charcoal grill for cooking up the day’s catch or fresh seafood from a nearby market. Enjoy dinner al fresco on the deck overlooking the water as you watch that sunset... For cooler evenings, use the Bonfire Solo stove. From the Cottage, guests experience bird life such as bald eagles nesting, blue herons, osprey, seagulls, white tundra swans, bufflehead ducks, loons, and dolphins, depending on the season. With a yacht club just across the water, you'll see sail and motor boats coming in and out of Hills Bay from the Chesapeake and occasional boat races. Or bring your own boat. There's plenty of room on the long, circular driveway to trailer in and out. The island's public boat marina is 1/3 of a mile away, with parking for your trailer while you are on the water and a restaurant for provisions. The Cottage is pet-friendly! Four legged guests enjoy the beach with its shallow, clean water and we provide doggie towels. We own the small woods next door where dogs can "get their sniffs on." If you plan to bring your pet, please message the manager with the age, breed, gender, weight, and name of your animal/s. We charge a pet fee of $125 for all animals for your entire stay (less than kennels or pet sitters). They will enjoy being with you on vacay. Between Memorial Day weekend and Labor Day weekend, we rent by the week, Sunday to Sunday (less traffic on interstates than Saturdays). A two-night minimum the rest of the year. We have a large capacity washer, dryer, and the laundry room has space to air dry. Our outdoor shower has foot spigots. The Cottage has cable TV and wifi. We have an electrical outlet (120v) on the front of the Cottage if you need to charge your electric or hybrid vehicle. The Cottage has a retro Frigidaire Mini-fridge that chills 6 cans of your favorite beverage and doubles as a Bluetooth speaker. Take it outside to play your tunes on the beach or deck. The Cottage is perfect for special occasions or gatherings (with approval of management) because photos with a water view are ah-mazing. Please read the over 200 reviews from the Cottage's guests, many of whom return over and over again. Our positive reviews reflect the guest-centered experience that we try to provide, continually using our guests' suggestions to improve amenities. We are sorry but smoking is not permitted in the house or anywhere on our property. Gwynn's Island Cottage is dedicated to welcoming all people regardless of their race, color, religion, ethnicity, national origin or gender orientation. ## Property amenities ### Beach - Private beach nearby - Beach loungers - Beach towels ### Internet - Available in the cottage: Free WiFi ### Parking and transportation - Car recommended - Onsite parking options include a garage ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 1 bathroom - Bathtub or shower - Hair dryer - Shampoo - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Books - DVD player - Games - Smart TV with cable/satellite channels - Stereo - Video library ### Outdoor areas - Charcoal grill - Garden - Outdoor furniture - Patio - Yard ### Laundry - Laundry facilities - Washer/dryer ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming cats and dogs only - 2 pets total (up to 50 lbs per pet) ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - No elevator (single-level property) - Thin carpet in public areas - Tile flooring in public areas - Wheelchair-accessible path of travel - Smoking not allowed ### Services and conveniences - Housekeeping (limited availability) - Iron/ironing board ### Location highlights - In a rural location - In the city center - Near a health/beauty spa - Near a hospital - Near the bay - Near the marina - On the waterfront ### Things to do - Bicycles - Golf - Kayak - Water park - Water sports equipment - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Horseback riding nearby - Hunting nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Rafting nearby - Sailing nearby - Snorkeling nearby - Swimming nearby - Theme park nearby - Water skiing nearby - Wildlife walks nearby - Windsurfing nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Bicycles - Garden - Unit size: 1,200 square feet ## Similar properties ![3 bedrooms, memory foam beds, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/32000000/31200000/31197200/31197161/4fb2450a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### MILLION $ VIEWS NO EXTRA CHARGE! 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Hudgins - Ocean view - Kitchen - Washer - Dryer 10 Exceptional 133 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=37255263&PinnedHotelID=37255263&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 3:00 PM Minimum check-in age: 22 ### Check-out Check-out before 11:00 AM Contactless check-out available ### Special check-in instructions Guests will receive lockbox information You will receive an email from the host with check-in and check-out instructions ### Check-out instructions The host requires you complete the following before checking out: Load and start the dishwasher Strip any used beds and gather used towels Remove personal items, remove leftover food and drinks, and take out the trash Turn off the lights, lock the doors, and return the keys We ask that guests launder any sheets or towels that were used during your stay (if you did not bring your own). If you don't finish a load, no problem, just let us know. Text Cheri the manager when you check out. 434-962-0726. In the keypad on the front door, please press SCHLAGE button, then the code, then turn thumb lock to the LEFT to engage the lock. Thanks! Failure to complete these may result in a negative review from the host. ### Rules Please do not drive or park in the woods in back of the Shed. Our septic system is located there and it will cause serious damage. Guests' use of the kayaks, SUP, rafts, grill, solo stove, beach and the water is at your own risk. Use life vests and protective footwear. Please do not use the Weber Grill or the Solo stove on the wood deck or stoop. ### Access methods Lockbox ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs and cats only 2 total (up to 50 lbs per pet) Restrictions apply; for more information contact the property at the number on the booking confirmation Note from host: With advance ok of management and pet fee of $125 ### Children and extra beds Children are welcome Note from host: Small beach and shallow water are great for kids ### Events Events allowed: family gatherings, birthday parties, weddings Special events and parties with okay of management ### Smoking Smoking is not permitted ## Important information ### You need to know 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 Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 30 Note from host: Special events and parties with okay of management Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### We should mention A car is recommended for transportation to and from this property ### Property is also known as Gwynn's Island Cottage Reserve Your Stay 2019 Grimstead Gwynn's Island Cottage Reserve Your Stay 2019 Gwynn's Island Reserve Your Stay 2019 Grimstead Gwynn's Island Reserve Your Stay 2019 Gwynn's Island Cottage Reserve Your Stay Water Grimstead Gwynn's Island Cottage Reserve Your Stay Water Gwynn's Island Reserve Your Stay Water Grimstead Gwynn's Island Reserve Your Stay Water Gwynn's Island Cottage Reserve Your Stay for 2019 Gwynn's Island Cottage Reserve Your Stay for 2019 Gwynn's Island Cottage Book Your Summer Week Chesapeake Bay Gwynn's Island Book Your Summer Week Chesapeake Bay Grimstead Gwynn's Island Book Your Summer Week Chesapeake Bay Gwynn's Island Cottage Book Your Summer Week Chesapeake Bay Gwynn's Island Book Your Summer Week Chesapeake Bay Grimstead Gwynn's Island Book Your Summer Week Chesapeake Bay Gwynn's Island Cottage Reserve Your Stay on the Water! Gwynn's Island Cottage Reserve Your Stay on the Water! Gwynn's Island Cottage Reserve Your Stay on the Water! ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C37.50047%2C-76.30304&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=Orl1rnfxg1s7EoJuu8bsSyiJows=) Grimstead, VA #### What's nearby - Gwynn's Island Musuem - 15 min walk - 1.3 km - Deltaville Marina - 33 min drive - 38.5 km - Deltaville Maritime Museum - 33 min drive - 38.9 km - Holly Point Nature Park - 33 min drive - 38.9 km - Yorktown Beach - 51 min drive - 62.0 km #### Getting around - Newport News - Williamsburg Intl. Airport (PHF) - 55 min drive #### Restaurants - ‪Hole In The Wall - ‬13 min walk - ‪Howard-Dooley Cafe - ‬6 min drive - ‪The Hatchery Culture - ‬9 min walk - ‪The Table at Wilton - ‬25 min drive - ‪Mi Casa Azteca Mexican Restaurant & Cantina - ‬9 min drive ## Frequently asked questions ### Is Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water pet-friendly? > Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet. Some restrictions may apply, so please contact the property for more details. ### What time is check-in at Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water? > Check-in begins at 3:00 PM. ### What time is check-out at Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water? > Check-out is at 11:00 AM. ### Where is Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water located? > Located in Gwynn, this beachfront cottage is in the city center, 0.7 mi (1.2 km) from Gwynn's Island Musuem, and 11.9 mi (19.2 km) from Bethel Beach Natural Area Preserve. Bethel Beach and Deltaville Marina are also within 20 mi (32 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 209 8 - Good 6 6 - Okay 2 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Excellent #### Christen G. Jun 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quiet Beach Getaway We had a great time staying here. The private beach was exactly what we needed to relax and have fun. ##### Christen G. Stayed 2 nights in May 2025 ### 10/10 Excellent #### Verified traveller Jun 11, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Another fantastic week at the cottage. The weather cooperated and sunsets were spectacular. Thanks again Cheri for sharing this gem by the Chesapeake Bay! ##### Verified traveller Stayed 7 nights in Jun 2025 ### 10/10 Excellent #### Elizabeth S. Apr 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely getaway My daughter's and I had a wonderful stay at the cottage! It has everything you need andwithin 30/40 min drive from various little towns and beaches. ##### Elizabeth S. Stayed 8 nights in Mar 2025 ### 10/10 Excellent #### Stephanie P. May 29, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quaint stay Gwynns Island is such a quaint getaway . Everyone is friendly and helpful. Peaceful and quiet, where you come together with nature. The cottage was perfect, well equipped and very inviting. We brought our fur babies and they loved it. It was very relaxing and enjoyable. ![](https://a.travel-assets.com/ugc/hotel-reviews/271bbc68-9d81-4036-a93f-66fd95499260-1748549120956.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/437a8045-55e7-46f6-a4c5-665a14af745a-1748549120970.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/f11e3ba5-ddb1-4ad5-8ba0-5e57c72ca067-1748549121125.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Stephanie P. Stayed 3 nights in May 2025 ### 10/10 Excellent #### William A. Jun 17, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Second year Just as pleased as the first year ##### William A. Stayed 7 nights in Jun 2025 ### 10/10 Excellent #### Suzanne M. May 18, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Love it I keep coming back! ##### Suzanne M. Stayed 7 nights in Apr 2025 ### 10/10 Excellent #### Amy E. Mar 16, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Girl Weekend Getaway We had the perfect weekend here at the Waterfront Cottage! We’ll definitely return! ##### Amy E. Stayed 2 nights in Mar 2025 ### 10/10 Excellent #### Kris K. May 19, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Views Everything you need is here, crab pots-caught a few blue crabs. Went fishing, we caught skate, croaker and an eel. 3 Kayaks, beach chairs, SUP , well stockedgrill, etc. ##### Kris K. Stayed 3 nights in May 2025 ### 10/10 Excellent #### Mike M. Aug 12, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Stay Terrific stay, the best communication, lots of fun amenities, specatacular sunsets and everything you need , right at your finger tips. ##### Mike M. Stayed 7 nights in Aug 2024 ### 10/10 Excellent #### Haley C. Nov 26, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Another amazing trip in the books at our favorite place This is our dream place. Every single time we stay we never want to leave. It is like a 2nd home to us. The most wonderful vibes and views, you couldn’t ask for more. Cheri is an AMAZING host. She is the absolute best and makes sure we are all set for a fabulous stay every time!!! We can’t wait to come back! ##### Haley C. Stayed 3 nights in Nov 2024 ### 10/10 Excellent #### Haley C. May 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A DREAM GETAWAY This place is truly AMAZING! My family and I had a wonderful time! Our dog Walter absolutely loved it and it is overall just a wonderful place. This will for sure be a place we continue to come stay at every year. ##### Haley C. Stayed 3 nights in May 2024 ### 10/10 Excellent #### Christopher M. Sep 5, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great little getaway! Very relaxing stay. Cheri sent recommendations throughout the week. Had a great time and would rent again. ##### Christopher M. Stayed 7 nights in Aug 2022 ### 10/10 Excellent #### Jae P. Aug 16, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Always Gorgeous Chesapeake Bay This is our second time staying at Gwynn’s Island Cottage. It is always quiet, beautiful, and cleanness place. It is a perfect place for Family! ##### Jae P. Stayed 7 nights in Aug 2022 ### 10/10 Excellent #### Ryan C. Jul 24, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect vacation spot We loved it. Perfect location, plenty to do close by, and very private. We will return for many years to come ##### Ryan C. Stayed 7 nights in Jul 2023 ### 10/10 Excellent #### Laureen V. Sep 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### We Didn't Want to Leave! This cottage was perfect for a quiet, private spot to unwind and relax with the dogs. It is clean, exactly as pictured, and anything you could possibly need was provided. The water and private beach were very clean as well. If you don't want to cook, there are so many excellent food options nearby. ##### Laureen V. Stayed 5 nights in Sep 2024 ### 10/10 Excellent #### frank c. Apr 9, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Waterfront Cottage The house is very nice, and the little private beach is awesome, sandy beach, calm water, and incredible view! ##### frank c. Stayed 4 nights in Apr 2021 ### 10/10 Excellent #### Lis C. Nov 27, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Thanksgiving getaway We had a great time in the small but well equipped cottage. Gorgeous views and with all you need to cook and play. ##### Lis C. Stayed 4 nights in Nov 2021 ### 10/10 Excellent #### Beverly S. Sep 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Right on the water The cottage was a prefect size for two guests and lots of room outside. Was truly as advertised! Enjoyed watching terns and osprey fish close by. Nicely furnished and equipped and well kept. Will definitely consider going again. ##### Beverly S. Stayed 4 nights in Sep 2024 ### 10/10 Excellent #### Andy B. Jun 18, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Getaway Amazing property with amazing views and amenities. Loved the private beach and views of the water. Will absolutely be back again! ##### Andy B. Stayed 7 nights in Jun 2023 ### 10/10 Excellent #### Janis G. Sep 29, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Gwynn’s island cottage This year was our 3rd year for the cottage and it was perfect in every way- nicely equipped, very clean and just the right size for us. ##### Janis G. Stayed 14 nights in Sep 2023 ### 10/10 Excellent #### Garnette B. Sep 30, 2019 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing veiw 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. ##### Garnette B. Stayed 14 nights in Sep 2019 ### 10/10 Excellent #### PAT N. Apr 26, 2019 #### Gwynn's Island Cottage A wonderful place! Pristine beach, nice cottage, well equipped and we had beautiful weather. We hope to return next year! ##### PAT N. Stayed 4 nights in Apr 2019 ### 10/10 Excellent #### David L. May 23, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice cottage by the water! Very comfortable stay! Lots of amenities to utilize and plenty to do in the area. We enjoyed the private beach and loved that there was everything we could have ever needed. Would love to stay again but next time for longer for sure. ##### David L. Stayed 2 nights in May 2022 ### 10/10 Excellent #### Rocky O. Apr 21, 2019 #### Gwynn's island cottage Thank you for a pleasant stay at cottage! Can't beat the views here, very quiet and relaxing island, was nice to slow down the pace for a week in the comfort of your sweet home! ##### Rocky O. Stayed 7 nights in Apr 2019 This review was submitted before 2018 and has not been verified. ### 10/10 Excellent #### John D. Dec 1, 2016 #### Great place! Very nice, clean and comfortable with a great view of the bay with a wall of windows in the back of the house as well as from the deck. Kitchen is well equipped. ##### John D. 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