Title: Bay Estate | Luxe Waterfront Home w/ Private Pier, Main+Guest House, Bay Views - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Bay Estate | Luxe Waterfront Home w/ Private Pier, Main+Guest House, Bay Views ![Property grounds](https://images.trvl-media.com/lodging/101000000/100710000/100708800/100708738/5378f169.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100710000/100708800/100708738/f346a095.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100710000/100708800/100708738/889a8985.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100710000/100708800/100708738/414c45f2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby](https://images.trvl-media.com/lodging/101000000/100710000/100708800/100708738/7fc64fd3.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Nestled in Dameron, Maryland, Bay Estate offers an exclusive waterfront experience on the shores of the Chesapeake Bay. This luxury retreat features a private boardwalk and pier, expansive picture windows framing panoramic bay views, and a fully-equipped chef's kitchen with dual ovens. You can unwind in the conservatory room or enjoy al fresco dining on the outdoor patio with BBQ grill. 10 Exceptional ### Entire home 7 bedrooms6 bathroomsSleeps 167147 sq ft ## Popular amenities - Beach view - Parking available - Dryer - Barbecue grill - Washer - Fireplace ## 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. ### Bay Estate | Luxe Waterfront Home w/ Private Pier, Main+Guest House, Bay Views Introducing Bay Estate, a pinnacle of luxury nestled in Dameron, Maryland, offering an exclusive waterfront experience on the shores of the Chesapeake Bay. This coveted retreat is a vision of grandeur, featuring a distinguished main home and a charming guest house. As you step onto the meticulously landscaped property, a private boardwalk and pier extend gracefully into the bay, inviting you to bask in the serenity of the waterfront location. You'll also be near a small pond where you can listen for wildlife. Expansive picture windows within the main house frame panoramic bay views, providing an uninterrupted connection to the natural beauty surrounding the home. Dual ovens and abundant counter space adorn the fully-equipped chef's kitchen, inviting culinary delights. You'll find two large dining tables on either side of the kitchen, giving your group plenty of space for meals or game nights with the water as your backdrop. You'll even find a unique conservatory room adorned with lush plants and striking rock features—an oasis for serene moments with a book or drink, and just one more way this retreat helps immerse you in nature. With seven bedrooms, including a sprawling primary suite with bay vistas and a luxurious ensuite featuring a circular shower and jacuzzi tub, Bay Estate epitomizes high-end living. Select bedrooms offer enchanting water views and private ensuites, ensuring every moment is one of indulgence. Step onto the stunning outdoor patio with an al fresco dining area and BBQ grill to savor the enchanting Chesapeake evenings. The guest house, a haven of privacy, expands the retreat, providing additional living space, two bedrooms, and a fully equipped kitchen. The combination of the main and guest houses makes this home ideal for large groups or multiple families. Amidst a large, private waterfront lot, Bay Estate captivates with an unparalleled sense of seclusion and exclusivity. Ideal for group travel, group retreats, or those seeking a Maryland waterfront escape, this residence promises an unforgettable rendezvous with luxury on the Chesapeake Bay. Dameron is nestled in the heart of Maryland and offers a serene escape from the hustle and bustle. Imagine a quaint town where history meets charm and nature invites you to unwind. With its historic architecture and tree-lined streets, Dameron exudes a timeless appeal. Explore local treasures like historical landmarks and cozy cafes. The community's warm embrace makes it an ideal retreat for group getaways. Start your morning with a scenic stroll through the historic district, where charming architecture tells tales of the past. Delve into the local culture by exploring museums that showcase Dameron's rich heritage. For nature enthusiasts, Dameron offers idyllic parks and trails, perfect for picnics or rejuvenating hikes. Make a splash in nearby waterways or simply unwind amidst the tranquil surroundings. Take advantage of the vibrant local markets, where you can savor delicious treats and shop for unique souvenirs. As the sun sets, gather with your group for a cozy dinner at one of the town's renowned eateries known for their bay-fresh seafood. Whether you seek history, nature, or culinary delights, Dameron invites you to create lasting memories. Local Attractions: Bittersweet Farms, Slack Wines at Woodland Estate & Inn, Cruisin Tikis Solomons Island, Historic St Mary’s City, Point Lookout State Park, SALT Waterfront Kitchen, Elms Beach Park Home Truths: \- The main house (Bay House) and guest house (Bay Cottage) are available to book individually. \- Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request. \- Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet. Parking Details: Bay House \- There are 8 parking spaces available. Bay Cottage \- There are 4 parking spaces available. \--- The room configuration is as follows: Primary Bedroom: King bed w/ ensuite Bedroom 2: King bed w/ ensuite Bedroom 3: King bed Bedroom 4: 2x queen beds Bedroom 5 : King bed Bedroom 6 / 2x queen beds Bedroom 7 / Double bed \+ 2x tri-folds if requested \--- Accidental Damage Protection: A non-refundable accidental damage protection plan has been included in the price of your reservation. Under this plan, you will not be held responsible to pay for accidental damage or loss to the rental property resulting from you or others in your party up to $2000. This plan does not cover intentional acts of a guest, gross negligence, or willful and wanton conduct, and/or damages caused by pets. This plan is not available for reservations 28 days or longer or reservations that require a security deposit. This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 30 days require a security deposit. We report and prosecute all Credit Card Fraud. ## Property amenities ### Beach - On the beach ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 7 bedrooms - Bedsheets provided ### Bathroom - 6 bathrooms - Hair dryer - Shower - Towels provided ### Living spaces - Fireplace ### Entertainment - Smart TV ### Outdoor areas - Barbecue grill - Firepit - Garden - Patio ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair - Office ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near the ocean - On the waterfront ### 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 - Garden - Unit size: 7,147 square feet ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/93000000/92500000/92497400/92497394/309c3528.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beach Club: your own private "Caribbean" resort Piney Point - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 10 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12&selected=92497394&PinnedHotelID=92497394&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90230000/90222400/90222305/w905h683x60y0-e99bcde3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Private Beach Multi Family Oasis Heathsville - Kitchen - Washer - Dryer - Pet-friendly 9.6 Exceptional 8 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12&selected=90222305&PinnedHotelID=90222305&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/103000000/102040000/102039300/102039259/750c6dcd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Direct waterfront access to the Chesapeake Bay with pool and hottub Point Lookout - 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as ac936893-7291-11ee-a97d-3fafae1e29be ## 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%7C38.13050%2C-76.32895&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=AmUol-Ll8qAz8G4M2BuVqBiBils=) Dameron, MD #### What's nearby - Saint Jerome Beach - 9 min walk - 0.8 km - Elms Beach Park - 21 min drive - 16.4 km - St. Mary's College of Maryland - 21 min drive - 19.4 km - Point Lookout State Park - 23 min drive - 21.0 km - Patuxent River Naval Air Station - 27 min drive - 27.5 km #### Restaurants - ‪St. James Deli - ‬13 min drive - ‪SALT Waterfront Kitchen - ‬16 min drive - ‪St. Inigoes General Store - ‬11 min drive - ‪Pier450 - POV Restaurant - ‬16 min drive - ‪Courtney's - ‬16 min drive ## Frequently asked questions ### Is Bay Estate | Luxe Waterfront Home w/ Private Pier, Main+Guest House, Bay Views pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Bay Estate | Luxe Waterfront Home w/ Private Pier, Main+Guest House, Bay Views? > Check-in begins at 4:00 PM. ### What time is check-out at Bay Estate | Luxe Waterfront Home w/ Private Pier, Main+Guest House, Bay Views? > Check-out is at 11:00 AM. ### Where is Bay Estate | Luxe Waterfront Home w/ Private Pier, Main+Guest House, Bay Views located? > This Dameron vacation home is on the beach, 0.4 mi (0.7 km) from Saint Jerome Beach, and within 9 mi (15 km) of Elms Beach Park and First District Community Park. Cardinal Gibbons Park and St. Mary's College of Maryland are also within 9 mi (15 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Bay Estate | Luxe Waterfront Home w/ Private Pier, Main+Guest House, Bay Views 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 4 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.0/10 Cleanliness ### 10/10 Excellent #### Dianne P. Sep 13, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The home is stunning, exactly as advertised. There was plenty of room for myself, husband, grown children, and their children. The view is amazing! ##### Dianne P. Stayed 7 nights in Sep 2025 ### 10/10 Excellent #### Yu S. May 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful house Such a beautiful house, very nice for family or friends get together. ##### Yu S. Stayed 3 nights in May 2024 ### 10/10 Excellent #### David V. Aug 12, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy This property is fabulous. We had a large group and needed to rent both the main house and the cottage. We all could fit at the dining room table in front of those giant windows facing the bay. The kitchen was incredible, and we prepared most of our meals for the whole crowd right there. The outdoor kitchen/grill came in very handy. The beauty of the woodwork and architectural details in the house can be appreciated for hours. But the ultimate hook for me was the setting: with the pond and its wildlife out back, and the bay and all the beautiful landscaping out front; and, of course, the pier, which the whole family delighted in. All this and I haven't yet mentioned the hundreds of yards of private beach that we enjoyed. We had a few small issues with some items in the house, but the property manager responded quickly with maintenance personnel. This house is peace and quiet, serenity, beauty, nature, and refreshment. It just feels good being there. ##### David V. Stayed 7 nights in Aug 2025 ### 10/10 Excellent #### Nicole L. Jul 21, 2025 Liked: Cleanliness, check-in, location, listing accuracy Beautiful and relaxing place! Our whole family had an amazing time! I would definitely recommend this place especially for larger groups. My only ‘complaint’ was the communication and response to problems or issues we had during the stay. We either received no response or very delayed: examples were thermostat initially set to a warmer than comfortable setting, leaking fridge, and security system that kept beeping. We did get the thermostat fixed after about 3 hours but no response on fridge or security system. Both issues seemed to resolve after 24 hours but started again the last night. Not sure what the problem was but never got a response. ![](https://a.travel-assets.com/ugc/hotel-reviews/4a599f2a-dba9-41b6-af59-7988b2c198d9-1753118805711.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/236a1039-7f42-4726-8af6-6412732a4a99-1753118798384.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/2c7a7549-5c58-43c9-96a7-bcca4109da0e-1753118790953.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/26ed2af3-7d04-42ad-8419-08cc7a1cb819-1753118798539.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Nicole L. 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