Bay Estate | Luxe Waterfront Home w/Private Pier, Main+Guest House, Bay Views | House in Dameron

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.
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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
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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.

Bay Estate | Luxe Waterfront Home w/Private Pier, Main+Guest House, Bay Views is located in Dameron. Bay Estate | Luxe Waterfront Home w/Private Pier, Main+Guest House, Bay Views provides accommodation, featuring Air Conditioner, View, Fireplace/Heating, among other amenities. This House features Air Conditioner, View, Fireplace/Heating, to make your stay a comfortable one.

Bay Estate | Luxe Waterfront Home w/Private Pier, Main+Guest House, Bay Views has 7 Bedrooms , 6 Bathrooms, and max occupancy of 16 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Dameron has interesting places to visit. If you want to learn more about the House in Dameron, such as places to visit and things to do nearby, you can check below to learn more.