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Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

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A spacious kitchen with a central island, wooden cabinetry, and a large window overlooking a body of water. - Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay (Dameron)
A spacious kitchen with a large island, wooden cabinetry, and a dining area with a table and chairs. - Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay (Dameron)
Sink into the leather sofa beside a stone fireplace, with an arched window opening to the water. - Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay (Dameron)
A spacious living area with a staircase, a flat-screen TV, a dining table, and chairs. - Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay (Dameron)
A spacious kitchen with a central island, wooden cabinetry, and large windows offering ocean views. - Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay (Dameron)
Consider a stay at Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay and take advantage of a firepit, a garden, and laundry facilities. Guests can connect to free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

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About this property

Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

  • 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:
    - 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

    ---

    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.

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About the neighborhood

Located in Dameron, this vacation home is on the beach. Chesapeake Bay and Saint Inigoes State Forest reflect the area's natural beauty and area attractions include Montgomery Hall Fine Arts Center and Michael P. O'Brien Athletics and Recreation Center. Visit our Dameron travel guide
View more Vacation Homes in Dameron
Map
MD, Dameron

What's nearby

  • A sandy beach with a row of yellow kayaks and a single yellow kayak on the shore.
    St. Mary's College of Maryland
    18 min drive - 18.8 km
  • A coastal cliff with a sandy beach and calm sea.
    Calvert Cliffs State Park
    51 min drive - 54.5 km
  • Saint Jerome Beach
    9 min walk - 0.8 km
  • Point Lookout State Park
    19 min drive - 21.8 km
  • Patuxent River Naval Air Station
    24 min drive - 29.3 km

Restaurants

  • St. James Deli
    13 min drive
  • SALT Waterfront Kitchen
    16 min drive
  • Pier450 - POV Restaurant
    16 min drive
  • St. Inigoes General Store
    11 min drive
  • Courtney's
    16 min drive

Frequently asked questions

Is Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay?

Check-in begins at 4:00 PM.

What time is check-out at Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay?

Check-out is at 11:00 AM.

Where is Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay located?

Nestled on the beach, this Dameron vacation home is within a 10-minute walk of Chesapeake Bay and Saint Jerome Beach. Elms Beach Park and First District Community Park are also within 9 mi (15 km).

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Reviews

Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay Reviews

9.8

Exceptional

8.4

Cleanliness

9.6

Location
Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 1 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing house and property. Great for cooking and relaxing. We loved the pier!!
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

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!
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

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

Beautiful house

Such a beautiful house, very nice for family or friends get together.
Stayed 3 nights in May 2024
Verified review

8/10 Good

Liked: Check-in, location, listing accuracy
Disliked: Cleanliness, communication
The Bay Estate is an absolute gorgeous property. However, host was not good at communicating and CLEANING CREWS NEED TO DO BETTER JOB!We had 11 mo old and 16 mo old babies with us; on day one, crawling and walking on the floors turned their knees/feet brown; the floors need a good mopping. The grill/sink and outdoor area was filthy, sent pictures to host, no remedy.The conservatory waterfall was not operating; asked if it could be turned on, no response. Plants in conservatory in desperate need of water and dead leaves need to be cleaned up. There is a steady drip in pipe in conservatory. Told host, no remedy.We couldn't locate a carafe for drip Cuisinart coffee maker. Host said they would check but we didn't hear back. When we arrived on Monday, 7/20, the 3 trash bins by the gate were full, when departing on Friday 7/24, the 3 bins were still full. We reached out to host asking what we were supposed to do with garbage, they stated garbage pickup is Friday and they would be back in touch on what we needed to do if they weren't empty Friday when we checked out. We did not hear from them so we left bags by bins. There were no kayaks on property as stated in information; if you are not going to provide kayaks, take them off your information.We replaced batteries in 2 of the tv remotes.THE BAY ESTATE IS A BEAUTIFUL PROPERTY (kitchen appliances are high quality, enormous kitchen table is a huge plus for large groups). Issues we had can be easily remedied.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

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.
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

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.
Stayed 4 nights in Jul 2025