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

Top rated by guests
Stretch out along the private pier, where a covered gazebo looks out over the open Chesapeake.
Read or sip a drink in the glass conservatory, where a natural rock wall rises among lush plants.
Soak in the raised tub beneath a crystal chandelier in this marble-clad primary bath.
Gold fixtures and floor-to-ceiling marble surround the curved glass walk-in shower.
Marble walls and soft sconce lighting give this bathroom a refined, spa-like finish.
review stars
10Outstanding
(6 Ratings)
"Amazing house and property. Great for cooking and relaxing. We loved the pier!!"
michael n.
Don't miss out! Price and availability may change
10 / 10
Outstanding(6 Ratings)

House in Maryland

16 guests · 7 bedrooms · 5 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.

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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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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.

Amenities

Free WiFi/internet
Free Parking
Air conditioning
Non-smoking
TV
Heating
Coffee/tea maker
Refrigerator
Kitchen
WiFi/Internet
Parking Available
Microwave
Dishwasher
Washing machine
Dryer
Washer/dryer
Patio
Kitchenware
No pets allowed
Garden
Oven
Stove
Laundry services
Fireplace
Waterfront
Shower
Outdoor Cooking
Family friendly
Ironing facilities
Towels
Linens
Desk
Hairdryer
Fire extinguisher

Map of Maryland

city location on map

Ratings and reviews

10 / 10
Outstanding(6 Ratings)
8 / 10Excellent·Jul 2026
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.
10 / 10Outstanding·Dec 2025
Amazing house and property. Great for cooking and relaxing. We loved the pier!!
10 / 10Outstanding·Sep 2025
The home is stunning, exactly as advertised. There was plenty of room for myself, husband, grown children, and their children. The view is amazing!
10 / 10Outstanding·Aug 2025
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.

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FAQs

Is parking included with this house?

Yes, parking is listed as an amenity at Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay?

We found 34 amenities for this rental. This includes free wifi/internet, free parking, air conditioning, non-smoking, and tv.


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