Updated on Jul 20, 2026
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Type
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Private vacation home
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Bedrooms
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4
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Bathrooms
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4
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House Rules
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No pets allowed
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Children allowed: ages 0-17
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Smoking is not permitted
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No events allowed
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Max Occupancy
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8
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Host Language
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English
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Property Id
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2780079
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Summary:
Experience the ultimate Chesapeake Bay getaway on Tilghman Island! This stunning waterfront retreat will feature a brand new pool ready for Summer 2026, perfect for relaxing, soaking up the sun, and enjoying breathtaking bay views.
Talbot County Licensure: ST-557-LEE
The Space:
Experience the beauty of Tilghman Island in this open-concept waterfront home, perfectly positioned on the Chesapeake Bay. Enjoy a private dock for fishing, crabbing, or launching kayaks, and soak in unforgettable sunset views from the deck.
Inside, large bay-facing windows fill the home with light. The living room is perfect for gathering, while the fully equipped kitchen makes cooking for a group a breeze. With three bedrooms (all with water views) and two full baths, this property comfortably accommodates up to 8 guests.
What you'll love:
- Private waterfront dock
- 2 kayaks with paddles
- Furnished deck & outdoor dining area
- Gas grill
- Fully equipped kitchen with modern appliances
- High-speed WiFi & streaming TV
Location Highlights:
- Quiet setting with bay breezes
- Short drive to St. Michaels
This property blends peaceful waterfront living with easy access to the best of the Chesapeake.
Curated by Flaneur, this experience is designed in the spirit of slow travel — where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your waterfront hosts.
Guest Access:
This property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation.
The Neighborhood:
Tilghman Island is a picturesque Eastern Shore gem, known for its working watermen’s culture, fresh seafood, and scenic beauty. Within minutes, you can enjoy waterfront dining, boutique shopping, and maritime history in St. Michaels — just a short drive away.
Getting Around:
Bike, Walk , Drive
Other Things to Note:
Starter supply of paper towels, toilet paper, and basic toiletries provided.
Please bring extra supplies if you prefer more than the starter set.
Quiet, residential neighborhood — respect local noise guidelines.
The private pool is scheduled to open for the season by Memorial Day.
Located in Tilghman, this vacation home is in a rural area and on the waterfront. Tilghman Watermen’s Museum and Chesapeake Bay Maritime Museum are cultural highlights, and some of the area's activities can be experienced at Knapp's Narrows Marina & Inn and Tilghman Island Marina. Phillips Wharf Environmental Center and Chesapeake Beach Railway Museum are also worth visiting. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
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