At this holiday home you'll be within just a 15-minute stroll of Chesapeake Bay and Northern Chesapeake Bay. Highlights at this holiday home include a kitchen, a washing machine and a balcony. .Home features 2.5 bathrooms, a TV and a coffee/tea maker. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A hairdryer and an iron/ironing board are also available. .This smoke-free holiday home offers a garden and barbecues. Plus you'll find laundry facilities. .Sights within a 30-minute walk of this Tilghman holiday home include Tilghman Watermen’s Museum and Talbot County Library Tilghman Branch.
Phillips Wharf Environmental Center - 5 min drive - 3.8 km
Chesapeake Bay Maritime Museum - 27 min drive - 31.1 km
St. Michaels Winery - 28 min drive - 31.8 km
Getting around
Cambridge Station - 64 min drive
Easton, MD (ESN-Easton - Newnam) - 44 min drive
Restaurants
Two if by Sea - 3 min drive
Gina’s @ The Bridge - 4 min drive
Tickler's Crab Shack and Restaurant - 3 min drive
Bridge Restaurant - 4 min drive
Marker Five Waterfront Dining - 4 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
Summary: Welcome to your private escape on Tilghman Island — a waterfront home with panoramic water views, a dock for boating and crabbing, and sunrises that will stay with you long after you leave. Perfect for families and groups, this 3-bedroom retreat blends modern comfort with coastal charm, offering multiple indoor/outdoor gathering spaces, a gourmet kitchen, and cozy spots to unwind. Just minutes from quaint shops, restaurants, and historic St. Michaels, it’s the perfect base for your Eastern Shore getaway.
Talbot County Licensure: STRN-25-35
The Space: At the quiet edge of Tilghman Island, where the road ends and the water begins, you’ll find the perfect blend of relaxation and recreation. Step inside and you’re welcomed by an open floor plan that frames the Choptank River from nearly every window. The main living room invites you to gather by the fireplace or watch a movie. The fully equipped chef’s kitchen is designed for cooking, with premium appliances and abundant prep space. Multiple dining areas — indoors and on the screened porch — let you choose your view for every meal. All three bedrooms are thoughtfully furnished, each with plush bedding, and sweeping views. Outside, enjoy the private dock for boating or crabbing, relax on the deck with a good book, or gather around the fire pit as the stars come out.
Just a short drive away, explore St. Michaels’ boutique shops, waterfront dining, and maritime history — or simply stay in and savor the peace of your private waterfront haven.
What you'll love:
- Waterfront location with private dock - Fire pit with Adirondack seating - Kayaks and Paddle Boards - Pet-friendly ($200 pet fee, per stay) - Sleeps 6 comfortably: 3 bedrooms / 4 beds / 2.5 baths - Fully equipped kitchen + coffee maker - High-speed WiFi & smart TV for streaming
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.
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.
Pets welcome upon approval — $200 non-refundable fee.
Quiet, residential neighborhood — respect local noise guidelines.
Similar properties
Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views
Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views
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
General
Bicycles
Electric car charging station
Garden
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age - 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
No pets allowed, but service animals are welcome
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts cash. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation.
Property is also known as
62c2daf68de6ff0035da2b31
Frequently asked questions
Are there any beaches close to Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets?
The closest beach to Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets is Breezy Point Beach (18.1 km).
Does Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets have a pool?
No, this holiday home doesn't have a pool.
Is Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets family-friendly?
You bet! With amenities such as laundry facilities and a BBQ, as well as highchairs and children's dinnerware, it's no surprise that Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets is a winner with our family travellers.
Is there a free airport shuttle available at Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets?
No, Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets does not offer an airport shuttle service.
What time are check-in & check-out at Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets?
Check-in begins at 4:00 PM. Check-out time is 10:00 AM.
Are pets allowed at Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets?