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Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Riverside holiday home with kitchen and balcony

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Morning coffee by the water… evenings under the stars by your private fire pit.
Private dock for fishing, crabbing, kayaking, or simply soaking it all in.
Light-filled living space with fireplace & water views — perfect for cozy evenings.
Fully stocked kitchen & waterfront dining table for memorable family meals.
Wake up to tranquil water views

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Barbecue grill
  • Dryer
  • Washer
  • Kitchen
  • Outdoor space
  • Parking available

Explore the area

View map
Tilghman Island, MD
  • Place, Tilghman Watermen’s Museum
    ‪3 min drive‬
  • Place, Tilghman Island Marina
    ‪4 min drive‬
  • Place, St. Michaels Winery
    ‪28 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪47 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Single Bunk Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

2 bathrooms, 1 half bathroom

Bathroom

Toilet · Shower only

Bathroom #2

Toilet

Bathroom #3

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Garden
Dining area

About this property

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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Water view

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed, service animals permitted
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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

About the area

Tilghman

Located in Tilghman, this holiday home is on the waterfront. St. Michaels Museum and Spocott Windmill are local landmarks, and the area's natural beauty can be seen at Chesapeake Bay and Northern Chesapeake Bay. Phillips Wharf Environmental Center and Chesapeake Bay Maritime Museum are also worth visiting. Take the opportunity to explore the area for outdoor excitement like cycling.
Map
Tilghman Island, MD

What's nearby

  • Tilghman Watermen’s Museum - 3 min drive - 2.1 km
  • Tilghman Island Marina - 4 min drive - 3.5 km
  • 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

Frequently asked questions

Is Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets pet-friendly?

No, only service animals are welcome at the property.

What time is check-in at Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets?

Checkout is at 10:00 AM.

Where is Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets located?

Situated on the waterfront, this holiday home is within a 15-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Tilghman Watermen’s Museum and Talbot County Library Tilghman Branch are also within 2 miles (3 km).

About the host

Hosted by Jennifer Brown

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests