Entire home

Waterfront Home on Chesapeake Bay with Dock, Bikes & Sunset Views

Waterfront holiday home with kitchen and balcony

Gather for game nights or lazy mornings with a view.

Your private Chesapeake Bay view — every sunset.

Dine al fresco with unobstructed water views.

Launch your next adventure right from your own dock

Cook and share meals in a chef’s kitchen with room for everyone

Overview
Amenities
Policies
Location

Exceptional

4 bedrooms4 bathroomsSleeps 8

Popular amenities

Dryer
Parking available
Washer
Barbecue grill
Outdoor space
Air conditioning

Place, Tilghman Watermen’s Museum
Place, Tilghman Island Marina
Place, St. Michaels Winery
Airport, Easton, MD (ESN-Easton - Newnam)

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

4 bathrooms

Bathroom

Bathtub · Toilet · Shower only

Bathroom #2

Toilet · Shower only

Bathroom #3

Toilet · Shower only

Bathroom #4

Toilet · Shower only

Spaces

Deck or patio

Porch or lanai

Kitchen

Office

Balcony

Garden

Dining area

About this property

Waterfront Home on Chesapeake Bay with Dock, Bikes & Sunset Views

Summary:
Escape to the quiet charm of Tilghman Island at this bright, open-concept waterfront home. Located directly on the Chesapeake Bay, this retreat offers sweeping water views, a private dock, and easy access to crabbing, fishing, and kayaking right from your backyard.

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.

Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen

Washing machine

Dryer

Air conditioning

Outdoor space

Water view

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Pool
Hot tub
Kitchen
Washer

House Rules

Check in after 5:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.

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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

Tilghman

Located in Tilghman, this holiday home is on the waterfront. St. Michaels Museum and Spocott Windmill are local landmarks, and some of the area's attractions include Phillips Wharf Environmental Center and Chesapeake Bay Maritime Museum. Chesapeake Beach Railway Museum and Chesapeake Beach Water Park are also worth visiting. Take the opportunity to explore the area for outdoor excitement like cycling.

View more Holiday homes in Tilghman

Tilghman, MD

What's nearby

Tilghman Watermen’s Museum - 12 min walk - 1.1 km
Tilghman Island Marina - 4 min drive - 2.8 km
Phillips Wharf Environmental Center - 5 min drive - 3.1 km
Chesapeake Bay Maritime Museum - 32 min drive - 30.4 km
St. Michaels Winery - 33 min drive - 31.1 km

Getting around

Easton, MD (ESN-Easton - Newnam) - 43 min drive

Restaurants

‪Gina’s @ The Bridge - ‬3 min drive
‪Two if by Sea - ‬15 min walk
‪Tickler's Crab Shack and Restaurant - ‬19 min walk
‪Bridge Restaurant - ‬3 min drive
‪Marker Five Waterfront Dining - ‬4 min drive

Frequently asked questions

Is Waterfront Home on Chesapeake Bay with Dock, Bikes & Sunset Views pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Waterfront Home on Chesapeake Bay with Dock, Bikes & Sunset Views?

Check-in begins at 5:00 PM.

What time is check-out at Waterfront Home on Chesapeake Bay with Dock, Bikes & Sunset Views?

Checkout is at 10:00 AM.

Where is Waterfront Home on Chesapeake Bay with Dock, Bikes & Sunset Views located?

Situated on the waterfront, this holiday home is within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Tilghman Watermen’s Museum and Talbot County Library Tilghman Branch are also within 1 mile (2 km).