Top-rated for its fully equipped kitchen, perfect for every meal.
Firepit available
One of the few properties with a dedicated outdoor firepit.
5 bedrooms4+ bathroomsSleeps 8
Popular amenities
Private pool
Spa pool on site
Onsite parking available
Pet-friendly
Kitchen
Washing machine
Explore the area
Tilghman Island, MD
Tilghman Watermen’s Museum
Place, Tilghman Watermen’s Museum
7 min drive
Knapp's Narrows Marina & Inn
Place, Knapp's Narrows Marina & Inn
8 min drive
Tilghman Island Marina
Place, Tilghman Island Marina
8 min drive
Easton, MD (ESN-Easton - Newnam)
Airport, Easton, MD (ESN-Easton - Newnam)
52 min drive
Rooms & beds
5 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Bedroom 4
2 Single Bunk Beds
Bedroom 5
1 Double Bed
4 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Bathtub · Toilet · Shower only
Bathroom 3
Bathtub · Toilet · Shower only
Bathroom 4
Bathtub · Toilet · Shower only
Bathroom 5
Toilet
Spaces
Kitchen
Office
Balcony
Garden
Dining area
About this property
Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels
Summary:
Wake up to sweeping waterfront views, spend your days crabbing from your private dock, kayaking along the shore, or lounging by the pool with a good book. Just minutes from charming St. Michaels, this 4-bedroom retreat blends coastal charm with modern comfort — perfect for families, friends, or a romantic getaway.
In the evenings, grill, gather around the firepit under the stars, and let the day fade away in the bubbling hot tub. Guests love the spacious layout, the dreamy screened-in porch for morning coffee, and the unbeatable sunsets right from the deck.
Talbot County Licensure: STRN-24-62.
The Space:
This stunning 4-bedroom, 3-bath waterfront property is your gateway to relaxation, adventure, and unforgettable memories. Just minutes from St. Michaels, it offers panoramic water views, a private dock, and a pool overlooking the bay.
What you'll love:
- Private dock for crabbing, fishing, kayaking, or paddleboarding
- Pool and hot tub for year-round enjoyment
- Fire pit with Adirondack chairs for cozy nights under the stars
- Screened-in porch for coffee at sunrise or wine at sunset
- Spacious layout with gourmet kitchen — perfect for family feasts
Whether you’re here for a summer getaway, a fall foliage retreat, or a quiet winter escape, this home offers everything you need for a perfect stay.
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:
Located in a peaceful waterfront community, yet just minutes from shops, restaurants, and boat tours in St. Michaels. Enjoy biking, local wineries, and fresh seafood year-round.
Getting Around:
Easily explore by car, bike, or on foot. Cyclists will love the scenic rides, and the property offers a secure area to store bikes.
Other Things to Note:
Ideal for year-round getaways — cozy by the fireplace in winter, breezy sunsets in summer
We supply a starter supply of toilet paper and paper towel.
We welcome your furry friends for a nonrefundable $200 pet deposit.
The private pool is scheduled to open for the season by Memorial Day.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
TRUE IN-TOWN ST MICHAELS 6 ACRE WATERFRONT - Heated Pool
St Michaels
TRUE IN-TOWN ST MICHAELS 6 ACRE WATERFRONT - Heated Pool
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
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
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
About the area
Tilghman
Located in Tilghman, this holiday home is in a rural area and on the waterfront. Chesapeake Bay and Northern Chesapeake Bay reflect the area's natural beauty and area attractions include Phillips Wharf Environmental Center and Chesapeake Bay Maritime Museum. Chesapeake Beach Railway Museum and Chesapeake Beach Water Park 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.
Knapp's Narrows Marina & Inn - 8 min drive - 7.2 km
Tilghman Island Marina - 8 min drive - 7.2 km
Phillips Wharf Environmental Center - 9 min drive - 7.6 km
Getting around
Cambridge Station - 68 min drive
Easton, MD (ESN-Easton - Newnam) - 48 min drive
Restaurants
Gina’s @ The Bridge - 8 min drive
Big Mack's Kitchen & Dock Bar - 8 min drive
Two if by Sea - 7 min drive
Choptank River Seafood - 10 min drive
Marco's - 9 min drive
Frequently asked questions
Does Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels have a pool?
Yes, this property has a pool.
How much does it cost to stay at Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels?
As of 22 August 2026, prices found for a 1-night stay for 2 adults at Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels on 30 November 2026 start from NZ$5,388, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels?
On-site parking is available at the property.
What time is check-in at Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels?
Check-in begins at 4:00 PM.
What time is check-out at Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels?
Checkout is at 10:00 AM.
Where is Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels located?
Situated on the waterfront, this holiday home is within 3 miles (5 km) of Tilghman Watermen’s Museum, Talbot County Library Tilghman Branch and Chesapeake Bay. Northern Chesapeake Bay and Kronsberg Park are also within 3 miles (5 km).
About the host
Hosted by Jennifer Brown
Languages:
English
Premier Host
They consistently provide great experiences for their guests