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Waterfront Home with Pool, Hot Tub, Dock & Sunset Views – Near St. Michaels

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Living area
Living area
Exterior
Pool
A kitchen with a dining area, wooden cabinets, a chandelier, and a view of a swimming pool.

Reviews

10 out of 10
Exceptional
This vacation home includes a hot tub and a bicycle for your enjoyment. It accommodates 8 guests with 5 bedrooms and 4 bathrooms. The property has 1 hot tub and 1 bicycle, and offers water views. Nearby activities include fishing, and attractions include the Tilghman Watermen’s Museum and Talbot County Library Tilghman Branch.

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Unmatched views, unforgettable moments
    Guests like the location for the scenic views.
5 bedrooms4+ bathroomsSleeps 8

Popular amenities

  • Private pool
  • Onsite parking available
  • Barbecue grill
  • Air conditioning
  • Washer
  • Hot tub on site

Explore the area

View in a map
Tilghman Island, MD
  • Place, Tilghman Watermen’s Museum
    ‪7 min drive‬
  • Place, Knapp's Narrows Marina & Inn
    ‪8 min drive‬
  • Place, Tilghman Island Marina
    ‪8 min drive‬
  • 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 Twin 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.
Our prices include all fees. No hidden fees.

Add dates for prices

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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

Pets allowed
Charge may apply
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2993599
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Tilghman

Located in Tilghman, this vacation 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.
Map
Tilghman Island, MD

What's nearby

  • Tilghman Watermen’s Museum - 7 min drive - 5.9 km
  • Talbot County Library Tilghman Branch - 7 min drive - 6.2 km
  • 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

  • ‪Big Mack's Kitchen & Dock Bar - ‬8 min drive
  • ‪Gina’s @ The Bridge - ‬8 min drive
  • ‪Tickler's Crab Shack and Restaurant - ‬7 min drive
  • ‪Two if by Sea - ‬7 min drive
  • ‪Marker Five Waterfront Dining - ‬8 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 Sep 8, 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 Jan 2, 2027 start from $929, 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?

Onsite 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?

Check-out 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 vacation home is within 3 mi (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 mi (5 km).

About the host

Hosted by Jennifer Brown

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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