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

Tilghman Island, Maryland
$874 avg/night
Minimum Stay 3 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 3 nights

Min Stay

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.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly Service Animals Exempt From Fees
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden
  • POOL/SPA

    Hot Tub Private Pool Shared/communal Pool
  • BATHROOMS

    4.5 Bathrooms Hair Dryer Shower Towels Provided
  • WORKSPACES

    Desk Office
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Boat On Site Cycling Nearby Fishing Nearby Golf Privileges
  • ENTERTAINMENT

    Games TV
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In A Rural Location On The River On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Availability

Review Review

  • Kathy B.

    Submitted Apr 22, 2025

    Stayed Apr 12, 2025

    Our family stayed here for Spring Break in April 2025. The property has amazing views, with a well stocked kitchen, pool, hot tub and lots of privacy. The wildlife was also incredible. We will definitely be back to enjoy this beautiful space on Tilghman Island.

  • Robin S.

    Submitted Oct 5, 2024

    Stayed Sep 30, 2024

    We enjoyed our stay immensely. Five of us, friends since kindergarten, celebrating turning 60 this year. The house was very comfortable, especially the beds. We spent alot of time on the screened-in porch. Beautiful sun rises & sunsets. Only 10 miles to St. Michaels for shopping. porch.

  • Elizabeth P.

    Submitted Oct 3, 2024

    Stayed Sep 23, 2024

    Wonderful property and such a beautiful location. The home is so well equipped (the best stocked kitchen in a rental!) and the beds were unbelievably comfortable! Jennifer and the team at Flaneur were so helpful in the lead up to our stay and answered all of our questions really quickly. We would not hesitate to recommend this property to others.

  • Sandra K.

    Submitted Sep 25, 2024

    Stayed Sep 19, 2024

    We had a wonderful time in Tilghman and particularly at this house. The setting and home were better than we expected. The house was clean, comfortable and provided everything we needed. The view was amazing and we were also able to enjoy the pool. We were in the area for a wedding so didn’t get to enjoy the house as a destination but planning to return again for just thst.

  • Kevin

    Submitted Sep 10, 2024

    Stayed Sep 5, 2024

    My wife and I spent a fabulous weekend with 3 other couples at this Tilghman Island property. The property has amazing waterfront views and a large dock. Our VRBO agent, Jennifer Brown was very helpful and quick to respond to questions and requests.

  • Dan A.

    Submitted Sep 9, 2024

    Stayed Aug 19, 2024

    We had an amazing time at this house, which is very spacious and exactly as reflected in the photos! Would highly recommend for a relaxing week a little away from everything, but not too far!

  • Kathy P.

    Submitted Sep 11, 2023

    Stayed Sep 7, 2023

    This house and property are every bit as nice as the pictures show. You will not regret staying in this home. The pool was incredible, the location is completely private. Our family of 6 adults had the best time.Plenty of room for multiple cooks in the kitchen. Every space is thoughtfully used. Watching the eagles every day was a highlight as they nest in the trees along the shore. We will definitely return to the area and to this home as it was perfect.

  • Maria Q.

    Submitted Sep 5, 2023

    Stayed Aug 27, 2023

    What a great stay we had at this Tilghman Island retreat! The wide-open waterfront location, pool, and neatly laid out back yard was an instant sell for me, but the house itself had a great layout, updated local/coastal-themed decor, and tons of interesting material available to soak in and learn about the area. The house is about a 12 minute drive to/from St Michaels proper, so if peace and quiet with close proximity to the (laid back) action is your thing- as it is mine- this lovely home will suit you well. (The fact that they had coffee service available was a thoughtful touch too!) Thanks for a great and memorable stay!

  • Submitted Aug 26, 2023

    Stayed Aug 19, 2023

    The house is nice, the property is beautiful. I think the cleaning service should have done a better job of vacuum cleaning, toilet scrubbing and washing the bath mats and more.

  • Sunny H.

    Submitted Aug 19, 2023

    Stayed Aug 12, 2023

    The property was perfect. Time seemed to stand still. We created so many wonderful memories. Looking forward to our return trip next summer, maybe even before!

Your dates are Available!

Total

Includes taxes and fees
$997+
View details