Entire home

Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views

Choose dates to view prices

Photo gallery for Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views

Outdoor dining
TV, fireplace, offices
3 bedrooms, iron/ironing board, WiFi, bed sheets
TV, fireplace, offices
Fridge, microwave, oven, stovetop

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms

Popular amenities

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

Explore the area

View in a map
Tilghman Island, MD
  • Place, Tilghman Watermen’s Museum
    ‪6 min walk‬
  • Place, Tilghman Island Marina
    ‪2 min drive‬
  • Place, St. Michaels Winery
    ‪26 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪45 min drive‬

Room options

Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views

Summary:
Wake up to sweeping Chesapeake Bay views just minutes from St. Michaels. Cast a line from your private dock, sip coffee on the deck at sunrise, and end the day with spectacular sunsets over the water. Perfect for families, couples, or friends looking to relax and recharge.

Talbot County Licensure: STRN-25-51

The Space:
Tucked away on a quiet street, this light-filled home features a great room with panoramic water views and cozy coastal décor. The open layout makes it easy to spend time together, while the fully equipped kitchen has all the tools you need to prepare meals with fresh local seafood.
Step outside to your private dock for crabbing, fishing, or launching kayaks. The spacious deck is perfect for outdoor dining or simply relaxing while you watch the sun sink into the bay.

What you'll love:
- Unmatched Sunsets: “The most beautiful sunsets we’ve ever seen.”
- Private Dock: Perfect for morning coffee, fishing, or watching wildlife.
- Proximity to St. Michaels: Just minutes to charming shops, restaurants, and historic sites.
- Peaceful Location: Quiet, safe neighborhood away from the crowds.
- Fully Stocked Kitchen: Everything needed for home-cooked meals.

Escape to the shores of the Chesapeake Bay in this peaceful 3-bedroom, 2-bath home — perfect for families, couples, and friends. Located just minutes from historic St. Michaels, this waterfront getaway offers panoramic views, a private dock, and a spacious deck to enjoy unforgettable sunsets.
Whether you’re crabbing from the dock in the morning, exploring charming shops and restaurants in the afternoon, or relaxing with a glass of wine as the sun sets, this property delivers the perfect balance of relaxation and convenience.

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 just minutes from restaurants, shops, and attractions in St. Michaels.

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:
Firm no pet policy.
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.
During your stay at this vacation home, you're just a quick walk from Northern Chesapeake Bay. Laundry facilities are available. A kitchen and 2 bathrooms are available in the vacation home.
  • Air-conditioned home with kitchen, washing machine, and 2 bathrooms
  • Amenities include laundry facilities
  • Steps from Northern Chesapeake Bay and 1 minutes by foot from Chesapeake Bay
As a guest of this vacation home, you'll find barbecue grills, a garden, and laundry facilities. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In a village
  • On the waterfront

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.

Events

No events 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
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 and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

671fc382f29870001017bbf3

Reviews

Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views Reviews

9.8

Exceptional

9.8/10

Cleanliness
Rating 10 - Excellent. 9 out of 10 reviews
Rating 8 - Good. 1 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

Reviews

10/10 Excellent

Chryssa Z.

Liked: Cleanliness
I never write reviews, but this house was worthy as it was absolutely wonderful in every way. The view is stunning. The house is super cute and well appointed. We wanted for nothing. I would definitely rent this house again.
Stayed 3 nights in Oct 2025

10/10 Excellent

Meghan M.

Liked: Cleanliness
Great location, beautiful sunsets! House was very nice and clean. Deck and dock were awesome places to hang out and just relax by the water.
Stayed 3 nights in Aug 2025

10/10 Excellent

John and Michele E.

Liked: Cleanliness
Great property!!! Absolutely would recommend!
Stayed 3 nights in Aug 2025

10/10 Excellent

Matt C.

Liked: Cleanliness
This was an amazing house in a great location. It is nicely isolated and the private dock makes for some amazing sunsets. We ate nearly every meal on the back deck. The house was decorated so nicely and well stocked. The drive into St Michael’s was only about 20min and there are several activities and restaurants.
Stayed 5 nights in Aug 2025

8/10 Good

Mark M.

Liked: Cleanliness
nice waterfront property, some issues with amenites (grill not clean and unsafe to use, TV not updated or usable in living room). location is close to restaurants and nearby St. Michael's. comfortable for the group of 5 including infant.
Stayed 3 nights in Jul 2025

10/10 Excellent

Michele C.

Liked: Cleanliness

Fabulous vacation

Perfect location and very nice house. Delightful trip. Close to town and convenient, but private. Would highly recommend.
Stayed 3 nights in Jul 2025

10/10 Excellent

Hayley M.

Liked: Cleanliness

Beautiful Property!

We absolutely loved our stay here! The house is so charming and well decorated. Everything was super clean and looked exactly like the photos. You absolutely cannot beat the view - we loved our mornings sipping coffee on the porch and the dinners watching the sun set. It’s just a short drive to St Michael’s, but we loved the quietness of the neighborhood!
Stayed 3 nights in Jun 2025

10/10 Excellent

Catherine N.

Liked: Cleanliness

Spring around the corner

The house is lovely, comfortable, clean. It is on the Chesapeake, and the back deck is just wonderful for enjoying the beautiful views of the bay and sunset. We loved the house, and the people on Tilghman Island were very nice. The house is perhaps a 20 minute drive to St. Michael's, which was a great outing for the afternoon. And, Two if by Sea, the restaurant within a couple of blocks of the house, had a wonderful breakfast. We would love to come back.
Stayed 4 nights in Mar 2025

10/10 Excellent

Suzette C.

Liked: Cleanliness

Beautiful and immaculate!!

What a wonderful experience! A relaxing time with an amazing view! Thank you Jennifer
Stayed 3 nights in Feb 2025

10/10 Excellent

Zachary J.

Liked: Cleanliness

Our Perfect Stay

We had a great stay on Tilghman Island. The house was perfect with the unbelievable water view and open space layout inside. Super clean and comfortable, we enjoyed the days outside fishing on the dock, and the cozy fire inside during the nights. Also, the sunsets are unbelievable! We enjoyed biking all around the island, and morning walks to Two if by Sea for breakfast and a cup of coffee. The General Store on the island was close and convenient as well. Our host Jennifer was super communicative and responsive during the booking process and our stay. We are looking forward to returning to Tilghman Island and staying in this lovely home again.
Stayed 3 nights in Nov 2024