At this holiday home you'll be within steps of Chesapeake Bay and Northern Chesapeake Bay. Highlights at this holiday home include a kitchen, a washing machine and a fireplace. .Home features 2 bathrooms, a balcony and a TV. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A coffee/tea maker, a hairdryer and an iron/ironing board are also available. .This smoke-free holiday home offers a garden and barbecues. Additionally, you'll find laundry facilities. .Sights within a 15-minute walk of this Tilghman holiday home include Tilghman Watermen’s Museum and Talbot County Library Tilghman Branch.
Talbot County Library Tilghman Branch - 11 min walk - 1.0 km
Kronsberg Park - 14 min walk - 1.2 km
Tilghman Island Marina - 2 min drive - 2.1 km
Phillips Wharf Environmental Center - 3 min drive - 2.5 km
Getting around
Easton, MD (ESN-Easton - Newnam) - 43 min drive
Restaurants
Two if by Sea - 6 min walk
Gina’s @ The Bridge - 2 min drive
Tickler's Crab Shack and Restaurant - 11 min walk
Marker Five Waterfront Dining - 3 min drive
Big Mack's Kitchen & Dock Bar - 3 min drive
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.
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)
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
Information provided by the property may be translated using automated translation tools
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
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation.
Property is also known as
671fc382f29870001017bbf3
Frequently asked questions
Are there any beaches close to Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views?
The closest beach to Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views is Breezy Point Beach (17.8 km).
Does Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views have a pool?
No, this holiday home doesn't have a pool.
Is there a free airport shuttle available at Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views?
No, Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views does not offer an airport shuttle service.
What time are check-in & check-out at Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views?
Check-in begins at 4:00 PM. Check-out time is 10:00 AM.
Are pets allowed at Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views?
No, only service animals are allowed.
Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 13 out of 15 reviews
10 - Excellent
13
Rating 8 - Good. 2 out of 15 reviews
8 - Good
2
Rating 6 - Okay. 0 out of 15 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 15 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 15 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Lisa C.
19 May 2026
Liked: Cleanliness
Lovely house with fabulous view.
Lisa C.
Stayed 4 nights in Apr 2026
8/10 Good
Terry K.
19 May 2026
Liked: Cleanliness
This home was perfect setting for a four generation Mother’s Day get together, we enjoyed eating crabs, fishing, playing outside games and watching the sunset every evening.We had all of the amenities needed for a relaxing time with each other.the house was well appointed and clean.
Terry K.
Stayed 4 nights in May 2026
10/10 Excellent
Connie O.
27 Apr 2026
Liked: Cleanliness
We were looking for a quiet spot for the weekend and this property delivered. The home was exactly as described and exceeded our expectations. It was well equipped, clean and very comfortable. Our host was most helpful. We highly recommend The Dock of the Bay for anyone looking for a quiet, comfortable stay with amazing sunset views. We hope to return again soon.
Connie O.
Stayed 3 nights in Apr 2026
10/10 Excellent
Bonnie R.
11 Apr 2026
Liked: Cleanliness
Lovely home on the water with beautiful sunset views. You can sit on the dock and watch the ships go by.
Bonnie R.
Stayed 4 nights in Apr 2026
10/10 Excellent
Charles B.
6 Jan 2026
Liked: Cleanliness
The condition of the house and the water views.
Charles B.
Stayed 11 nights in Dec 2025
10/10 Excellent
Chryssa Z.
6 Oct 2025
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.
Chryssa Z.
Stayed 3 nights in Oct 2025
10/10 Excellent
Meghan M.
27 Aug 2025
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.
Meghan M.
Stayed 3 nights in Aug 2025
10/10 Excellent
John and Michele E.
24 Aug 2025
Liked: Cleanliness
Great property!!! Absolutely would recommend!
John and Michele E.
Stayed 3 nights in Aug 2025
10/10 Excellent
Matt C.
10 Aug 2025
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.
Matt C.
Stayed 5 nights in Aug 2025
8/10 Good
Mark M.
5 Aug 2025
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.
Mark M.
Stayed 3 nights in Jul 2025
10/10 Excellent
Michele C.
18 Jul 2025
Liked: Cleanliness
Fabulous vacation
Perfect location and very nice house. Delightful trip. Close to town and convenient, but private. Would highly recommend.
Michele C.
Stayed 3 nights in Jul 2025
10/10 Excellent
Hayley M.
22 Jun 2025
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!
Hayley M.
Stayed 3 nights in Jun 2025
10/10 Excellent
Catherine N.
27 Mar 2025
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.
Catherine N.
Stayed 4 nights in Mar 2025
10/10 Excellent
Suzette C.
17 Feb 2025
Liked: Cleanliness
Beautiful and immaculate!!
What a wonderful experience! A relaxing time with an amazing view! Thank you Jennifer
Suzette C.
Stayed 3 nights in Feb 2025
10/10 Excellent
Zachary J.
15 Nov 2024
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.