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Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
Summary:
Escape to Tilghman Island, a historic Chesapeake Bay community known for its working waterfront, friendly locals, and quiet pace of life. This charming cottage offers a comfortable, relaxing retreat for guests looking to unplug, unwind, and experience an authentic island stay.
Talbot County Licensure: STRN-25-35
The Space:
The home is thoughtfully furnished to feel welcoming and easy, with cozy living spaces, a fully equipped kitchen, and comfortable bedrooms designed for real rest. Whether youâre visiting for a quiet getaway, a boating or fishing trip, or a peaceful stay with your dog, this cottage provides an ideal home base.
Location Highlights:
Tilghman Island is not a resort destination â itâs a true Chesapeake Bay island, and thatâs exactly what makes it special.
Guests love the area for:
-Marinas, docks, and working boats
-Local seafood restaurants and island bars
-Excellent fishing, crabbing, and boating
-Quiet roads ideal for walking and biking
-Easy access to St. Michaels and Easton
đïž Sleeping & Comfort
The cottage is set up for comfort and longer stays.
- Comfortable bedrooms with quality mattresses
- Fresh linens and extra pillows provided
- Peaceful nights thanks to the islandâs quiet setting
đł Kitchen & Dining
- Enjoy the convenience of a fully equipped kitchen during your stay.
- Cookware and essential kitchen items provided
- Coffee maker and basics included
- Dining area suitable for meals or remote work
Perfect for preparing fresh local seafood or enjoying relaxed mornings at home.
đŸ Pet-Friendly
-Well-behaved pets are welcome so the whole family can enjoy island life.
- Pet fee applies
- Quiet roads and open areas nearby for walks
Pet-friendly homes on Tilghman Island are limited and in high demand.
If youâre seeking crowds, this isnât the place. If youâre seeking calm, character, and coastal charm, youâve found it.
Curated by Flaneur, this experience is designed in the spirit of slow travel â 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:
Tilghman Island is a picturesque Eastern Shore gem, known for its working watermenâs culture, fresh seafood, and scenic beauty. Within minutes, you can enjoy waterfront dining, boutique shopping, and maritime history in St. Michaels â just a short drive away.
Other Things to Note:
Starter supply of paper towels, toilet paper, and basic toiletries provided.
Please bring extra supplies if you prefer more than the starter set.
Pets welcome upon approval â $200 non-refundable fee.
Quiet, residential neighborhood â respect local noise guidelines.
We had a good time at this property, pier is great for fishing and crabbing. Beds were comfortable, kitchen was equipped with everything we needed. The view from the living room was beautiful. The host was great at communicating to me fast and took care of all our needs! One thing that was a bit annoying was the screened in porch door was broken , the door wouldn't stay open when latched with the cylinder and wouldn't close securely, also the screen on the back of the porch was ripped. Silly things that seemed like a nice property would have fixed and not tried to tape back together. But overall a great weeks stay for us!
This house was the perfect place for our stay. We enjoyed the beautiful views every morning. The house itself was lovely and perfect for our weekend trip. We loved the location too and took time to explore the island and town of St Michaelâs.
Beautiful view, beautiful home, very clean and well stocked! My family of 6 (2 adults, 3 teen boys and 1 younger boy) enjoyed 4 nights/3 days at this lovely home on Tilghman Island. The island itself is tucked away and very slow paced. We didnât try any of the local restaurants (some were closed M-W), but there are a few limited options. There is a marina where you can rent fishing/crabbing equipment as well as book charters. We mostly fished from the dock (with very little luck) and enjoyed walking the gravel road, kayaking and paddle boarding.The home itself is recently updated and shows. We grabbed basic groceries on the way in and were pleasantly surprised to find how well stocked the kitchen was with oils, spices, dishes, etc. The beds were all clean and comfortable, although the primary bedroom mattress was a bit firmer than weâd like. The only thing I think was missing was a full length mirror or two- other than that we had everything we needed for a relaxing stay.The communication with the property manager was also very easy and she always responded in a timely manner. We had a few questions here and there and found her to be very helpful.Saint Michaels is an easy 20 minute drive from the house and a super cute town! We loved the ice cream at JoJoâs and the coffee from Eat Sprout (they also have a great assortment of baked goods/GF items). I wish we had more time to check out the other restaurants there!Overall- wonderful stay and would highly recommend.
An excellent vacation rental. The check in was easy. We had a vey relaxing stay. The house was super clean and very spacious. 2 1/2 baths so thereâs plenty to share for when having guests over. Unbelievable view of the water front. Highly recommending this lovely home!