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Smith Island Spectacular Sunsets!


Smith Island Spectacular Sunsets!

11 guests
4 bedrooms
8 beds
2 baths
11 guests
4 bedrooms
8 beds
2 baths
Sparkling clean4 recent guests have said that this home was sparkling clean.

Historic large four bedroom waterfront home on lovely Smith Island. Journey back in time to a simpler way of life- living off the bounty of the land and waters of the Chesapeake Bay.


Air conditioning
Cable TV

Sleeping arrangements

Bedroom 1
1 queen bed, 1 single bed
Bedroom 2
2 single beds, 1 toddler bed
Bedroom 3
1 queen bed
Bedroom 4
2 single beds
Common spaces
1 couch

House Rules

No smoking or pets in the house or yard- thank you!


36 Reviews

Jenny User Profile
June 2018
We were looking for relaxing downtime at Gretchen's Smith Island retreat, and that is what we got. We loved exploring the island, and talking to the people who live there year round. With Gretchen's help, we arranged to go out on a skiff to see pelicans and cormorants nesting. It…
Tad User Profile
May 2018
Tylerton is a unique special place, don’t expect St Micheals here. Which is why we love it. Gretchen’s house is clean and comfortable and superbly located convient to the market (limited hours) and the town pier. There are currently around 40ish full time residents so if it’s qui…
Micah User Profile
November 2017
The house is nicely updated while still maintaining the local Island charm. The town is small, but filled with kind people. You can go to the small market across the street for groceries or pickup freshly picked crabmeat down at the co-op. You'll likely need to plan ahead for rec…
Julie User Profile
October 2017
Close to main dock and market. Comfortable home with many amenities. Very clean.
Leah User Profile
October 2017
Gretchen's place is homey and comfy. Comfortable beds and beddings. All you every need to have in the kitchen. Nice house layout, providing lots of privacy. The beauty of the place is in the nature that surrounds it. Gorgeous sunsets and sunrises. Pelicans, crabbing boats a…
Kathleen User Profile
October 2017
Smith Island is an amazing place to visit and Pauline's Cottage is a great house to rent while there. Our trip from Crisfield was scenic and Captain Larry was very helpful with suggestions and Island information. Drum Point Market is steps from the cottage and we were able to g…
Jake User Profile
September 2017
Gretchen's place is a beautiful and historic home to stay at while visiting Smith Island. It's just a short walk from the dock and just across the street from Drumpoint Market. The crab cakes are a must. We would definitely stay here on our next visit to Smith Island.

Hosted by Gretchen

Baltimore, Maryland, United StatesJoined in September 2012
Gretchen User Profile
116 Reviews
Our family includes two boys under 8 years and my husband and I. We love Baltimore and Smith Island, Maryland!
Languages: English
Response rate: 64%
Response time: within a day
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