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Smith Island Spectacular Sunsets!

Gretchen User Profile

Smith Island Spectacular Sunsets!

Entire house
11 guests4 bedrooms8 beds2 baths
11 guests
4 bedrooms
8 beds
2 baths
Great location
100% of recent guests gave this home’s location a 5-star rating.
Sparkling clean
2 recent guests have said that this home was sparkling clean.
Great check-in experience
100% of recent guests gave this home’s check-in process a 5-star rating.

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

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!


40 Reviews

Zane User Profile
August 2018
A beautiful home in a beautiful paradise. Great home owners that are more than helpful to set you up with anything you need. Ps... your neighbor is the legendary Mary Ada Marshall. Go right down the street for an amazing crab cake meal. Most likely the meat was hand picked by Mar…
Kristin User Profile
July 2018
"Pauline's House" is a very special place. Perfect location, with a sunset view, across the street from the Drum Point Market, home of the best crabcakes! Gretchen's recommendations were very much appreciated. The beds were comfortable, the sofa was great for napping, and the kit…
Emily User Profile
July 2018
Our visit to Gretchen's home was a wonderful experience. It was clean, well stocked with linens, and easily accessible from the dock where the ferry drops you off. Smith Island is a wonderful location that all Chesapeake Bay residents should experience. Tylerton on Smith Island i…
Gretchen User Profile
Response from Gretchen:
Hi Emily- It was such a pleasure having you and your family stay at our home on Smith Island! I'm so glad that you all enjoyed your time in our home and that you delighted in all the wonderful adventures and the tranquility that Smith Island has to offer. We hope to have you stay again soon! Best always, Gretchen
July 2018
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…
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…

Hosted by Gretchen

Baltimore, Maryland, United StatesJoined in September 2012
Gretchen User Profile
124 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: 90%
Response time: within a few hours
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