Bed and Breakfast in Maryland
2 guests · 1 bedroom · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this bed and breakfast
B&B Use Permit No. BB 19-04 Welcome to the Maryland Eastern Shore! Your home away from home is a room in a late Federal Telescopic Tidewater Style Bed & Breakfast called The Anchorage, circa 1800 facing the Choptank River. There are also 3 other rooms available at the B&B if traveling in groups or with family members. We are located right outside the historical town of Trappe very close to Easton, Oxford, Cambridge, and St. Michaels. Rooms include a daily continental breakfast.
Amenities
Non-smoking
No pets allowed
Map of Maryland
Ratings and reviews
10 / 10Outstanding·Sep 2025
Our room was incredible and the property just outstanding! Such a beautiful location close to amazing restaurants! Woody and Michelle make an amazing breakfast and their hospitality made this experience absolutely perfect! We will be back...many times!!
10 / 10Outstanding·Jun 2024
What a delightful B&B. Clean, wonderful location. Owners could not be more inviting and the breakfast was absoluty delicious.
Thank you Michelle and Woody!
10 / 10Outstanding·May 2024
Partner and I wanted a nice place to stay that was close to Cambridge. We participated in a long bike ride the first morning and wanted to be able to relax the rest of the day. The Skipjack was perfect. Michelle and Woody were great hosts. We arrived late and Michelle made sure we knew exactly where we were going and has easy access once we arrived. They even included silverware and bowls since we needed our own breakfast early on Saturday. Bed was soft and cozy. Shower had great pressure and temp. Places to do work (though as description says no wifi out in the skipjack so we were prepared). It was rainy when we were there, but took a lovely walk to the water. Excited to return when the weather is better. It seems like a great place to go with multiple couples or families and everyone rents out a different place on the property.
10 / 10Outstanding·Oct 2023
A really good stay, spacious, clean room, beautiful grounds for relaxing by the water or lying in the hammock under the trees. Michelle and Woody made us feel welcome and comfortable. Woody gives helpful tourist suggestions and also makes delicious breakfasts, which are included. We would plan to return for future events in the area and also just to stay at the B & B for R & R.
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Top rated by guests
10Outstanding
(10 Ratings)
"Our room was incredible and the property just outstanding! Such a beautiful location close to amazing restaurants! Woody and Michelle make an amazing breakfast and their hospitality made this experien..."
Sarah G.Don't miss out! Price and availability may change
