The B&B of Anchorage - Skipjack

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Photo gallery for The B&B of Anchorage - Skipjack

A table set with wine glasses, plates, and a decorative vase overlooking a body of water.
A lighthouse structure with a balcony, situated on stilts over water.
A compact kitchenette with a refrigerator, a coffee maker, and a shelf with books and kitchenware.
A large house with a swimming pool, surrounded by a well-maintained lawn and trees.
A bedroom with a large bed, a ceiling fan, a window, and a door.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Top-rated comfy beds

    Guests liked the comfy beds here.

  • Centrally-located

    You're never far from where you need to be with this convenient location.

Popular amenities

  • Private pool
  • Breakfast included
  • Onsite parking available
  • Free Wi-Fi
  • Deck or patio
  • Air-conditioning
The current price is £513
£256 per night
includes taxes & fees
16 Nov - 18 Nov

Explore the area

View in a map
Trappe, MD
  • Place, Bill Burton Fishing Pier State Park
    ‪5 min drive‬
  • Place, Dorchester County Visitors Center
    ‪9 min drive‬
  • Place, Harriet Tubman Museum and Educational Center
    ‪10 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪30 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Skipjack

1 King Bed

1 bathroom, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet

Spaces

Deck or patio
Porch or lanai
Outdoor play area
Garden
Dining area
The current price is £513
£256 per night
includes taxes & fees
16 Nov - 18 Nov

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Property grounds
B&B - The Lawson
Trappe
  • Pool
  • Breakfast included
  • Free Wi-Fi
  • Air-conditioning
10.0 out of 10, Exceptional, 2 reviews
The price is £522
£261 per night
includes taxes & fees
16 Nov - 18 Nov
B&B - The Lawson

About this property

The B&B of Anchorage - Skipjack

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.
Our prices include all fees. No hidden fees.

House Rules

Check in after 3:00 PM

Check out before 11:00 AM

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Children

Adults only

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Events

No events allowed

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Pets

No pets allowed

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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:

Gather used towels

Remove personal items and remove leftover food and drinks

Turn off the lights

Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 1654200vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Safety features at this property include a fire extinguisher, a smoke detector and a first aid kit
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

Frequently asked questions

Does The B&B of Anchorage - Skipjack have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at The B&B of Anchorage - Skipjack?

As of 12 Sept 2026, prices found for a 1-night stay for 2 adults at The B&B of Anchorage - Skipjack on 16 Nov 2026 start from £513, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is The B&B of Anchorage - Skipjack pet-friendly?

No, pets are not allowed at this property.

How much is parking at The B&B of Anchorage - Skipjack?

On-site parking is available at the property.

What time is check-in at The B&B of Anchorage - Skipjack?

Check-in begins at 3:00 PM.

What time is check-out at The B&B of Anchorage - Skipjack?

Checkout is at 11:00 AM.

Where is The B&B of Anchorage - Skipjack located?

Situated in Trappe, this bed & breakfast is 1.7 mi (2.8 km) from Bill Burton Fishing Pier State Park and within 6 miles (10 km) of Dorchester County Visitors Center and Ruark Boatworks. Dorchester General Hospital and Meredith House are also within 6 miles (10 km).

The B&B of Anchorage - Skipjack Reviews

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