The Anchorage B&B - The Bounty

Trappe, Maryland
$265 avg/night Minimum Stay 2 Nights
Bed 1

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 2

Max Sleeps

Night 2 nights

Min Stay

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 4 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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Free Continental Breakfast
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided
  • GENERAL

    Property Does Not Allow Children
  • KITCHEN

    Microwave
  • PARKING

    Onsite Parking Wheelchair-accessible Parking Available
  • INTERNET

    WiFi Available
  • OUTDOORS

    Firepit Garden Outdoor Furniture Patio
  • POOL/SPA

    Outdoor Pool
  • BATHROOMS

    1.5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Kayak On Site
  • ENTERTAINMENT

    Books Games
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    On The River On The Waterfront
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces Designated Smoking Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Note From Host: Outside Only Please Upper Floors Accessible By Stairs Only Wheelchair-accessible Parking Wheelchair-accessible Path Of Travel

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 2

Map Map

School District Rates & Availability

Review Review

  • Submitted Jun 15, 2021

    Stayed Jun 12, 2021

    The owners welcomed us upon arrival, told us about the property/area. Answered any questions we had. Beautiful house and location. Most importantly, the beds were comfortable, sheets soft and breakfast was delicious! Staying here made a great weekend even better!

  • Kimberley C.

    Submitted Aug 26, 2025

    Stayed Aug 24, 2025

    Outstanding hospitality. Upgraded room, gourmet breakfast and dreamlike kayaking on placid Choptank River. Yes!

  • Maryann S.

    Submitted Apr 23, 2024

    Stayed Apr 21, 2024

    We had a lovely stay at Michelle and Woody’s B & B. The view is stunning and we enjoyed sitting by the water, reading and watching the birds and wildlife. The accommodations are newly renovated and beautifully decorated. Woody made us a delicious gourmet breakfast each day, which we enjoyed while gazing at the beautiful view. We will definitely return here for a future stay!!

  • Ed G.

    Submitted Sep 29, 2022

    Stayed Sep 16, 2022

    My wife and I visited for 2 nights to support our son in a local Iron Man competition. We were very pleasantly surprised by the property when we arrived. The view across the lawn and water is stunning, the host and hostess were both extremely nice, they showed us around the property, suggested local restaurants and invited us to a bonfire the first evening. The bonfire was a lot of fun and a good way to unwind. Breakfast was also above expectations. We will definitely stay here again, there are many biking trails in the area and the host and hostess are more than willing to suggest trails.

  • Elizabeth B.

    Submitted Jun 20, 2022

    Stayed Jun 18, 2022

    It seems unusual for an Eastern Shore house to be on such a high elevation above the water. Beautiful lawn rolling diwn ti the Choptank..Very thoughtful hosts. Thank youi

  • beth S.

    Submitted Sep 27, 2021

    Stayed Sep 24, 2021

    I had a great weekend at the Anchorage. The host and hostess were exceptional and helpful. The grounds were much better than I expected - wonderful water views. I plan to try to come back with my husband next Spring/Summer!

  • Submitted Sep 23, 2021

    Stayed Sep 9, 2021

    My husband and I were there to celebrate our 15th wedding anniversary. We could not have picked a better place to stay. Woody and Michelle were perfect hosts - super friendly, funny, and incredible chefs! Breakfast was fantastic, we felt like royalty sitting outside eating a multi-course breakfast while overlooking the beautiful view of the water. Bed was comfy, everything was super clean, just perfect all around. Wish I could give 6 stars!

  • Terry I.

    Submitted Nov 16, 2020

    Stayed Nov 13, 2020

    The property was beautiful. Loved the views and small beach. Woody was an excellent welcoming host. We truly enjoyed speaking with him and learning about the activities and attractions nearby. He also makes wonderful breakfasts...and this is coming from someone who usually skips it. My husband and I truly enjoyed our stay and look forward to returning in the future.

  • Victoria G.

    Submitted Sep 9, 2020

    Stayed Aug 28, 2020

    A wonderful, serene place tucked away along the eastern shore! The Anchorage is well appointed with beautiful upgrades to compliment the historic structure. Woody and Michelle are lovely hosts who make your stay enjoyable and relaxing, with plenty of recommendations on things to do in the area. It’s a close drive to places like St. Michael’s and Oxford, but you might prefer to stay on the grounds because of how nice they are!

  • JoEllen U.

    Submitted Jul 29, 2020

    Stayed Jul 24, 2020

    I really enjoyed my stay at this B&B! Great proprietors and guests! I would definitely return to this oasis on the Maryland Easter Shore! J Urban

  • Silvano S.

    Submitted Oct 7, 2019

    Stayed Dec 31, 1969

    I was looking for a place near Cambridge for the Ironman race in Maryland. The property is beautiful and has its own beach and pool. The Michelle and Woody, the hosts, were very welcoming and went out of their way to make our experience a wonderful one. Looking forward to coming back and enjoying the great scenery.

Your dates are Available!

Total

Includes taxes and fees
$265+
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