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The Anchorage B&B - The Bounty

Photo gallery for The Anchorage B&B - The Bounty

Property grounds
Property grounds
Outdoor dining
Property grounds
Outdoor dining

Reviews

10 out of 10
Exceptional
1 bedroom1+ bathroomSleeps 2

Popular amenities

  • Outdoor pool
  • Onsite parking available
  • Air conditioning
  • Firepit
  • Deck or patio
  • Internet access

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)

The Bounty

1 Queen Bed

1 bathroom, 1 half bathroom

Bounty Bathroom

Bathtub or shower · Toilet

Downstairs powder room

Toilet

Spaces

Deck or patio
Porch or lanai
Separate dining area
Outdoor play area
Garden
Dining area

About this property

The Anchorage B&B - The Bounty

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.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Adults only
We are on the water, and can't be responsible
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Events

No events allowed
Please check with homeowner for event/party option
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Pets

No pets allowed
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Smoking

Smoking allowed: in designated areas
Outside only please

Important information

You need to know

Property # 1748126
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
Onsite parties or group events are strictly prohibited
Note from host: Please check with homeowner for event/party option
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the neighborhood

Trappe

Located in Trappe, this vacation home is on the waterfront. Choptank River Lighthouse and Spocott Windmill are local landmarks, and some of the area's attractions include Ruark Boatworks and Richardson Maritime Museum. Dorchester Arts Center and Bay Country Shop are also worth visiting.
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Map
Trappe, MD

What's nearby

  • Bill Burton Fishing Pier State Park - 5 min drive - 4.1 km
  • Dorchester County Visitors Center - 9 min drive - 7.9 km
  • Harriet Tubman Museum and Educational Center - 10 min drive - 9.0 km
  • Choptank River Lighthouse - 11 min drive - 9.6 km
  • Long Wharf Park - 11 min drive - 9.6 km

Getting around

  • Cambridge Station - 11 min drive
  • Easton, MD (ESN-Easton - Newnam) - 23 min drive

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪Chick-fil-A - ‬8 min drive
  • ‪Dunkin' - ‬7 min drive
  • ‪Starbucks - ‬8 min drive
  • ‪The Dive Club - ‬8 min drive

Frequently asked questions

Does The Anchorage B&B - The Bounty have a pool?

Yes, this property has an outdoor pool.

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

As of May 30, 2026, prices found for a 1-night stay for 2 adults at The Anchorage B&B - The Bounty on Jun 15, 2026 start from $250, 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 Anchorage B&B - The Bounty pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Check-out is at 11:00 AM.

Where is The Anchorage B&B - The Bounty located?

Situated on the waterfront, this vacation home is 1.7 mi (2.8 km) from Bill Burton Fishing Pier State Park and within 6 mi (10 km) of Dorchester County Visitors Center and Ruark Boatworks. Dorchester General Hospital and Meredith House are also within 6 mi (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 11 out of 11 reviews
Rating 8 - Good. 0 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kimberley C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding hospitality. Upgraded room, gourmet breakfast and dreamlike kayaking on placid Choptank River. Yes!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Maryann S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful, beautiful location and lovely hosts

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!!
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Silvano S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Piece of paradise 10 min away from Cambridge, MD

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.
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Breakfast was amazing and the property was stunning

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!
Stayed 3 nights in Sep 2021
Response from VrboOwner on Sep 29, 2021
Thank you very much for your fantastic review! We are so glad you enjoyed your visit.
Verified

10/10 Excellent

Ed G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property and beautiful people

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.
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

Elizabeth B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous property, lovely stay

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
Stayed 2 nights in Jun 2022
Verified

10/10 Excellent

beth S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Really great property

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!
Stayed 2 nights in Sep 2021
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, amenities, property conditions & facilities, communication
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!
Stayed 2 nights in Jun 2021
Verified

10/10 Excellent

Terry I.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Get Away Weekend

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.
Stayed 2 nights in Nov 2020
Verified

10/10 Excellent

Victoria G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing and Gorgeous Location

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!
Stayed 2 nights in Aug 2020
Verified

10/10 Excellent

JoEllen U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing Getaway with Great Scenery

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
Stayed 4 nights in Jul 2020

About the host

Hosted by Michelle Gladmon

Host profile image
My husband Woody and I recently moved to the Eastern Shore of Maryland. We both love to travel, cook, are avid cyclists and enjoy nature and the outdoors. We look forward to welcoming visitors to our home and sharing what the Eastern Shore has to offer!

Why they chose this property

The property is very private and quiet with fantastic water views and a sandy beach. We are also close to several small towns, all with some great restaurants and things to do. Great for kayaking or cycling!

Languages:

English
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