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Historic home on Smith Island w/ dock!
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Reviews
9.69.6 out of 10
Exceptional
Entire home
Popular amenities
- Parking available
- Dryer
- Washer
- Barbecue grill
Explore the area

Smith Island, MD
- Terrapin Sand PointPlace, Terrapin Sand Point9 min walk
- Smith IslandPlace, Smith Island
- Patuxent River Naval Air StationPlace, Patuxent River Naval Air Station
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About the neighborhood
Ewell
When you stay at this vacation home in Smith Island, you'll be on the waterfront and 11 minutes by foot from Terrapin Sand Point. .This vacation home is within close proximity of Smith Island and Tylerton County Dock.
What's nearby
- Terrapin Sand Point - 9 min walk - 0.5 miles
Restaurants
- Bayside Inn Restaurant - 6 min walk
- The Roost - 2 min walk
- Drum Point Market
- Smith Island Baking Company - 8 min walk
- Smith Island Beans - 2 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Historic home on Smith Island w/ dock!
The Pearl on Smith Island is a completely restored Eastern Shore farmhouse with the classic pitched roof. Built in 1900, the main level features a large railhead shower, a queen size bedroom, living room, dining room, and a well stocked comfortable kitchen that is open to the living room and dining room so guests can visit while making coffee or meals. The upstairs features a twin room with two twin beds and a large queen bedroom that overlooks the magnolia tree in the front yard. A half bath completes the upstairs. It’s a perfect place to kick back after a day on the water!
The dock is a short 4 minute walk from the house; fish, crab, and even moor your boat there! Some of the best fishing on the East Coast is around the Island-rockfish, speckled trout, cobia, redfish, croaker, and flounder. There are 3 kayaks for you to launch and explore the well documented kayak trails.
Accessible only by ferry, Smith Island is a unique experience; research Smith Island's rich history and historic culture on Wikipedia and YouTube, and then experience it for yourself! You will not get better softshell crabs or crab cakes anywhere! Rent a golf cart and drive through marshland to Rhodes Point and take a water taxi to Tylerton.
If you're not bringing your boat, we can help arrange a boat tour of the Smith Island archipelago and view pelican rookeries, the Martin Natural Preserve, and the many guts (creeks), which leads some to call it the Venice of the Chesapeake (with crab shanties instead of Italian Palazzos!).
Park your car in Crisfield, Maryland and take a relaxing 40 minute ferry to Smith Island, and the crew will get you and your things to the Pearl!
NOTE: Please let us know when booking if you are bringing your own boat for The Pearl Dock.
The dock is a short 4 minute walk from the house; fish, crab, and even moor your boat there! Some of the best fishing on the East Coast is around the Island-rockfish, speckled trout, cobia, redfish, croaker, and flounder. There are 3 kayaks for you to launch and explore the well documented kayak trails.
Accessible only by ferry, Smith Island is a unique experience; research Smith Island's rich history and historic culture on Wikipedia and YouTube, and then experience it for yourself! You will not get better softshell crabs or crab cakes anywhere! Rent a golf cart and drive through marshland to Rhodes Point and take a water taxi to Tylerton.
If you're not bringing your boat, we can help arrange a boat tour of the Smith Island archipelago and view pelican rookeries, the Martin Natural Preserve, and the many guts (creeks), which leads some to call it the Venice of the Chesapeake (with crab shanties instead of Italian Palazzos!).
Park your car in Crisfield, Maryland and take a relaxing 40 minute ferry to Smith Island, and the crew will get you and your things to the Pearl!
NOTE: Please let us know when booking if you are bringing your own boat for The Pearl Dock.
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private patio. Conveniences include a phone, as well as a desk and a microwave.
Take in the views from a garden and make use of amenities such as tour/ticket assistance and barbecue grills.
Guests will find features like internet access and onsite parking.
Property amenities
Internet
- Available in the house: WiFi
Parking and transportation
- Parking on site
Kitchen
- Blender
- Coffee grinder
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Electric kettle
- Ice maker
- Lobster/crab pot
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
Dining
- Dining table
Bedrooms
- 3 bedrooms
- Bedsheets provided
Bathroom
- 1.5 bathrooms
- Hair dryer
- Shower
- Soap
- Toilet paper
- Towels provided
Living spaces
- Dining table
- Living room
Entertainment
- Books
- TV
Outdoor areas
- Barbecue grill
- Dock
- Garden
- Patio
- Yard
Laundry
- Laundry facilities
- Washing machine
Work spaces
- Desk
Comfort
- Air conditioning
- Heating
Pets
- Pet friendly
- Welcoming cats and dogs only
- One pet total
Suitability/Accessibility
- Smoking not allowed
Services and conveniences
- Meal delivery service
- Phone
- Tour and ticket assistance
Location highlights
- In a village
- Near the bay
- Near the marina
- On the waterfront
Things to do
- Boat
- Kayak
- Birdwatching nearby
- Ecotours nearby
- Fishing nearby
- Kayaking nearby
- Motor boating nearby
Safety features
- Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
- Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
General
- Garden
- Unit size: 1,200 square feet
Policies
Check-in
Check-in time starts at 1:00 PM
Minimum check-in age: 21
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
If you are bringing your boat to moor at The Peal Dock, please let us know when you book.
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
1 total pets
Restrictions apply; for more information contact the property at the number on the booking confirmation
Note from host: The yard is not fenced, need to be leashed.
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property is also known as
Historic On Smith W Dock Smith
Historic Home on Smith Island w/ Dock! Smith Island
Historic Home on Smith Island w/ Dock! Private vacation home