Entire home
Historic home on Smith Island w/ dock!
Waterfront holiday home with kitchen and patio
Photo gallery for Historic home on Smith Island w/ dock!
Reviews
9.6 out of 10
Exceptional
3 bedrooms1+ bathroomSleeps 6111.5 sq m
Popular amenities
Explore the area
Smith Island, MD
- Place, Smith Island
- Place, Horse Hammock
- Place, Tylerton County Dock
Rooms & beds
3 bedrooms (sleeps 6)
Captain's Quarters
1 Queen Bed
Guest Quarters
1 Queen Bed
Mate's Quarters
2 Single Beds
1 bathroom, 1 half bathroom
Lower Deck Head
Toilet · Shower only
Upper Deck Head
Toilet
Spaces
Deck or patio
Kitchen
Garden
Dining area
About this property
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space
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House Rules
Check in after 1:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs and cats (limit 1 total)
The yard is not fenced, need to be leashed.
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
On-site 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
About the area
Ewell
Located in Smith Island, this holiday home is on the waterfront. J. Millard Tawes Museum and Tangier History Museum are cultural highlights, and some of the area's activities can be experienced at Tylerton County Dock and Crisfield City Dock. Kayaking, power boating and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
Smith Island, MD
What's nearby
- Terrapin Sand Point - 9 min walk - 0.8 km
Restaurants
- Bayside Inn Restaurant - 6 min walk
- The Roost - 2 min walk
- Drum Point Market
- Smith Island Baking Company - 8 min walk
- Ruke's General Store and Seafood Deck - 4 min walk
Frequently asked questions
About the host
Hosted by Leigh and Chris Harte
The Harte's have lived around the world, and for the last 10 years, settled in the Washington DC area. Chris Harte and his Dad fell in love with Smith Island 10 years ago when traveling there on their boat, and recently bought the Pearl with dock as a base for enjoying boating, fishing, kayaking, crabbing, and other watersports of the Chesapeake Bay.
Why they chose this property
*So Close, Yet a World Away!*
Take the scenic 3 hour drive over the Bay Bridge from DC, or down the Eastern Shore from Philly/NJ/NYC, and come to a different world. As soon as you get on the ferry to Smith Island, your adventure begins. (detailed ferry instructions will be sent when you book, or inquire)
Smith Island is the last and only populated island in Maryland with no bridge access. Settled in 1670 by English settlers, the descendants still reside there and work the Chesapeake Bay as watermen.
Sometimes called the Venice of the Chesapeake, Smith Island is actually an archipelago, with 3 towns, capped by the Martin Nature Preserve to the north.
The Preserve has multiple pelican rookeries, and even a snow egret rookery. You can tour through the guts (creeks) and see preserved Chesapeake marshland.
We also challenge you to find a better crab cake, softshell crab, or oyster than what's served on the Island!
Enjoy the Island's unique combination of history (Native American relics are even found on the Island), Chesapeake nature, watersports (fishing, crabbing, kayaking, boating), and relaxing atmosphere.
Take the scenic 3 hour drive over the Bay Bridge from DC, or down the Eastern Shore from Philly/NJ/NYC, and come to a different world. As soon as you get on the ferry to Smith Island, your adventure begins. (detailed ferry instructions will be sent when you book, or inquire)
Smith Island is the last and only populated island in Maryland with no bridge access. Settled in 1670 by English settlers, the descendants still reside there and work the Chesapeake Bay as watermen.
Sometimes called the Venice of the Chesapeake, Smith Island is actually an archipelago, with 3 towns, capped by the Martin Nature Preserve to the north.
The Preserve has multiple pelican rookeries, and even a snow egret rookery. You can tour through the guts (creeks) and see preserved Chesapeake marshland.
We also challenge you to find a better crab cake, softshell crab, or oyster than what's served on the Island!
Enjoy the Island's unique combination of history (Native American relics are even found on the Island), Chesapeake nature, watersports (fishing, crabbing, kayaking, boating), and relaxing atmosphere.
What makes this property unique
*Top 5 Reasons To Stay on Smith Island*
1. Visit Maryland's last inhabited remote island, with a culture going back 400 years, with a waterman's way of life that is fast disappearing elsewhere
2. Fishing and crabbing: it is centrally located in the Bay to access Tangier Sound, the Middle and Lower Chesapeake Bay, and shallow water fishing in the Smith Island archipelago, within minutes See if you can score the Smith Island Grand Slam during you visit: Rockfish, Bluefish or Spanish Mackerel, Redfish, Cobia, and Speckled Trout. As a local Smith Islander said to us once, "you start your fishing trip already in the middle of the Bay".
3. Kayak the well marked water trails, and get Zen with the Island's nature
4. Enjoy local seafood at the restaurants, including the best crab dishes you’ll ever try, add a slice of the famous Smith Island cake
5. Relax at the Pearl and enjoy it’s nature, it’s Waterman culture, and 400 year history
*For Anglers*
We encourage you to think about Smith Island as your fish camp. Take your own boat to the Island and be in the middle of the action. You can fish deep water in the Bay and the Sound, or fish the flats and shallows of the Smith Island archipelago. At the right time of the year, you can catch up to 10 species of game fish! Try you skill and see if you can achieve the Smith Island Slam (Rockfish, Bluefish, Redfish) or a Grand Slam (Rockfish, Bluefish, Redfish, Cobia, and Speckled Trout). Then, come back to the Island, enjoy a crab dinner or just cook what you caught.
Don’t have a boat or easy access to take yours there? No problem, book with one of the professional local guides who will pick you up at the main dock and take you on your fishing journey.
Have your own boat with sleeping quarters? Book the Peal Dock and overnight there.
Staying on Smith Island will provide an experience of a lifetime.
1. Visit Maryland's last inhabited remote island, with a culture going back 400 years, with a waterman's way of life that is fast disappearing elsewhere
2. Fishing and crabbing: it is centrally located in the Bay to access Tangier Sound, the Middle and Lower Chesapeake Bay, and shallow water fishing in the Smith Island archipelago, within minutes See if you can score the Smith Island Grand Slam during you visit: Rockfish, Bluefish or Spanish Mackerel, Redfish, Cobia, and Speckled Trout. As a local Smith Islander said to us once, "you start your fishing trip already in the middle of the Bay".
3. Kayak the well marked water trails, and get Zen with the Island's nature
4. Enjoy local seafood at the restaurants, including the best crab dishes you’ll ever try, add a slice of the famous Smith Island cake
5. Relax at the Pearl and enjoy it’s nature, it’s Waterman culture, and 400 year history
*For Anglers*
We encourage you to think about Smith Island as your fish camp. Take your own boat to the Island and be in the middle of the action. You can fish deep water in the Bay and the Sound, or fish the flats and shallows of the Smith Island archipelago. At the right time of the year, you can catch up to 10 species of game fish! Try you skill and see if you can achieve the Smith Island Slam (Rockfish, Bluefish, Redfish) or a Grand Slam (Rockfish, Bluefish, Redfish, Cobia, and Speckled Trout). Then, come back to the Island, enjoy a crab dinner or just cook what you caught.
Don’t have a boat or easy access to take yours there? No problem, book with one of the professional local guides who will pick you up at the main dock and take you on your fishing journey.
Have your own boat with sleeping quarters? Book the Peal Dock and overnight there.
Staying on Smith Island will provide an experience of a lifetime.
Languages:
English, Danish
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