Entire home

Historic home on Smith Island w/ dock!

Photo gallery for Historic home on Smith Island w/ dock!

Beach
Beach
Exterior
3 bedrooms, WiFi, bed sheets
Interior
Reviews
9.4

Exceptional

Popular amenities

  • Pet-friendlyPet-friendlyPet-friendly
  • Hot tubHot tubHot tub
  • Air conditioningAir conditioningAir conditioning
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • WasherWasherWasher

Check out the area

Map
Smith Island, MD
  • Popular LocationTerrapin Sand Point11 min walk
  • Popular LocationSmith Island20 min walk

Space details

3 bedrooms, 2 bathrooms, sleeps 6
111.5 sq m
Bedroom 1
    Bedroom 2
      Bedroom 3
        1 queen bed
      Bathroom 1
        Shower
      Bathroom 2
        No shower or bath

      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.

      Property manager

      Leigh and Chris Harte

      Languages

      Danish, English

      Property amenities

      Pool/Spa

      • Spa tub

      Internet

      • Available in the house: WiFi

      Parking and transport

      • On-site parking

      Kitchen

      • Fridge
      • Stovetop
      • Microwave
      • Oven
      • Dishwasher
      • Coffee/tea maker
      • Ice maker
      • Toaster
      • Coffee grinder

      Dining

      • Dining table

      Bedrooms

      • 3 bedrooms
      • Bed sheets provided

      Bathroom

      • 2 bathrooms
      • Bathtub or shower
      • Hair dryer
      • Soap
      • Toilet paper
      • Towels provided

      Living spaces

      • Living room

      Entertainment

      • TV
      • Books

      Outdoor areas

      • Patio
      • Garden
      • Barbecue
      • Garden
      • Dock

      Laundry

      • Washing machine and dryer

      Comfort

      • Air conditioning
      • Heating

      Pets

      • Pet friendly
      • 1 total pets
      • Welcoming cats and dogs only

      Suitability/Accessibility

      • Smoke-free property

      Services and conveniences

      • Tour/ticket assistance
      • Phone

      Location highlights

      • On the waterfront
      • Near the bay
      • In a village

      Things to do

      • Boating on site
      • Kayaking on site
      • Ecotours nearby
      • Power boating nearby
      • Birdwatching nearby
      • Marina nearby
      • Fishing nearby
      • Kayaking 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

      • Unit size: 1200 sq ft (111.5 sq m)

      Similar properties

      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

      Pets

      Pets are 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 on 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

      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
      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

      About the area

      Ewell

      Located in Smith Island, this holiday home is on the waterfront. Great Hope Golf Course and Somers Cove Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Smith Island and Terrapin Sand Point. Discover the area's water adventures with kayaking, power boating and fishing nearby, or enjoy the great outdoors with ecotours.

      What's nearby

      • Terrapin Sand Point - 11 min walk
      • Smith Island - 20 min walk

      Restaurants

      • Bayside Inn Restaurant - 6 min walk
      • Smith Island Baking Company - 8 min walk
      • Smith Island Beans - 2 min walk

      Frequently asked questions

      Is Historic home on Smith Island w/ dock! pet-friendly?

      Yes, this property allows cats and dogs (limit 1 total).

      What time is check-in at Historic home on Smith Island w/ dock!?

      Check-in begins at 1:00 PM.

      What time is check-out at Historic home on Smith Island w/ dock!?

      Checkout is at 10:00 AM.

      Where is Historic home on Smith Island w/ dock! located?

      Situated on the waterfront, this holiday home is 0.6 mi (0.9 km) from Terrapin Sand Point and 2.4 mi (3.9 km) from Smith Island. Great Hope Golf Course and Chesapeake Health Care are also within 20 miles (32 km).

      Reviews

      9.4

      Exceptional

      Rating 10 - Excellent. 21 out of 30 reviews" "
      Rating 8 - Good. 9 out of 30 reviews" "
      Rating 6 - Okay. 0 out of 30 reviews" "
      Rating 4 - Poor. 0 out of 30 reviews" "
      Rating 2 - Terrible. 0 out of 30 reviews" "

      9.4/10

      Cleanliness

      10/10

      Amenities

      10/10

      Property conditions & facilities

      Reviews

      10/10 Excellent

      Craig S., Lusby, MD

      Liked: Cleanliness
      Smith Island Getaway
      This was a perfect spot for out three-generation getaway. Property was a perfect fit for us and the new deck with screened-in porch is a great addition to this property. Well stocked kitchen made meal prep a breeze, and the gas grill came in very handy. Comfy furniture and a great dining room table perfect to game night.
      Stayed 2 nights in May 2024

      10/10 Excellent

      Andy B.

      Liked: Cleanliness
      Labor Day Layover
      This was one of the most relaxing stays the family has ever had. Who can argue with Smith Island Cake from the bakery for breakfast!! The house was a great little hideaway to celebrate a 14th birthday and a 23rd anniversary. Having easy access to a boat dock allowed us to bring our own boat and so the freedom to fish the waters surrounding Smith Island, an afternoon trip to Tylerton for the absolute delicious crab cakes and a chat with Duke, a day trip to Crisfield for the annual boat docking competition, and sunset cruises and amazing stargazing. The highlight and “most awesome thing ever” said the 14 year old, was a personal Smith Island Cake making class with Donna and Phil. Our biggest tip is Bring your bug spray and if you use the dock, your deck boots — extreme tides cover the lane from the dock to the main road.
      Stayed 3 nights in Sep 2023

      10/10 Excellent

      Gregory P.

      Liked: Cleanliness
      Perfect for groups/clubs !
      Have been to Smith Island many times and will return ! Great place for kayaking. Locals are very friendly and helpful.
      Stayed 2 nights in Jul 2023

      10/10 Excellent

      Tom B.

      Liked: Cleanliness
      Peace and Plenty of Fish
      Clean, cozy, well stocked. Nice kitchen and dining room for home cooked meals since there aren't too many breakfast and dinner dining options on the island. Locals were nice including Mark who got us bait. We caught plenty of fish and cooked them too. Wi Fi worked well. Bedrooms and baths were clean and cozy. Owners were responsive to all my questions. Will definitely be back.
      Stayed 3 nights in May 2023

      8/10 Good

      Adrienne R.

      Wonderful
      Nice to settle down. We do wish the bikes and fishing equipment was better kept
      Stayed 3 nights in Nov 2022

      10/10 Excellent

      Jordan N.

      Liked: Cleanliness
      Great stay on Smith Island
      Had a wonderful stay with. friend on Smith Island. Was just a special and unique place to visit. Leigh was very helpful and communicative. The house was sweet and cozy, and stocked with all our basic needs. Would definitely recommend!
      Stayed 2 nights in Oct 2022

      10/10 Excellent

      Robert S.

      Liked: Cleanliness
      Great old house in Ewell suburbs
      My wife and I visited Smith island for the people and natural surroundings, and we weren’t disappointed. The Pearl was a great base for our explorations. The owner was very helpful and responsive with our questions. Would definitely stay again.
      Stayed 2 nights in Sep 2022

      10/10 Excellent

      Lisa W.

      Liked: Cleanliness
      Great place to relax.
      Home was nice and clean and town people were friendly n helpful. Great place to come if you want to get away from it all like for reals everything.
      Stayed 2 nights in Sep 2022

      10/10 Excellent

      Angela, Silver Spring

      Liked: Cleanliness, amenities, property conditions & facilities
      Stayed 3 nights in Aug 2022

      10/10 Excellent

      Kenneth B.

      Liked: Cleanliness
      Kicking it back, slowing down
      First this place is remote, it's in the middle of the bay!!! The Pearl rocks, owner made contact about our visit, we were meet at the dock by our Inn Keeper, Ellie, she loaded our stuff and dropped us off and gave us island updates. If we needed something we called her. My Family and I Crabbed, Kayak and explored the island. If you have the mindset of "bait your own hook, clean your own fish, and make up your own lies" Then this place is a"Fit" for you. To thumbs up From the # britcherpaddleclub and # swatarasurfclub !!!! Ferries leave on time!!!
      Stayed 4 nights in Aug 2022