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

Entire home

3 bedrooms2 bathroomsSleeps 6111.5 sq m

Popular amenities

  • Hot TubHot TubHot Tub
  • Pet friendlyPet friendlyPet friendly
  • WasherWasherWasher
  • DryerDryerDryer
  • Air conditioningAir conditioningAir conditioning
  • KitchenKitchenKitchen

Check out the area

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

Property manager

Leigh and Chris Harte

Languages

Danish, English

Property amenities

Pool/Spa

  • Spa tub

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

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

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • TV

Outdoor areas

  • Barbecue grill
  • Dock
  • Garden
  • Patio
  • Yard

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • One pet total

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Phone
  • Tour and ticket assistance

Location highlights

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

Things to do

  • Boat on site
  • Kayak on site
  • 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

  • 1 unit
  • Garden
  • Unit size: 1,200 square feet

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 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

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

About the neighborhood

Ewell

Located in Smith Island, this vacation 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, motor 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!?

Check-out is at 10:00 AM.

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

Situated on the waterfront, this vacation 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 mi (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