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Historic home on Smith Island w/ dock!

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

A wooden cabin with a deck, a grill, and string lights. - Historic home on Smith Island w/ dock! (Smith Island)
A sunset over a calm body of water with a dock extending into the water. - Historic home on Smith Island w/ dock! (Smith Island)
A blue crab-shaped sign with the text "Bayside Inn Restaurant" and "Smith Island" along with a phone number. - Historic home on Smith Island w/ dock! (Smith Island)
A living room with a dark leather sofa, a red armchair, a wooden coffee table, and a patterned rug. - Historic home on Smith Island w/ dock! (Smith Island)
A two-story house with a gray exterior, white shutters, and an American flag. - Historic home on Smith Island w/ dock! (Smith Island)
Historic home on Smith Island w/ dock! provides amenities, such as a garden and laundry facilities. Stay connected with in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 61200 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space
The current price is £239
includes taxes & fees
8 Sept - 9 Sept

Add dates for prices

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.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • 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

  • Smoke-free property

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

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Policies

Check-in

Check-in time starts at 1:00 PM

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 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

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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

About the area

Located in Smith Island, this holiday home is on the waterfront. Tylerton County Dock and Crisfield City Dock 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 Thorofare Island. Discover the area's water adventures with kayaking, power boating and fishing nearby, or enjoy the great outdoors with ecotours. Visit our Ewell travel guide
View more Holiday homes in Ewell
Map
Smith Island, MD

Restaurants

  • Drum Point Market
  • Bayside Inn Restaurant
    6 min walk
  • The Roost
    2 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). Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Historic home on Smith Island w/ dock!?

As of 19 Aug 2026, prices found for a 1-night stay for 2 adults at Historic home on Smith Island w/ dock! on 8 Sept 2026 start from £239, 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.

How much is parking at Historic home on Smith Island w/ dock!?

On-site parking is available at the property.

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 2.4 mi (3.9 km) from Smith Island.

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