Entire home
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
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Reviews
9.8 out of 10
Exceptional
1 bedroom 1 bathroom Sleeps 3 90.3 sq m
Popular amenities
Explore the area

Smith Island, MD
- Smith Island
- Horse Hammock
- Tylerton County Dock
Rooms & beds
1 bedroom (sleeps 3)
Bedroom 1
1 Queen Bed
Office 1
1 Single Bed
1 bathroom
Bathroom 1
Soap · Towels provided · Bathtub · Toilet · Shampoo · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Garden
About this property
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Relax in this 1910 era Smith Island home. Has one large upstairs bedroom with second twin bed separate from main bedroom. A short 3 minute walk from the ferry dock for the boat Island Belle II by Harborside restaurant to the house. Comfortable family room with new furniture and seating for 5. Enclosed patio with new screens is ideal in the summer. Large kitchen fully stocked to cook your meals. Large bathroom recently renovated (Summer ‘23) with new shower, vanity and washer/dryer. Easy access to the water. Kayak, SUP, and bikes are available. Island is only accessible by boat. Keypad entrance is on the side patio door.Enjoy the tranquility of this unique place. Truly a special place never to be forgotten. Golf cart is included and may be covered and parked on the property. You may use but please rinse off entire cart including underside and on bricks to side of house and cover (if it was covered) and strap down the cover. Ferry boat leaves Crisfield,MD daily at 12:30pm. Park one block away at Tawes lumber yard for $3/night or about 10 minutes walk from ferry at Somers Cove Marina which is gated, lit and secured for$5-$10/night. Ferry (Island Belle II or Capt Jason) leaves the island at 7:30am Mon-Sat and 11:00am on Sunday (weather dependent). It is about a 40 minute ride and around $25 cash per person plus luggage(check with captain on price but around $5/luggage.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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House Rules
Check in after 1:00 PM
Minimum age to rent: 18
Check out before 8:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 2 total)
$50 for each pet per stay
Smoking
Smoking allowed: in designated areas
Use ashtray and empty ashes. Ok to smoke outside.
Check-out instructions
The host requires you to complete the following before checking out:
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
If golf cart was used spray down with hose and cover (if was covered upon arrival)
If Kayaks were used spray them down and cover them and return to stand
Unplug a/c units and during winter if heat is on turn to 57
place any trash in bags both inside and outside in bins.
Failure to complete these may result in a negative review from the host.
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
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
This property does not have any lifts
About the area
Ewell
Smith Island is home to this holiday home. 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.

Smith Island, MD
What's nearby
- Terrapin Sand Point - 5 min walk - 0.4 km
Restaurants
- Bayside Inn Restaurant - 2 min walk
- The Roost - 6 min walk
- Drum Point Market
- Smith Island Cake Store at the Bayside Inn Restaurant & Carryout - 2 min walk
- Ruke's General Store and Seafood Deck - 4 min walk
Frequently asked questions
About the host
Hosted by Christopher Winters

I am from the Midwest but fell in love with Smith Island and this home. I love to kayak and get away from the big city. This is the perfect place to relax and take in the beauty of nature and the Bay. I especially love the kayak water trails around the island.
Why they chose this property
It is a 110 year old home that has some modern amenities. I have been and will continue working on the house over the next few years and have made several changes already. It is open for rental year round and has a/c and heat and a screened in patio which is ideal year round. Propane fireplace that works and puts out quite a bit of heat. Only one bedroom upstairs with a second sleeping area (not a true bedroom) to the left of the stairs upstairs. The main and only bedroom is upstairs to the right. Air mattresses are also available. The kitchen is fully functional with plates, glasses, coffee machines, and pots and pans and a crock pot. You have everything there to cook a fine Chesapeake Bay meal. Bike and kayak will be available for use. Front porch has been (Sept 2024) updated and has new comfortable furniture to sit out in the evening and watch people go by on the street.
Please note there are 2 ferry boats that leave Crisfield every day at 12:30pm sharp. They leave the island at 7:30am every day except Sunday at 11:00am. The boats may not run every day depending on the captain's preference and weather. The boats I use are Capt. Jason or the Island Belle. The captain of the Capt. Jason boat can carry your luggage from the dock in Ewell (it's about a 45 min boat ride) in his yellow pickup truck directly to your house. Once you are there you will relax and enjoy the Water's Edge Retreat.
Please note there are 2 ferry boats that leave Crisfield every day at 12:30pm sharp. They leave the island at 7:30am every day except Sunday at 11:00am. The boats may not run every day depending on the captain's preference and weather. The boats I use are Capt. Jason or the Island Belle. The captain of the Capt. Jason boat can carry your luggage from the dock in Ewell (it's about a 45 min boat ride) in his yellow pickup truck directly to your house. Once you are there you will relax and enjoy the Water's Edge Retreat.
What makes this property unique
Golf cart, bikes and kayaks and inflatable stand up paddle board are available for guest use. Can walk to the water from the property to the left. Everything in the house is available for guests to use except locked owner’s closet under the stairs. The upstairs attic is also locked and not accessible Otherwise everything in the house is available for your enjoyment.
Premier Host
They consistently provide great experiences for their guests
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