Kayak Friendly Home on the Chesapeake Bay with Bikes, Paddle Board & Golf Cart

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1 room, 2 adults, 0 children

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Kayak Friendly Home on the Chesapeake Bay with Bikes, Paddle Board & Golf Cart

Name: Kayak Friendly Home on the Chesapeake Bay with Bikes, Paddle Board & Golf Cart
Address: Smith Island, Maryland 21824, United States, Smith Island, 21824, United States
Price range: Unbeatable daily deals - quickly find great rates for your ideal stay. And if it's cheaper elsewhere, we'll refund the difference.
Rating: 5

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Smith Island, Maryland 21824, United States

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Amenities

Fitness Room

Table Tennis Room

Wi-Fi in Public Areas

Kayaking

Water Sport Equipment

Beach Towel

Barbecue

Garden

All amenities

Property Description

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.About pets:Pets allowed: dogs (limit 2 total).$50 for each pet per stay.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Place dirty linens on floor in bathroom. Take trash outside to bins. Unplug both a/c units in summer, turn 2 downstairs thermostats to 57 in winter.If using bikes or kayaks please rinse after use. Return bikes to shed and kayaks to the stand with covers.,Rinse golf cart including underneath with hose in back of house. Park on bricks to side of house and cover and secure with straps. Key on kitchen wall.About checkIn:Check in after 1:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

10.0/10

Outstanding

Cleanliness10.0

Amenities10.0

Location10.0

Service10.0

All 10 reviews

Surroundings

Landmarks: Smith Island Cultural Center

(220m)

Landmarks: Smith Island Cruises

(230m)

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Overview

Rooms

Guest Reviews

Services & Amenities

Policies

Host

1 Bedroom Private Vacation Home

1 queen bed

Free Wi-Fi

Smoking Permitted

Air conditioning

Refrigerator

Wi-Fi in room

Room Details

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Guest Reviews

10.0/10

Outstanding

10 reviews

Verified Reviews

Cleanliness10.0
Amenities10.0
Location10.0
Service10.0

Average for similar properties in Smith Island

Book now and leave a review after your stay to earn up to 120 Trip Coins (approx. AU$1.82). Trip Coins can be used to save instantly on room rates.

Most Mentioned

S‍a‍m‍a‍n‍t‍h‍a‍ ‍J‍.

June 16, 2025

Perfect relaxing weekend Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life

J‍e‍a‍n‍ ‍T‍.

June 9, 2025

Wonderful little house overall. The small bed was not great. It did not appear clean. The only sheet, the fitted one was in knots under a messy comforter. Since it was a mattress on the floor, jammed into a corner, it was not great for this 71 year old. The shower was not clean. We did not take photos.

T‍o‍m‍ ‍K‍.

September 15, 2024

Beautiful house in a unique location. This beautiful house is perfect for two or three travellers who want to be in the heart of a sleepy waterfront town with lots of heritage. The house is nicely updated and has all the necessary creature comforts and is a very short walk from the town's waterfront.

K‍e‍v‍i‍n‍ ‍J‍.

September 3, 2024

Excellent experience with house, host and location Everything about the house was as expected from the description. We enjoyed having two kayaks available. As soon as we booked the stay, our host provided a very helpful set of directions about the house and Smith Island. The details of getting to the Island are not totally obvious from anything on the web and the host’s directions provided clear descriptions of how it works and the contact info for the boat captain to set everything up. It’s all more casually organized than a lot of modern travel experiences but all worked out just fine, and the local islanders were very friendly and helpful. We did have a couple of questions before and during our visit and the host, Chris, responded quickly and clearly. We mostly cooked our own meals (dining options on the island are very limited - see the hosts instructions for details). The house kitchen is modern and well equipped. At the advice of our host, we stocked up on groceries in Crisfield and brought everything with us. The house has modern laundry facilities which we used. Smith Island, though not far from DC etc, is a world away and spending 5 nights was a great way to experience it. Not everyone will want to spend time in a place like this, but if kayaking through a salt marsh looking at birds appeals to you, you’ll love it.

A‍m‍y‍ ‍C‍.

June 28, 2024

So relaxing! Smith island is lovely! This house was perfectly located and furnished and the owner super helpful.

M‍e‍l‍i‍s‍s‍a‍ ‍M‍.

February 23, 2024

Smith Island Getaway This was just what we needed. The peace and serenity of Smith Island left us feeling renewed. Ran/cycled the distance of the island daily taking in the beautiful scenery, wildlife, and chatting with the residents. We walked to the bakery and bought two Smith Island cakes which were phenomenal! Cooked in the well appointed kitchen and snuggled on the couch every evening. Chickens and ducks greeted us in the mornings and waterfowl throughout the day kept us looking through binoculars. At night we slept like babies in the comfortable, fluffy, loft bed. We actually extended our stay by a day because we weren't ready to say goodbye just yet. We must return to Mr. Winter's haven again soon! Thank you for such a pleasant and memorable experience! D&M

B‍e‍n‍ ‍H‍.

June 30, 2023

Charm and Adventure An adventure surely begins with a boat. Easily managed, transportation by one of several boats, but I'd recommend Captain Jason the Red boat gets you on and off the island. Bring some tip cash for luggage handlers both on and off the island as well as a pen and envelop for the lumber yard overnight parking. The home is fitting for a couple or small family. More than two kids might be tough, but the downstairs does offer a bed on the couch. Clean and comfortable and well-accommodated. The screened in porch is perfect for outside sitting and drinking well into the night. The bathroom is very spacious with a hot tub like tub. It was enjoyed especially by my 6 year old; I never saw him so clean. But will sadly be taken out. Washer and dryer help you come home smelling clean and fresh. The place is in easy walking distance to everything but Tylerton. You can't walk to Tylerton; you can swim. And be sure to take advantage of the kayaking and bike. Enjoy your stay but do bring books to read or take advantage of the internet. The internet worked fine with all devices going. And finally, be sure to stop and the Exxon and talk to the local clerk. It is fun to hear all the local's stories; They are more than willing to share some spilled tea. Finally, bring binoculars. The birds are fabulous here.

Services & Amenities

Property Policies

Check-in and Check-out Times

Check-in: after 13:00

Check-out: Before 12:00

Child policies

Children of all ages are welcome at this property.

Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.

Cots and Extra Beds

Please contact the hotel for details about cot and extra bed policies.

Age Requirements

The main guest checking in must be at least 18 years old

Property host

Christopher Winters

About this property

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Frequently Asked Questions

What are the check-in and check-out times at Kayak Friendly Home on the Chesapeake Bay with Bikes, Paddle Board & Golf Cart?

The check-in time at Kayak Friendly Home on the Chesapeake Bay with Bikes, Paddle Board & Golf Cart is 13:00 and the check-out time is 12:00.

How much does it cost to stay at Kayak Friendly Home on the Chesapeake Bay with Bikes, Paddle Board & Golf Cart?

Prices at Kayak Friendly Home on the Chesapeake Bay with Bikes, Paddle Board & Golf Cart are subject to change according to dates, hotel policy, and other factors. To view prices, please search for the dates you wish to stay at the hotel.

What is the cancellation policy for Kayak Friendly Home on the Chesapeake Bay with Bikes, Paddle Board & Golf Cart?

The cancellation policy for Kayak Friendly Home on the Chesapeake Bay with Bikes, Paddle Board & Golf Cart varies depending on the type of room and booking conditions.

About This Property

Hotel Star Rating	4