Kayak Friendly Home on the Chesapeake Bay with Bikes, Paddle Board & Golf Cart
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1 room, 2 adults, 0 children
All properties in Smith Island
Kayak Friendly Home on the Chesapeake Bay with Bikes, Paddle Board & Golf Cart
Smith Island, Maryland, 21824
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Amenities
Gym
Table tennis room
Wi-Fi in public areas
Kayaking
Water sports equipment
Beach towels
BBQ
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 8:00 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 allowed: in designated areas.Use ashtray and empty ashes. Ok to smoke outside..About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
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10.0/10
Cleanliness10.0
Amenities10.0
Location10.0
Service10.0
All 13 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
13
1 Bedroom Private Vacation Home
1 queen bed
Free Wi-Fi
Smoking Permitted
Air conditioning
Refrigerator
TV
Wi-Fi in room
Check Availability
Guest Reviews
10.0/10
Outstanding
13 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. SEK 11.00). Trip Coins can be used to save instantly on room rates.
Timothy S.
October 28, 2025
Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host.
Amanda W.
October 8, 2025
This was our first visit to Smith Island and the Double H was perfect. It was close to the ferry landing so getting there was very easy. The house was well appointed and felt like home as soon as we arrived. We enjoyed the quiet of the island and we were able to fully disconnect and relax Thank you for a great day.
Debra M.
September 21, 2025
Such a lovely, cozy little house. Right in town. We could walk to restaurants and the bakery. We really enjoyed talking with the islanders and the walk out to Rhodes Point was beautiful.
David
September 1, 2025
The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much.
Karen T.
July 28, 2025
Very comfortable house that had everything we needed. Having the golf cart included in the rental was super convenient. The only downside was the sulphur smell of the water but otherwise the property was well cared for and a great location. First time to the island but we had a great time. Pelican island was amazing
Trevor H.
July 28, 2025
Great stay, Christopher was accommodating. Great place for 2-3 people. Golf cart was a great add on. Friendly neighbors. Very short walk from boat ( use green boat) Otis
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.
Services & Amenities
Most popular amenities
Gym
Table tennis room
Wi-Fi in public areas
Gym
More Amenities
Internet
Wi-Fi in public areas
Health & wellness
Kayaking
Table tennis room
Water sports equipment
Gym
Activities
Beach towels
Public areas
BBQ
Garden
Smoking area
Cleaning services
Clothes dryer
Facilities for children
Children's toys
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.
Cribs and Extra Beds
Please contact the hotel for details about crib and extra bed policies.
Age Requirements
The main guest checking in must be at least 21 years old
Property host
Christopher Winters
About this property
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 8:00 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 allowed: in designated areas.Use ashtray and empty ashes. Ok to smoke outside..About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
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About This Property
| Hotel Star Rating | 4 |
|---|