Entire home

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Photo gallery for Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Exterior
Terrace/patio
Have your morning coffee on the new front deck
New door with keypad used for entering home.
Updated kitchen. Open door leads to bathroom. Other door has keypad from porch.

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 390.3 sq m

Popular amenities

  • Pet-friendly
  • Dryer
  • Washer
  • Fireplace
  • Air conditioning
  • Barbecue grill

Explore the area

Map
Smith Island, MD
  • Smith Island
    ‪19 min walk‬
  • Somers Cove Marina
  • Point Lookout State Park

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

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Relax in this 1910 era Smith Island home. Has one large upstairs bedroom with second twin bed separate from main bedroom. Comfortable family room with new furniture and seating for 5. Enclosed patio is ideal in the summer. Large kitchen fully stocked to cook your meals. Large bathroom recently renovated with new shower, vanity and washer/dryer. Easy access to the water. Kayak, SUP, and bikes are available. Island is only accessible by boat. Enjoy the tranquility of this unique place. Truly a special place never to be forgotten. Golf cart is included and will 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 and strap down the cover

Property manager

Christopher Winters
Premier Host

Add dates for prices

Amenities

Kitchen
Washer
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 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
$50 for each pet per stay
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Smoking

Smoking is not permitted
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

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

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 Sea Mark Marine.
Map
Smith Island, MD

What's nearby

  • Terrapin Sand Point - 3 min walk - 0.3 km
  • Smith Island - 19 min walk - 3.9 km

Restaurants

  • ‪Bayside Inn Restaurant - ‬5 min walk
  • ‪Smith Island Baking Company - ‬1 min walk
  • ‪Smith Island Beans - ‬7 min walk

Frequently asked questions

Is Get away to relax on Smith Island in the Chesapeake Bay with golf cart included pet-friendly?

Yes, this property allows dogs (limit 2 total).

What time is check-in at Get away to relax on Smith Island in the Chesapeake Bay with golf cart included ?

Check-in begins at 1:00 PM.

What time is check-out at Get away to relax on Smith Island in the Chesapeake Bay with golf cart included ?

Checkout is at 11:00 AM.

Where is Get away to relax on Smith Island in the Chesapeake Bay with golf cart included located?

Situated in Smith Island, this holiday home is 0.2 mi (0.3 km) from Terrapin Sand Point and 2.4 mi (3.8 km) from Smith Island.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Tom K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 1 night in Sep 2024

10/10 Excellent

Amy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

So relaxing!

Smith island is lovely! This house was perfectly located and furnished and the owner super helpful.
Stayed 2 nights in Jun 2024

10/10 Excellent

Melissa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Stayed 4 nights in Feb 2024

10/10 Excellent

Kevin J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 5 nights in Aug 2024

10/10 Excellent

Ben H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 3 nights in Jun 2023

About the host

Hosted by Christopher Winters

Host profile image
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.

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