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Highlights
Centrally-located
You're never far from where you need to be with this convenient location.
4 bedrooms2 bathroomsSleeps 16
Popular amenities
Air-conditioning
Breakfast available
Refrigerator
Internet
Washing machine
Garden
Explore the area
Tylerton, Smith Island, MD
Tylerton County Dock
Place, Tylerton County Dock
2 min walk
Rooms & beds
4 bedrooms (sleeps 16)
Bedroom 2
2 Single Beds and 1 Child Bed
Bedroom 3
1 Queen Bed
Bedroom 4
2 Single Beds
Master Bedroom- Bedroom 1
1 Single Bed and 1 Queen Bed
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Spaces
Kitchen
Separate dining area
Garden
About this property
Spectacular Sunsets- Waterfront Home On Smith Island
Gorgeously appointed and newly renovated large historic four bedroom, two story home, on the waterfront in Tylerton, Smith Island, Marlyand in the heart of the beautiful Cheseapeake Bay. Smith Island was just voted by National Geographic Travel Magazine as one of the TOP 20 BEST PLACES in the WORLD to visit in 2016!
Comfortably sleeps 9, with 2 queen size beds and 5 single beds (additional beds available upon request)- perfect for large groups of friends or families.
Huge eat in kitchen, PLUS a dining room- total seating for 12. Spectacular water views from dining room, kitchen and three bedrooms. Lovely sunlit living room, two full bathrooms and a full mudroom with a washer and dryer.
Expansive backyard on the water (with white picket fence for the little ones) for picnicing, barbequing and lounging.
All bedroom and bathroom linens provided, as well as kitchen supplies (pots, pans, dishes, etc.) if you'd like to cook while on the Island.
Alternatively, if you would like the Bed and Breakfast experience, we can arrange for your meals to be expertly prepared and delivered by Island ladies- to your custom order!
Where is Tylerton, Smith Island? Just a short ferry ride from Crisfield, Maryland- travel back in time with your family and friends to this quaint and blissfully quiet traditional waterman's village. Enjoy kayaking, boating, hiking, beachcombing, fishing, crabbing, harvesting oysters, biking or simply taking long walks along the water. For hunters and fisherman, there is some of the best duck hunting and fishing on the East Coast!
Visit the local Drum Point Market for the world's absolute best crab cakes, or take a stroll along the crab shanty dock and visit local toy and craftmakers. Visit the famous crab picking coop, and play baseball, soccer and lacrosse and fly kites on the baseball field. Explore the incredible Pelican Rookery (right out of National Geographic!) and take a trip to a crab shanty to learn how hard shell crabs become soft shells! Spend time leasurely talking to locals all about the Island's history and their life on the island. Become an honorary Junior Fire Fighter at the local fire station, or just spend luxurious hours sitting on the dock, watching the tide ebb and flow, and eventually, the spectacular setting sun. Then watch in awe as the dark night sky comes alive with thousands of brilliantly beaming stars just for you!
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Flexible check-in available (contact host in advance of arrival)
Flexible check-out available (contact host to arrange)
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Children
Children allowed: ages 0–17
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Events
No events allowed
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Pets
No pets allowed
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Smoking
Smoking is not permitted
Important information
You need to know
Property # 817839vb
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 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
Tylerton
Located in Smith Island, this holiday home is in a rural area and 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 Horse Hammock. Discover the area's water adventures with kayaking and snorkelling nearby, or enjoy the great outdoors with cycling and hiking/biking trails.
Smith Island Cake Store at the Bayside Inn Restaurant & Carryout
Frequently asked questions
Is Spectacular Sunsets- Waterfront Home On Smith Island pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Spectacular Sunsets- Waterfront Home On Smith Island?
As of 16 September 2026, prices found for a 1-night stay for 2 adults at Spectacular Sunsets- Waterfront Home On Smith Island on 19 November 2026 start from NZ$420, 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.
Where is Spectacular Sunsets- Waterfront Home On Smith Island located?
Situated on the waterfront, this holiday home is steps from Tylerton County Dock and 0.1 mi (0.1 km) from Smith Island.
About the host
Hosted by Gretchen
Our family has two small boys, and we first found "Pauline's House" when we were looking for a vacation home off the grid where we could be immersed in nature, culture and history- we found the perfect home and location of Smith Island!
Why they chose this property
"Pauline's House", affectionately named in honor of the home's first owner, is on the waterfront with a big backyard, including a vegetable garden, picnic table and spectacular sunsets! Newly renovated to it's historic charm, the house is furnished with antiques, and all the amenities and comforts of home.
What makes this property unique
Pauline's House is a beautiful waterfront home where you can curl up with a good book while gazing out the windows upon the sparkling Bay, or from which you can get ready for your next eco-adventure! Set out crab pots or go fishing off the dock in the morning while listening to the lullaby of cormorants and gulls. Go progging (what the locals call beachcombing) along the marshy inlets to find thousand year old arrowheads. Watch the shimmering ripple of the tide as your paddle glides along the water. Feast on the day’s catch while gazing at the warm sun as it melts into the horizon across the Bay. Share laughter and good times with family and friends, and exchange knowing smiles about the secret you share- that you are in the most magical place on earth- Smith Island.