Spectacular Sunsets- Waterfront Home On Smith Island

4.8

Outstanding(17 Reviews)

House in Chesapeake Bay, NC

16 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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!

Amenities

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Laundry

Garden

Family friendly

Map of Chesapeake Bay, NC

Nearby attractions

Yorktown Battlefield

92.4 mi

American Revolution Museum at Yorktown

Spectacular Sunsets- Waterfront Home On Smith Island

4.8

Outstanding(17 Reviews)

House in Chesapeake Bay, NC

16 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Amenities

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Laundry

Garden

Family friendly

Map of Chesapeake Bay, NC

Nearby attractions

Yorktown Battlefield

92.4 mi

American Revolution Museum at Yorktown

Reviews

4.8

Outstanding(17 Reviews)

4.8

Jul 2024

We had a great stay- very comfortable house with lots of room. Great location!

4.8

May 2024

We all enjoyed staying in this older house in Tylerton close to the dock and water. Only a few steps to the Drum Point Market for food supplies. Tylerton is a good place to get away and meet some good friendly people from Smith Island. There aren't a lot of amenties in the town and area, but the house is well-equipped with wifi, heating and cooling. It's quiet - a good place to read and stroll.

4.8

Apr 2024

Our visit to Tylerton was nothing short of Awesome. Gretchen is always such a great host! Thank you so much for our stay!!!

4.8

Jul 2023

We stayed with 5 adults and one infant and the house has plenty of indoor and outdoor space to spread out and relax. The views can’t beat. Look out any window and you know you’re in beautiful Tylerton and I’ve never been anywhere like it. The house is steps away from the county dock and the market. We strolled around wondering at the singular beauty of the place. We sunned ourselves on the dock in the afternoon, watching turtles and marveled at the distant lightning storms. We enjoyed crab cakes from the market, a dinner cooled by Mary, a cake from Kristen and a pontoon cruise to see the Pelican rookery. Everyone we met on the island was lovely. I’m already plotting my next visit.

4.8

Jul 2022

What a wonderful stay. The host was excellent, the island folks were the friendliest we’ve ever met. The house was very nice and had just about everything we needed. We’d love to come back!

4.8

Jun 2021

Enjoyed our stay

4.8

Jun 2021

Enjoyed our stay

4.8

Oct 2020

The house is neat, comfy, quiet environment. I was looking for a peaceful staying and I got it!

4.8

Oct 2020

My family had a relaxing weekend on Tylerton staying at Pauline's House. We rented kayaks in Crisfield and took them over on the ferry with us. The water was beautiful! The crab cakes and old bay fries at the Drum Point Market were delicious!!! Don't forget the Smith Island Cake!!

4.8

Jul 2020

We had a great time on Smith Island. I will forewarn, bring what you need to begin with. Going back and forth to crisfield for supplies isn’t exactly fun. The property has a well equipped kitchen and everything you need to enjoy the stay. Also, catching 25 inch rockfish off the dock is always fun.

4.8

Aug 2019

Loved to come back here for weekend vacation. People are so nice and and the place is quiet and serene. They have fresh crabs and the store sells delicious Smith Island cake.

4.8

Aug 2019

Super in all respects, especially the friendliness of the residents, and the help provided by Gretchen, before our arrival.

4.8

Aug 2018

We had a wonderful time during our stay in Tylerton! Gretchen’s house was lovely and provided everything we needed. We enjoyed crabbing, swimming and kayaking, and just generally “unplugging” from the typical busyness of everyday life! We attended church on Sunday and enjoyed a freshly baked Smith Island cake, made by our “neighbor” Mary Ada herself!! Smith Island is truly a step back in time and was sooooo refreshing! We will return! Just some helpful info...the store is not open on Sunday and there are no restaurants on Tylerton, so plan ahead! Also, bring as much of your own food as possible, as the stores prices are significantly marked up! With that being said, they had everything we needed, and their food was very good!

4.8

Aug 2018

Wonderful people on smith island. I wish I would have brought a boat. The House was nice, roomy, and very clean. Thank you all for having us.

4.8

Jul 2018

My husband and I had rented this property mid-June. If you are a writer, photographer, artist, birder, or traveling with a group to kayak or paddle board this may be the ideal place.There is a lot of solitude for everyone in your group. Bring EVERYTHING you will need. Drum market has a good convenience store type inventory ie milk,eggs,and excellentl crab cakes and you can get ice at the shed on the dock where the boat (Jason II) drops you off. (Only a stones throw from the house.) The kitchen was good size and most pantry type things stocked. Not any room to put groceries as the owner has their things in the cupboards but there is a large kitchen table to put your groceries. Also don’t plan on using the freezer (ample frig space)the owner has their things occupying freezer space. The home is very comfortable including the beds and linens and plenty of towels. I recommend bringing your own pan scrubbing sponge and handiwipes. The scrubbers there were shall we say less than sanitary. There is no outside grill, no screened porch,or any porch, no WiFi ,no TV(owners say it’s spotty but we had none),no cable (some dated children’s DVD’s but not much for the adults) There is only a small computer screen to view these)There are some games but not a complete deck of cards available. There are no beaches, no place to swim, no lawn chairs, (a picnic table but no umbrella) not a good place for eating as the mosquitos and flies will have a banquet as well. We shared a slice of the famous Smith Island cake but not too impressed. The crab co-ops were not in business at the time ( not there fault) Plan on cooking as the only restaurant is in the Drum market and they close around 3-3:30. We did not have the opportunity to visit Ewell (pronounced Youll) as we had a family matter to attend to. Also since one needs to bring absolutely everything, the good news is you can bring your vehicle right up to the boat to load your stuff and then park your vehicle for $3/day. Just check with the visitors office (right side of the maim street) in Crisfield and they’ll direct you where to park. We didn’t bring any bottled water the tap water was very good. And of course the island is dry so you will need to bring your own alcohol. It would be nice if the owners provided some kayaks or paddle boards as a means to have some fun in the water but you must bring your own toys.As the saying goes “ it is what it is.”(A first-aid may be a good idea too)

FAQs

How much does this house cost compared to others in Chesapeake Bay?

The average price for a rental in Chesapeake Bay is $412 per night. This rental is $149 less expensive than the average.

Is parking included with this house?

Parking is not specified as an available amenity at Spectacular Sunsets- Waterfront Home On Smith Island. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Spectacular Sunsets- Waterfront Home On Smith Island pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Spectacular Sunsets- Waterfront Home On Smith Island?

We found 7 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, laundry, and tv.

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Spectacular Sunsets- Waterfront Home On Smith Island

House in Chesapeake Bay, NC

Reasons to book

About this house rental

Amenities

Map of Chesapeake Bay, NC

Nearby attractions

Spectacular Sunsets- Waterfront Home On Smith Island

House in Chesapeake Bay, NC

Reasons to book

About this house rental

Amenities

Map of Chesapeake Bay, NC

Nearby attractions

Reviews

FAQs

How much does this house cost compared to others in Chesapeake Bay?

Is parking included with this house?

Is there a pool at this house?

Is Spectacular Sunsets- Waterfront Home On Smith Island pet friendly?

What amenities are available at Spectacular Sunsets- Waterfront Home On Smith Island?

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