Entire home

Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst

Photo gallery for Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst

Dining
Exterior
Interior
Fridge, microwave, oven, stovetop
Outdoor dining
Smooth Sailing on Chincoteague Island is a serene retreat nestled in exclusive Oyster Bay, surrounded by Whispering Pines and overlooking the Canal. Unwind in the beautifully decorated Screened Porch or enjoy water views from huge windows while lounging on an oversized Sectional Sofa in the Living Room.

Reviews

9.2 out of 10
Wonderful

Entire home

3 bedrooms2 bathroomsSleeps 8156 sq m

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Kitchen
  • Barbecue grill
  • Air conditioning

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst

Smooth Sailing - Work like a Captain, but Play like a Pirate....

"We cannot control the wind, but we can direct the sail" - Life is busy. It gets more and more difficult to find that cherished time with family & friends. This is the sole purpose of Smooth Sailing on Chincoteague Island. It is a retreat. A destination. A place to rejuvenate and reconnect with those who matter the most. This wonderful Home was created for just that.

Located in exclusive Oyster Bay, Smooth Sailing is in the heart of the island, yet feels a million miles away. Surrounded by Whispering Pines and located directly on the Canal, its serenity will embrace you even as you pull into the driveway. This fabulous Home makes the most of both Outdoors Living & Indoor Comfort. With 3 Bedrooms and 2 Full Baths, it sleeps 8 more than comfortably. Before you even enter the house, you'll want to run to the backyard and take in those Views and that Salty, Sweet Bay Breeze.

Upon entering Smooth Sailing through the fabulous & beautifully decorated Screened Porch, you're already thinking what a great place this would be to sneak away with a good book. Opening the door, the Soaring Ceiling & Wall of Windows to the Water are simply stunning. This Home is both open & cozy at the same time. The Living Room features an oversized Sectional Sofa you'll love sinking into after a fun-filled day on the Beach, Flat Screen Cable TV, and of course, Free WiFi. Light, bright, and beachy with colors of Sand & Sea throughout, you can relax and still take in the Water Views from the huge windows.

The Open Floor Plan at Smooth Sailing is perfect for gathering and entertaining. The Living Area opens to the spacious Dining Area & Kitchen, with plenty of room for all at the Dining Table and Breakfast Bar. Even the Chef in the family can take in fabulous views while preparing the Fresh Catch of the Day. Dine indoors in the Central AC or Al-Fresco on the Waterfront Deck, while listening to the Tree Frogs.

Also on the 1st Floor are 2 Bedrooms and a Full Bath with Tub/Shower Combo. Bedroom 1 has 2 comfy Twin Beds and a Twin Trundle. Adorned in Nautical Navy with a fun Whale Theme, it 's just a great place to spend time. Right next door is Bedroom 2, with a Queen Bed, decorated with a Nautical Flair. You'll love the Custom Tilework in the Full Bath, which is convenient to both the Living Area and Bedrooms. Follow the Warm Wood Railing upstairs, and you'll fine a Loft overlooking the Living Area, as well as the Master Bedroom with luxurious King Bed and Flat Screen TV. The Master Bath has a Walk-in Shower and lovely vanity.

If the Indoor Living at Smooth Sailing isn't enough, just wait until you check out the backyard, aka Paradise. Being directly on the Canal certainly has its advantages. The kids (and the kid in you) will delight in fishing and crabbing right from your Private Dock. Bring your Kayaks and launch them in the calm canal water. Don't have kayaks? Let us know and we can help you arrange to have them delivered when you arrive. With a depth of roughly 2 1/2 feet, feel free to bring your boat! Direct access to the Bay is right at the end of the canal - the flounder are waiting for you! And there's nothing better than relaxing in the Swing under the house with a glass of wine as the sun sets. Just pure paradise.....what are YOU waiting for?

Smooth Sailing - Catch the Wind in your Sails. Explore. Dream. Discover.

Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Flat-screen TV with cable channels

Outdoor areas

  • Barbecue grill
  • Dock
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • On the waterfront

Things to do

  • Water park
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Motor boating nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden
  • Unit size: 1,680 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

150425

About the neighborhood

Located in Chincoteague, this vacation home is on the waterfront. Captain Timothy Hill House and Assateague Lighthouse are local landmarks, and the area's natural beauty can be seen at Chincoteague National Wildlife Refuge and Oyster Bay. Maui Jack's Waterpark and Wallops Flight Facility are also worth visiting. Motor boating, fishing, and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Chincoteague Island, VA

What's nearby

  • Oyster Bay - 9 min walk - 0.8 km
  • Captain Timothy Hill House - 5 min drive - 2.8 km
  • Maui Jack's Waterpark - 5 min drive - 3.1 km
  • Robert N. Reed Downtown Waterfront Park - 6 min drive - 3.9 km
  • Museum of Chincoteague - 7 min drive - 3.8 km

Getting around

  • Ocean City, MD (OCE-Ocean City Municipal) - 76 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Island Creamery - ‬4 min drive
  • ‪Ropewalk - ‬5 min drive
  • ‪Teaguers - ‬3 min drive
  • ‪Steamers - ‬4 min drive

Frequently asked questions

Is Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst?

Check-in begins at 4:00 PM.

What time is check-out at Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst?

Check-out is at 10:00 AM.

Where is Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst located?

Situated on the waterfront, this vacation home is 0.4 mi (0.7 km) from Oyster Bay and within 3 mi (5 km) of Maui Jack's Waterpark and Captain Timothy Hill House. Chincoteague Channel and Robert N. Reed Downtown Waterfront Park are also within 3 mi (5 km).

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