Sail Cape Charles

  • Enjoy a sunset cruise in the bow of the 29' sloop StewardShip in the Cape Charles Bay.

    Enjoy a sunset cruise in the bow of the 29′ sloop StewardShip in the Cape Charles Bay.

Nearby Rentals

–  Sail Cape Charles

Enjoy a sunset cruise in the bow of the 29

Sail Cape Charles

Two Hour Sail $50 per person Three Hour Sail $65 per person We will be happy to entertain your special cruising needs!S/V Stewardship carries a maximum of four passengers.
1 – Life’s A Beach – Room for Everyone – 1 Miles

 Lifes A Beach Front View

Life’s A Beach – Room for Everyone

Able to sleep 15 in beds, this home works great for family reunions or for a multi-family get together.
With bedrooms on the 2nd and 3rd floors, there is plenty of room to spread out so everyone can enjoy the place without crowding. There is cable TV in the family room and three bedrooms, a blue-ray player in the family room, and a DVD player in bedroom 4. Bedroom combinations: Bedroom 1 – King, Bedroom 2 – 1 twin trundle and 1 bunk bed (full on the bottom, twin on the top), Bedroom 3 – 1 Full, Bedroom 4 – 1 full and 1 bunk bed (full on the bottom, twin on top). Bedroom 5 – 1 queen.

Located only one block from the main street with its shops and eateries there are now a great new pizza place and Brown Dog Ice Cream (ranked among the top ten in the country by Trip Adviser). This is a golf cart friendly town and carts are available for rent at several places as well as beach cruiser bikes. Day trips to Chincoteague and Virginia Beach and even Williamsburg are all doable.

Visit Cape Charles, stay at Life’s A Beach and experience one of the best vacations you can have.

2 – Chesapeake Dream – Restored Victorian 1 Block to the Town Beach! – 400 Yards

Stately Victorian 4 homes from the beach

Chesapeake Dream – Restored Victorian 1 Block to the Town Beach!

You must enter the dates of your requested stay in order to get correct pricing. If you do not enter your dates, the prices shown do not include taxes and fees that are charged on a per stay basis.

Recently bought and already a showpiece. The owners have furnished their home with the comfort of their guests in mind. Located a short 1 block to the beautiful Cape Charles town beach, this home offers 4 bedrooms, 3.5 baths, office, 2 dining rooms, a spacious modern kitchen with plenty of prep area, a convenient laundry room off the kitchen and both side and back doors for convenience. The second level offers 3 spacious bedrooms and 2 full baths. The third level is a true hideaway. Great for kids and also wonderful for a parents retreat. Spacious and private with an en-suite full bath.

Sit on the covered wrap around porch in comfortable rocking chairs and enjoy people watching, catching up on a good book or a midday nap. When your rested from a hard day at the beach, walk the two blocks into town for restaurants, shopping, homemade ice cream (so good!) and watching the sun set over the Bay. We celebrate sunsets, as one is more beautiful than the next.

Cape Charles is golf cart friendly. Leave your car at the house and explore the town and Bay-Creek from your golf cart rental. From chartering a boat, to taking a guided kayak tour, horseback riding, winery tours, eco tours or antiquing , you’ll remember this vacation for years to come.

3 – The Mermaid – Sleeps 10 in Prime Location – 400 feet to the beach – 200 Yards

The Mermaid – Sleeps 10 in Prime Location – 400 feet to the beach

THE MERMAID is a unique setting for families and groups looking for a getaway to clear the mind and revitalize the spirit. One will find themselves a one-block walk from the sands and calming waters of the Chesapeake Bay. A friendly historic town featured in Travel & Leisure, Coastal Virginia, Southern Living magazines and The Washington Post is just a few steps away and ready to be embraced. THE MERMAID’s front porch is your front row seat for the comings and goings of Cape Charles Harbor and the beautiful sunsets of the Eastern Shore. After extensive renovations, this newly decorated beach home offers five bedrooms, two full bathrooms, and an open backyard and deck for outdoor dining, relaxation or entertainment. Casual, comfortable furnishings and décor make this home perfect for a warm, southern, relaxing atmosphere. Each room is created with simplicity, color and comfort. Open space and seating areas throughout the home will allow you to create memories using our Game Cupboard, sharing conversation, or quiet reading. THE MERMAID is ready to help you explore the magic of Cape Charles, Virginia.

 

4 – Beach Time – NEWEST RENTAL 1 SHORT BLOCK TO BEACH! – 400 Yards

BEACH TIME!

Beach Time – NEWEST RENTAL 1 SHORT BLOCK TO BEACH!

Imagine walking out your door and seeing the Dunes of the Beach. One short block is all it takes to reach one of the best beaches on the Eastern Shore.

This Ranch style home offers 3 bedroom, 2 full baths, Living Room, Dining Room, Kitchen and Screened in Porch. Off street parking is also another rare amenity in Cape Charles.

The home is conveniently located one short block to the Beach and 3 blocks to town. The fishing pier is within walking distance and no fishing license is required.

A perfect location for walkability to the main street in town with Shopping, Restaurants, Library, Pharmacy, Ice Cream Parlor, Bakeries, Theater, Fishing supplies, Wine and Cheese Shop, Pub, Distillery, Cider, and much more!  You can Rent a golf cart for the week. Cape Charles is golf cart friendly!

This is a great location for day trips to Virginia Beach, Norfolk, Williamsburg, Busch Gardens and Chincoteague. A wonderful chance to cross the 20 mile Chesapeake Bay Bridge/Tunnel!

This is truly a wonderful chance to reconnect with family and friends. The pace is slower, the people friendly and we know you’ll want to return to experience it again.

5 – Bay Dunes – BEAUTIFULLY APPOINTED HOME WITH BAY VIEWS AND PRIVATE COMMUNITY BEACH – 4 Miles

Steps away from private beach access

Bay Dunes – BEAUTIFULLY APPOINTED HOME WITH BAY VIEWS AND PRIVATE COMMUNITY BEACH

Plenty of room and privacy in this extra-large luxury home in the desirable Bay Ridge community, steps from the best private beach on the Eastern Shore.

This vacation home is located on the BEST BEACH on the Eastern Shore.

  • Five bedrooms, each with private full bath and flat screen TV
  • Den with queen Futon bed and large flat-screen TV
  • Spacious family entertainment area
  • Open gourmet kitchen with large island, breakfast bar, 2 dishwashers and 2 ovens
  • Additional Refrigerator in Garage
  • Water filtration system
  • Dining room with large dining table
  • Powder room
  • Two expansive decks w/deck furniture
  • Screened in porch
  • Beautiful wooded lot with Chesapeake Bay views
  • Two outdoor showers with dressing rooms
  • Electric Blower to inflate water toys
  • Enjoy the Bay Ridge community, with private pool, covered picnic area and tennis courts.

 

Most of our properties have 4 to 7 night minimums stays during peak season (June 18 to September 9). If you have a special need, don’t hesitate to contact us. 

This beachfront home is waiting for a large family to enjoy the 5 bedrooms plus Den, 5.5 bathrooms, spacious entertaining area and a large gourmet kitchen. In addition, enjoy the expansive decks and screened in porch with views to the Bay. Walk to the end of the driveway and see the boardwalk leading to the communities private beach. Walk to the end of the block and enjoy the community pool. Take advantage of 2 convenient outdoor enclosed showers to shake the sand or chlorine off before entering the home.

6 – Huntington Farm – Great Gathering Place – 3 Miles

Aerial Photo

Huntington Farm – Great Gathering Place

Huntington Farm is a fantastic 14 acre gathering place for a large family or multi-family group.  Situated along Cherrystone Creek just 5 miles from the town of Cape Charles, it dates from the 1600’s when it was known at the Huntingdon Farm. Somewhere along the way, the “d” was replaced by a “t”  and hence the name Huntington. It is an ideal setting to get away from it all but still close to the great shops and restaurants in the town.

Built in the 1600’s and fully restored, it has a huge living area including a formal living room, formal dining room, a large modern kitchen and a family room with large picture windows looking out on Cherrystone Creek. The second floor sleeping areas include three bedrooms with en suite baths. Bedroom 1 has a king bed, bedroom 2 has a queen and bedroom 3 has two sets of bunk beds. There is also a sleeping/sitting room that has two day beds (twin size). 

7 – DUNE BRIDGE – Breathtaking Bay Views From Almost Every Room. Front Row Seats at Sunset! – 4 Miles

Vacation Rental

DUNE BRIDGE – Breathtaking Bay Views From Almost Every Room. Front Row Seats at Sunset!

Cape Charles pristine beachfront custom built home with unobstructed views of the Chesapeake Bay and beyond located just south of town. Inside you will find 4 Bed Rooms and 4 Baths and over 4434 sq ft. The main floor has an open floor plan that faces toward the sunset with views across the 18 mile wide Bay. Just imagine the views you will enjoy from 2000 sq feet of decks that surround this magnificent home. The Master Suite takes up the entire 3rd floor with sweeping views of the Bay. The en-suite bath and sitting area with Queen sleeper sofa complete the Master Bedroom retreat. Heart pine and tile floors throughout. Located just steps from the wide powder white beach known locally as Sugar Hill and accessed by your own boardwalk. Equipped with a summer kitchen with direct access to the back yard. A large enclosed gazebo with electric and a raised deck by the beach are just a few of the amazing amenities you’ll find at Dune Bridge!

8 – BayCation – Sleeps 8-TWO blocks to the beach! – 700 Yards

Four Square 2 Blocks to the Beach

BayCation – Sleeps 8-TWO blocks to the beach!

Situated on a double lot, this gorgeous historic home is just two blocks from the beach, two blocks from the park, and four blocks from town!

Pottery Barn Grand furniture in the spacious living room, a welcoming foyer, and formal dining room. 

Upstairs are 4 bedrooms; one with TV, and a full bath. One King, 2 Queen’s and 2 twin beds.

Granite countertops, pendant lights, and dishware: this Kitchen offers all the amenities 

For dining al fresco, choose the expansive  furnished porch or oversized backyard. The porch offers bay views and breezes with Elecrtical outlets and stained glass lighting to enhance your porch experience .Enjoy morning coffee, evening cocktails, and our famous sunset!

Oversized back yard is fenced and privacy landscaped. Enjoy the garden seating and table, relax by the fire-pit, and grill while watching the fish in the koi pond with a life-size heron sculpture. Play with the included games, badminton, boogie boards, and available beach chairs. 

Rinse yourself off in the Outdoor Shower with hot and cold water. Enclosed for privacy.

Cape Charles location is poised for great day trips to Chincoteague, Williamsburg, Busch Gardens and Virginia Beach. The town offers a five acre Central Park with a children’s playground, 2 Marina’s, public boat dock, fishing pier (no license needed), shopping, restaurants, library, ice cream shop, medical facilities, ATM, pharmacy and 2 miles on the highway is Food Lion grocery store.

BayCation is sure to please, rejuvenate, and become a family favorite!

Check in and Check out are Saturday to Saturday

 

 

9 – BayPoint – New Pet Friendly Listing – 1 Miles

BAY POINTE

BayPoint – New Pet Friendly Listing

Baypoint is a wonderful family vacation home that just became available. The new owners have lovingly improved the features of the home making it a great vacation retreat. This home offers 3 bedrooms, 2 full baths, a dining area as well as seating at the Kitchen breakfast bar. A Living room and Family room to spread out. The Family room has a sleeper sofa making it possible to sleep 8 comfortably. Upstairs are 3 bedrooms. Two with queen beds and the third bedroom with bunk beds. A full bath with tub is also on the second floor.

The home has a side entrance off the kitchen that leads to the backyard. A new brick patio was just installed as well as a fire pit. There is alley access for off-street parking as well as street parking in front.

 

 

10 – Pink Pearl-Pet Friendly – 1 Miles

Pink Pearl

Pink Pearl-Pet Friendly

Wonderful accommodations at an affordable price. Just 6 1/2 blocks to the beach, this comfortable cottage is located in the Historic town of Cape Charles. Offering 3 bedrooms and 2 full baths, this home can sleep 6 comfortably. A fully equipped kitchen and laundry room add to the convenience of your stay. Walking or biking distance to the beautiful town beach, marina, shopping and restaurants. Rent a golf cart to get around town. Cape Charles is Golf cart friendly.  Back alley access for your boat or RV.
We offer concierge services and will be glad to assist you with dining reservations, golf cart, kayak and bike rentals as well as bookings for fishing and sailing charters and guided kayak tours. Feel free to call us about any of your needs.                                                        

Map

 

 

Welcome aboard Sail Cape Charles! If one of our cruises doesn’t meet your needs, let us know how we can create one that does.

Enjoy an evening under sail aboard S/V StewardShip out of Cape Charles, Virginia. Experience the fresh breezes that the lower Chesapeake Bay has to offer while the sails fill and pull you and your crew toward no particular place. Perhaps a few dolphin will play with us along the way as we pass the remains of the Cherrystone Bar Light and the Old Plantation Flats Lighthouse.

2011 Rates**

Two Hour Sail $50 per person
Three Hour Sail $65 per person
We will be happy to entertain your special cruising needs!

S/V Stewardship carries a maximum of four passengers.

 

Details


Category:
Tourist Attraction
Phone:
973-479-3346
Email:
SailCapeCharles@yahoo.com