Chatham Vineyards

  • A local lure for wine connoisseurs and vacationeers alike, Chatham Vineyard's lush vines and historic buildings draw interest.

    A local lure for wine connoisseurs and vacationeers alike, Chatham Vineyard’s lush vines and historic buildings draw interest.

Nearby Rentals

–  Chatham Vineyards

A local lure for wine connoisseurs and vacationeers alike, Chatham Vineyard

Chatham Vineyards

Nestled on Virginia’s eastern shore, a historic working farm dating back four centuries, Chatham Vineyards grow quality grapes for use in fine wines. Come visit them at special events held in their winery and at festivals around Virginia!
1 – Cherrystone Creek Farm – 15 Miles

Cherrystone Creek Farm

Cherrystone Creek’s Huntington Farm is a fantastic  14 acre gathering place for a large family or multi-family group as well as an excellent waterfront location for weddings and events. Situated along Cherrystone Creek just 5 miles from the town of Cape Charles, 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 areas 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). 

2 – Neptune’s Castle – 20 Miles

Neptune’s Castle

4+ bedroom, 3.5 bath sleeps 10 with room to spare. Located a few hundred feet from the private beach entrance walk and within sight of the community pool, this completely modern brick home is the perfect combination of location and comfort. The kitchen features all new appliances, granite counters and plenty of seating. There is additional seating in the adjacent open hangout room as well as a desk and flat screen TV. Just off the kitchen is a sun room that opens onto the patio with a built in gas grill.

The living room has 4 recliner sofas and a 36″ flat screen TV. Also on the first floor is a small den with a queen size sofa bed. 

There is a half bath on the first floor as well as a full bath in the tiled garage that will serve as a game room. The owner plans to put several games there including air hockey.

There are 4 bedrooms on the second floor, a king bedroom with a TV, a queen bedroom and two bedrooms that each have two twin beds. This is a great house for kids.

Located within a few minutes drive of Cpae Charles with its restaurants and shops. It is close to the Chesapeake Bay Bridge Tunnel allowing for day trips to Virginia Beach and the historic triangle of Williamsburg-Jamestown-Yorktown. 

Best of all though, it is a quick stroll to the best beach on Virginia’s eastern shore and it is a great swimming beach for kids.

3 – Bay Cottage – 200 Feet to The Beach – 15 Miles

Across from the beach. Only about 200 feet.

Bay Cottage – 200 Feet to The Beach

The most affordable BEACHFRONT vacation rental in Cape Charles/200 FEET FROM THE BEACH with access walkway over the dunes sits BAY COTTAGE. Step out the front door and be on the white sand beach in less than a minute. The cottage sleeps 8 with 3 bedrooms and two baths plus a queen size sofa bed in the living room. The Living Room and Sunroom face the Bay with spectacular sunsets. The dining room seats 6+ and conveniently located right off the modern kitchen. A large patio offers comfortable outdoor seating and has a full size gas grill. The property offers off street parking for your convenience.

Bedrooms 1 and 2 offer queen beds and bedroom 3 offers two twin beds. As mentioned, there is a queen size sofa bed in the living room and a portable pack and play play pen. The cottage works well for a family or a group of friends to spend a beach vacation in a charming town where everything is within walking distance. 

Cape Charles offers an array of dining and shopping. Charter fishing, kayaking and eco tours let you experience the amazing ecosystem this area offers. Bring your boat and launch off the public boat ramps of Cape Charles, Kiptopeake or Oyster. Rent a golf cart while your here as Cape Charles is golf cart friendly.

If you feel like venturing out of town, Cape Charles is conveniently located for great day trips to Chincoteague, Virginia Beach, Busch Gardens and Williamsburg.

Come back and watch the most amazing sunsets right out your front door!

 

4 – Barefoot on the Beach – 15 Miles

Barefoot on the Beach-2 BLOCKS TO THE BEACH

Barefoot on the Beach

People watch from the open front porch of this Eastern Shore style 3 bedroom, 1.5 bath home. 2 BLOCKS TO THE BEACH AND 2 BLOCKS TO TOWN. Perfect to enjoy coffee in the morning or relaxing after a hard day at the Beach!

The large foyer welcomes you to the Living Room with a large sectional sofa and flat screen TV and DVD player. The Dining Room has room for 6 and the oversized kitchen has additional seating for 4. The laundry room and half bath are located on the first floor as well with access to the backyard.

Upstairs are 3 good size bedrooms offering 1 King, 1 Queen and 2 Twins. There is a full bath offering a tub/shower combination and plenty of space to keep your essentials.

Outside is a hot/cold shower to wash off the Beach before you enter the house. Outdoor dining is provided on the front porch as well as the back patio along with a gas grill.

Enjoy the convenience of Dining, Shopping, Kayaking, sailing, fishing, boating, and golfing all without leaving town. Rent a golf cart during your stay (Book early as they sell out quickly!).

If you do explore the area, Cape Charles is a convenient place to day trip to Chincoteague, Virginia Beach, Busch Gardens and Williamsburg.

 

 

5 – AT LAST Cottage-PET FRIENDLY-Sleeps 6, Two Blocks To Beach, 1 Block to Town – 15 Miles

Victorian Beach House 2 Blocks to the Beach

AT LAST Cottage-PET FRIENDLY-Sleeps 6, Two Blocks To Beach, 1 Block to Town

AT LAST is the perfect name for this Victorian Beach House. The owners have lovingly brought the home back to life and now want to share it with you. This PET FRIENDLY home is 2 blocks to the Beach, 1 block to Town and 2 blocks to the 5 acre Town Park. Park your car for the week and explore the Town on foot or in a rented golf cart. Cape Charles is golf cart friendly.

The home offers 3 bedrooms, 2 full baths, living room, dining room, family room, kitchen and laundry room. A large fenced in back yard with mature growth trees and plantings offer a cozy setting as your sitting around the fire-pit.

Cape Charles offers great restaurants, shopping, gourmet markets, art galleries, theater, pharmacy, medical services and library. No license is required for the Town fishing pier so bring your polls.

Do you like horseback riding, antiquing, fishing, sailing, jet skiing, kayaking, windsurfing?. We have all that and more. Bring your family on a vacation they will remember. We know you’ll be back.

6 – Sunset Bay – 15 Miles

Welcome to Sunset Bay

Sunset Bay

Our newest vacation rental with amazing views of the Chesapeake Bay. Enter the spacious foyer and up one flight to an incredible open concept Living Room, Dining Area and Large Kitchen with all the bells and whistles. The living room is spacious with wraparound couch and lounge chairs facing the large screen TV and fireplace. Looking west out the sliding glass doors is a full balcony and an enclosed screened in porch looking out over the Bay and beach. 

The Dining Area can seat 10 and the Breakfast Bar an additional 2 guests.

The kitchen is fully equipped and offers dishwasher, disposal, microwave, wall oven, cook top, serving dishes, pots, pans, utensils

There are 2 downstairs bedrooms. The master with master bath and a second bedroom with access to its own bathroom.

On the main level a third bedroom offering bunk beds. A single upper and a double lower. The den offers a queen sleeper sofa.

The third level offers amazing views as well as a balcony to relax and enjoy the sunsets. A wet bar and a mini fridge complete the loft.

The home is located in the Historic town of Cape Charles in the resort community of Bay-Creek.

This home enjoys access to a community pool and tennis court, two signature golf courses (fee charged), private beach as well as the town beach.

Plenty of shopping, restaurants, fishing, kayaking, eco tours, antiquing, horseback riding, jet skiing, bird watching, 

Cape Charles is poised for great day trips to Chincoteague, Virginia Beach, Williamsburg and Busch Gardens.

We require a minimum stay of 3 nights over Memorial Day and Labor Day weekend.

 

7 – Luxury Craftsman Cottage-Sleeps 6, Only 500 Feet To Beach – 15 Miles

Luxury Craftsman Cottage-Sleeps 6, Only 500 Feet To Beach

“Built with character” this mission-style cottage is actually under 15 years old yet looks like its been here for a century. One block from the beach in the serene Chesapeake Bay town of Cape Charles. Step back in time to a Mayberry-like atmosphere in a pristine cottage with all new furnishings. This home was built to seamlessly fit in to the turn of the century architectural style of the town, and is furnished with a beachy restoration theme in mind. If you want a fully-stocked rental located one block from town and one block from the beach, this home is for you! Perfect for a family, couples (golfers will enjoy nearby Bay Creek!) and girls weekends! A luxury property.

8 – Family Tides – Great For Reunions and Multi-Family Gatherings – 15 Miles

Family Tides – Great For Reunions and Multi-Family Gatherings

Formerly know as the Quarter Master, Family Tides is a fully restored and renovated Victorian home dating from 1928 and one of the structures contributing to the Historic District classification of Cape Charles. Located just a short walk from the public beach and 1 block from the main street shops and eateries, Family Tides sleeps as many as 16 in beds. Ideal for large families or multi-family groups, it has multiple living areas that allow evryone to have some space .

There are two master bedrooms with queen beds,  each with en suite baths. Two additional bedrooms, each with two sets of bunk beds that offer double beds on the bottom and twin bedding on top. The two bunk rooms are served by a Jack and Jill bath. In addition there is a full bath on the first floor. 

A large fully equipped kitchen affords eating space in addition to the dining room. The middle of the house includes  the dining room and a large, comfortable sitting area with flat screen TV.  On either side of the entry hall are two smaller living areas, one with comfy seating and TV and the other suitable for the kids. 

When you want to enjoy the out of doors, there is a full width front porch with seating. A real gem is the fenced back yard with a large patio that has a dining table and built in benches all around. The storage shed houses several adult and childrens bikes as well as some beach equipment including beach chairs and carts for transporting gear to the beach. The outdoor storage trunks hold plenty of sand toys for the little ones.

For large groups or folks who just like a lot of space, Family Tides is one of the best options in Historic Cape Charles.

9 – Bay Dunes – ONLY 2 WEEKS LEFT THIS SUMMER! – 20 Miles

Steps away from private beach access

Bay Dunes – ONLY 2 WEEKS LEFT THIS SUMMER!

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.

  • Five bedrooms, each with private full bath and flat screen TV
  • Den with queen sofa bed and large flat-screen TV
  • Spacious family entertainment area
  • Open gourmet kitchen with large island, breakfast bar, 2 dishwashers and 2 ovens
  • 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
  • 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.

10 – BAYHOUSE-Elevated Beach with steps down to the water – 2 Miles

BAYHOUSE-Elevated Beach with steps down to the water

CHESAPEAKE BAY FRONT HOME. Enjoy this beautifully appointed 4 bedroom, 3.5 bath waterfront vacation home on almost 2 acres of prime real estate with the most fantastic sunsets over the Bay. Secluded location, yet 10 minutes to shops and restaurants. There are plenty of windows in the home to take advantage of the views out to the Bay. Offering a first floor master bedroom with master bath and jacuzzi. Sliding glass doors in master open to a deck and large backyard. Wake up to the sound of water lapping at the property’s edge. The second floor offers 3 bedrooms (one with a private bath) and 1 additional bath. An unexpected surprise is the home’s second floor workout area with stationary bike, weights, weight bench and television. Supplying linens, towels and all the comforts of home. Kayaking, fishing, boating, ecotours, antiques, horseback riding or just relaxing around the fire pit watching the sunset and reconnecting with family and friends.

Map

Nestled on Virginia’s eastern shore, a historic working farm dating back four centuries, Chatham Vineyards grow quality grapes for use in fine wines. Come visit them at special events held in their winery and at festivals around Virginia!

Details


Category:
Winery
Address:
9232 Chatham Rd
Machipongo, Virginia 23405-2727
Phone:
757-678-5588
Web Address:
http://www.chathamvineyards.net/