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Bay Breeze Home on private waterfront

On Virginia's beautiful Eastern Shore, the Bay Breeze Home on Occohannock Creek is the ultimate getaway for two or a large family desiring outside adventures. This 1970's spacious home has plenty of room. Experience the water with our three kayaks or family canoe and watch the abundant wildlife. Right outside your door, you may see Ospreys, Great Blue Herons, Eagles, wild ducks, porpoises, deer, geese, otters, & more. Be our guest and forget your worries in this spacious and serene spot.

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Bay Breeze on Tazewell (Sun-Sun rental June-Aug.)

Bay Breeze on Tazewell is a recently remodeled Cassatt cottage with historic charm and modern amenities. The home includes a fabulous, sunny kitchen stocked to meet your needs. We provide fresh linens and towels for your stay. In the shed, you will find lots of items for the beach, a wagon, and bikes which we are happy to share. Bay Breeze is just a short walk to the beach, various restaurants, boutiques, and marina. If our home is not available, try our new Airbnb home ...Harbor View!

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Peach Haven II: Sunny spot 3 blocks to beach

Welcome to Peach Haven II, a newly renovated duplex in the Cape Charles historic district. Just 1 block from the park and 3 blocks from the beach, it's perfectly situated for your Cape Charles escape. This pet-friendly rental sleeps 5 guests comfortably with a master bedroom (queen bed) and a second bedroom with a custom full-over-full bunkbed. The house has been thoughtfully stocked with everything you'll need for a comfortable stay. Need more space? Ask about renting the other side, too!

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The Ladybug - dog-friendly, arcade, Peloton, & EV

A peaceful, secluded, dog-friendly farmhouse escape on Virginia’s Eastern Shore. Located ten minutes from beautiful downtown Cape Charles. Numerous amenities include retro game arcade, Peloton, level 2 EV charger, fire pit, grill, beach chairs & towels, Xbox, vinyl record collection, multiple smart TVs, smart-home integration, and fast fiber internet. Take in nearby public beaches, bike and hiking trails, shopping, and outstanding restaurants that cater to wide ranging budgets and tastes.

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Dog friendly, large fenced yard! 1st Floor Bedroom

Welcome to Bayside Fun! Our 1880's home on Randolph Ave. is located in the Cape Charles Historic District. Enjoy our large fenced in backyard or sit on our wrap around front porch and watch the world go by. We are within walking distance to restaurants, shops, and the beach (5 blocks). This house comfortably sleeps 6 adults with 3 bedrooms, 2 bathrooms, outside shower, and bonus sleeping area. All sleeping areas have smart TV's and the 1st floor bedroom features an en suite bathroom.

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Wander Cape Charles

A sanctuary, an oasis, a one of a kind experience communing with nature while lounging in civilized splendor—all are apt descriptions of this New York architect designed beach house on the shores of the Chesapeake Bay. Guests enjoy stunning waterfront views from a finished floor height of 36 feet. The Eastern Shore of Virginia is famous for its flat tidewaters, but this property is perched amongst unusual relic Sandhills, complete with pines, gum trees and vast sea and sunset vistas.

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Coastal Red Barn Retreat

Located on the coastal seaside of Cape Charles, this barn was originally built in 1893. It has been lovingly restored to reflect the area's rich history, while providing modern comforts for today's guests. The Red Barn is nestled in the midst of scenic farmland, yet is only a few miles from the charming downtown, with its eclectic restaurants and unique shops. Enjoy the fresh breezes of the Atlantic and watch the sunrise over the fields from the comfort of the barn's private deck.

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The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

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"Live Life Sunnyside Up" - Minutes From The Beach!

Welcome to "Live Life Sunnyside Up" on the Shore! Take a trip off the busy beaten path and kick your feet up at our little slice of paradise. Kid friendly with plenty of amenties for you and your family. On a quiet street, less than 4 miles from the historic town of cape charles and beach, get ready to take a load off and enjoy the many treasures Cape Charles has to offer! Just 5 short minutes from the Oyster Boat Ramp, fishermen are sure to find their honey hole here!

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Ultimate Cabin Farm Stay Cape Charles

Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

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Seabreeze Cottage ... explore the Eastern Shore!

Seabreeze Cottage is located on a country lane just outside the seaside village of Cheriton, less than 5 miles from downtown Cape Charles. This is the perfect home base for you and your family to explore all that Cape Charles and the Eastern Shore has to offer. This home is also a great place for fishing and duck hunting trips, as it is close to several boat launches. We welcome dogs under 55 lbs with $60 pet fee.

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Sea Salt Cottage: Tranquil Getaway 5 min to beach

Escape to the Eastern shore! Sea Salt Cottage is your quiet, off-the-beaten path getaway in charming Cape Charles. -Peaceful, rural feel with a 5 min drive to beach, quaint shops & restaurants. -Dog & kid friendly w/ large yard to park boats, RV's, etc. -Hammock, tree swing, outdoor dining, fire pit, romantic sunsets. -2 min to groceries, 10 min to Kiptopeake State Park, 70 min to Chincoteague Island

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Cape Charles cottage, family friendly, in town

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Spacious, Gracious, *Pet-Friendly* in Historic CC

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Slow Down! Enjoy Cape Charles at “MT Nest”

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Pet friendly comfy family home

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The Shore House on Madison - Pet Friendly Unit!

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Sans sou “sea” No worries

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3 Ensuite Bedrooms, huge deck, near Cape Charles

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Sheller Shack - 2 blocks from the bay!

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4BR, 3 & a half BA home, private beach access

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Bayfront Retreat w/ Game Room + Outdoor Pool!

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123 Sunset

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Harbor House, fishing and peace.

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Seaside Fishing Retreat in Peaceful Village

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1903 By the Sea - Minutes from Cape Charles

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Holiday Blues vacation rental

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Beautiful house near beaches and golf courses

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Harbor View- (Sun - Sun rental June- Aug.)

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Airstream Farm Stay Cape Charles

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