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Family Rental Close to Beach

Large Victorian home one block from the center of town in Cape Charles. One of only a handful of rentals with FIVE bedrooms. Features renovated bathrooms w/ oversized showers and endless hot water. Walking distance to beach, park, restaurants, shops and more. Large three-story layout with living room, dining room, kitchen, three porches and nine beds. Kitchen is equipped and linens are included. The house is completely outfitted - with high speed internet, Apple TV, YouTube TV and Sonos Stereo.

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Family Reunion on the Bay

2020 prices through 2025! Unpretentious, clean & family-friendly. Bright open-plan home for easy living. Generous seating throughout. Loads of games, toys. Ideal for extended families. Side-door ramp, 1st-floor ADA bedroom, step-in shower w/seat & grab bar nearby. Backyard fire pit, picnic tables, grill, corn hole. Free firewood, propane, stand-up paddleboard, beach chairs & toys. IMPORTANT NOTES: 1. Absolutely NO PETS ALLOWED! ($750 fine) 2. Only weekly, Sat.-to-Sat. rentals June thru Aug. 30.

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Steps to the Sea at Salt Box

Relax & recharge at The Salt Box, a charming historic getaway one block from the beach. This Airbnb is one side of a duplex on a quiet, leafy street in the Historic District - a short walk to the beach, shops, restaurants, the pier, the harbor and central park. Refer to our Guidebooks for our very favorite things to eat, see and do! We're always just a text away if you'd like additional recommendations before or during your stay. You can also Airbnb the other side of our duplex, Salt Box II!

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Unique, luxurious creekside stay in Cape Charles

A fun little spot ready for your next getaway! This tiny home is located just a short minute walk from a calm, private beach. The interior decor creates a modern coastal feel to fit the style of the home. Creek views can be enjoyed from every window of the home and from the loft bed. It features a full kitchen with quartz counter tops, a fully tiled bath, outdoor shower, large front porch and a quaint back yard with added privacy fencing. Enjoy our fire pit with twinkle lights strung above.

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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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Private Guesthouse on Secluded Waterfront Farm

Just 5 miles from Cape Charles and 30 minutes from Virginia Beach, our contemporary Guesthouse gives you the peace and solitude characteristic of the Eastern Shore along with the convenience of being close to urban centers. Our twenty acre waterfront farm, which has plenty of nearby walking or biking, and a dock onto a secluded arm of Plantation Creek, an inlet of the Chesapeake Bay, is perfect for solo travelers, couples or small families looking for a memorable trip to the Eastern Shore.

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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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Palm Beach by the Bay

This bright and cheery 3-bedroom, 2.5-bath home in the historic section of Cape Charles sleeps up to 8. Great mix of historic charm with all the comforts of a modern home. Located six blocks from the beach, with a direct walk to the gazebo and beach entrance, and one block from the iconic Cape Charles charm of Mason Avenue. This beautiful, completely renovated house includes a well-appointed kitchen, two living spaces (one with daybeds), main bedroom with en suite, and backyard paradise.

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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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Waterfront Guesthouse II on the Rappahannock

The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

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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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Fully Renovated! 1 Block to Historic DT & Bakery

This centrally located, century old brick duplex is newly renovated and ready for guests. It's a short walk next door to the Coastal Baking Company to get your morning coffee and freshly baked cinnamon roll. Sit on the front porch and enjoy the calm, quaint, historic town of Cape Charles. Take a swim in the bay or cast your poles from the dock just blocks down Main Street. Central Park, is a short stroll, and a great place for a picnic while the kids enjoy the playground.

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Penthouse Paradise On The Harbor

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Paradise in Williamsburg next to Busch Gardens

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Cozy Mermaid Hideaway

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Sojourn Guest House: Buckroe Beach Suite B

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Town retreat with river view “The Urban Pearl”

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Nicely finished Apt on Buckroe Beach

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Beautiful Waterfront Apartment

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Waterfront Efficiency with Incredible Views!

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Historic, Pet Friendly Cottage-Three Little Birds

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Completely Renovated Cottage In Historic District

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York River Vacation Home

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@Whit’s End? Come in and Relax

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Pet friendly comfy family home

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Bamboo Bungalo Duplex Near Busch Gardens

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Watermans Hideaway, Tangier Island, Chesapeake Bay

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Blue Heron WaterSide

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Bay Breeze At Ocean View Beach Home

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Beachside Condo | 2BR/2BA | Cross street to beach!

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Stylish Condo Steps from the Beach

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Comfy 1BR w pond view Kingsmill

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Beachfront Getaway, Pet Friendly, Mermaid Suite

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Walk to beach large 2/2 in "Kingsmill on James"

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CLEAN Spacious Getaway near Beaches/Attractions+++

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Paradise Awaits Along the Bank of The James!

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