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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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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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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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Sunshine Rays: Historic district backyard bliss!

Situated on a peaceful block of Cape Charles' charming historic district, Sunshine Rays was designed as a retreat for families visiting the Eastern Shore. With space for up to eight guests, an incredible backyard, and thoughtful amenities throughout, it's the perfect base for your Cape Charles getaway. We are just six blocks from the beach and even closer to our Central Park and the town's main street with all of its restaurants, bakeries, and shops.

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Summer Camp Tiny Cottage Walk to the beach & shops

At less than 470 sq feet, this 1920s house is super fun & ready to be enjoyed for a couples, friends, and small families! • King sized bed with smart tv on the first floor • Two twin beds in a cozy sleeping loft • Small kitchen with propane stove, Nespresso maker & living space with a smart tv • Patio w/ charcoal grill, solo stove, & dining table • Paddle board & floats Please read through our totally honest disclaimer below!

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HGTV House! 2 Blocks to Beach- 2024 New Bathroom!

Welcome to Liberty on the Bay (featured on HGTVs Beachfront Bargain Hunt) Our 4 bedroom/2 bathroom (sleeps 10) stunner includes original hardwood floors, a fully updated kitchen, and two outdoor showers. The beautiful front porch is perfect for people-watching or simply escape to the private backyard to relax under the magnolia tree. This spacious house is a quick 5-minute stroll to either the historic town or the beach.

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Penthouse Paradise On The Harbor

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Ybalon where sun meets the sea and sea gulls soar.

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Poseidon - 120 Year Old Beach Cottage with Sauna

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Westgate Historic Williamsburg One Bedroom

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Yorktown on the Waterfront

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Beautiful Waterfront Apartment

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Centrally Located Sleek Studio Apartment

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Waterfront Efficiency with Incredible Views!

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Cozy Single Family Home

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Waterfront FamilyFriendly Home Improved for 2023

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Completely Renovated Cottage In Historic District

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Colonial Retreat

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Fully Renovated in 2023

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Casita on the Corner

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Waterfront Cottage Getaway Pool/Kayaks/Fireplace

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Sunkissed Cottage-private, natural waterfront home

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Bay Breeze At Ocean View Beach Home

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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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Wyndham Patriots Place | King Bed Studio

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2 Bedroom Stylish Kingsmill condo

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Wyndham Governor's Green, 2 BR Deluxe

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Cozy Home Away from Home at Mary Robert Lane

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Bay Creek Blessed at The Fairways

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