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The Waverly Treehouse

Reconnect with nature and sway with the trees in this rustic treehouse nestled away in the woods with a gorgeous view of Hungar's creek. Enjoy the view from the front porch or while relaxing around the fire pit. Visit the adorable beach town of Cape Charles, complete with a beautiful beach, brewery, distillery and plenty of restaurant options, or stop by the nearby vineyard for some local wine. Usage of dock, kayaks, grill, and fire pit all included. Beach towels and cooler also provided.

Silver Beach: Sunset Bay Cottage on Private Beach

Cozy 2 bedroom, 1 bath cottage with a private beach on the Chesapeake Bay right out your back door. Enjoy family fun, solitude and sunsets over the Bay at this comfortable cottage with modern kitchen and bathroom, and outdoor shower. Air-conditioned interior with large porch and 3 separate dining areas so you can hear the birds, feel the breeze off the bay and smell the salt air. Bring food, drink and good books. Makes for a great private writer's retreat as well as summer vacation spot.

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.

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.

New 2025 Luxury Retreat w/Beach, Views & Sunsets!

Welcome to Corona Cove, a pristine beachfront gem constructed in 2025! This luxurious 5 bedroom home offers direct access to a private beach and shallow swimming area. Complete with a large campfire for unforgettable nights under the stars. Equipped with all the modern amenities. Covered front & rear decks. Immerse yourself in breathtaking views and create unforgettable family memories as you watch dolphins, eagles, enjoy crabbing, swimming, fishing and relax in style.

August Availability! Private beach & sunsets!

Spring, summer or fall, book a vacation at our private beach front house now. Dates are going fast! Perfect getaway with open space and lots of outdoor activities. Freshly furnished, 3BR, 2.5BA & kitchen with all amenities. Just steps to your own beach and views of the Chesapeake Bay from nearly every room. Endless fun and activities on and in the water. You will enjoy gorgeous sunsets almost every night. Close to charming Cape Charles, State Parks and more.

FREE Luxury Golf Cart - across from CC Beach

🏖 Steps from the Sand – Unbeatable Location! This stunning, single-story ranch home is directly across from the Cape Charles beach, sitting on the corner of Bay Ave & Monroe Ave—the most coveted location in town! Enjoy breathtaking sunsets, walk to local dining, golf cart or bike through charming streets, all from your front door. Just purchased a 6 seater golf cart, and decided to make it free for the 1st year!

Private Entrance Apartment on the Chesapeake

We follow CDC recommendations for cleaning and disinfecting the space. One bedroom apartment (sleeps 4) situated above the main house garage w/separate and private access. Includes kitchen & full bath. House is situated on a quiet private beach overlooking the Chesapeake Bay. Enjoy fishing, swimming, evening bonfires+. Main house accommodates 6+ (separate listing).

Waterfront Sunsets | Pet-Friendly Escape | No Fees

THE BANTRY BAYDREAM Get caught in a baydream on the Eastern Shore! Entire fenced-in cottage with endless views of the Chesapeake Bay on Silver Beach. Enjoy stunning sunsets from the private, fenced-in dock in the summer or the cozy, enclosed nook that overlooks the bay in the winter. Plus, NO FEES! Kids are free. Fur-babies are free. And we pay for the cleaning!