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

Harbor View is an early 1900's brick duplex with high ceilings, transom windows, and crown molding. Best of all, this home is located in a quiet neighborhood just one block from the beach and two blocks from Mason Ave. where you can find unique shops, restaurants and other amenities. It's an easy walk to the pier for a magnificent sunset, or to Brown Dog's for homemade ice cream. We invite you to enjoy our comfortable home, and explore the quiet ambience of a historic beach town vacation!

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.

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.

The Crew's Quarters: Steps from the Bay

Escape the hustle and bustle of crowded vacation spots. Visit the beautiful Eastern Shore of Virginia and stay at the Crew's Quarters, our cottage on Smith Beach. Just 100 yards from a small community beach. Spend your days swimming, biking, birding, kayaking, or exploring the nearby natural areas. Relax on the large deck and watch the sunset across the Bay after a day of fun. Make the Crew's Quarters your destination for an unforgettable beach getaway!

Beach Front Home 5 Bedrooms 9 beds 2 kings 3 baths

Beachfront Historic 1912 home directly across from Cape Charles beach, with 2 king bed masters and views of the water from all five bedrooms. Our Chesapeake Bay beach is great for young swimmers - toddlers can wander 50 yards in knee-deep water and find shells and critters at every turn. Our home has a large, fully-equipped kitchen, with 2 full-sized sinks and the garage contains bikes, kayaks, beach chairs, umbrellas, and toys for your enjoyment.

Deja Blu I: Lovely Duplex Great for Families

Welcome to Deja Blu I! This sunny spot is located centrally in the historic Town of Cape Charles, just a short walk to the park and beach! It was recently fully renovated and now features all the modern amenities for your family vacation. The property will sleep 6 with plenty of room for the whole family. The first bedroom has a queen bed and the second bedroom has one set of bunk beds and a twin bed with an extra twin trundle, if needed.

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).