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The Blue Door Bungalow

The Blue Door Bungalow is a charming 2400 sq.ft., 2 story home featuring 3 bedrooms and 2.5 baths. It sits on approximately 4 acres of land with a large backyard that has many fruit trees, blueberry bushes, grape vines, and pecan trees. Enjoy coffee or cocktails in the sunroom. Although we have AMAZING restaurants, the kitchen is fully equipped for a night in. The home is about a mile from Kiptopeke State Park and 9 miles from the heart of Cape Charles. Both have public boat ramps and beaches.

Brownsville Cottage

This beautifully renovated home in the country is perfectly located next to a 1250 acre coastal reserve called the Brownsville Preserve maintained by The Nature Conservancy and only 15 min from beautiful, pristine Cape Charles Beach. Country living close to our historic downtown Cape Charles and less than an hour to Chincoteague Va! Visit both during easy day trips, this home is perfectly located to explore the Shore! Property is shared with a detached tiny home suited with a private entrance.

Historic Charm & Modern Comfort : Downtown Escape

Surrounded by an array of restaurants, bakeries and a variety of unique boutiques and experiences, this apartment offers the perfect blend of charm and convenience. Juliette balconies invite fresh air and natural light, creating a Parisian-inspired ambiance. Inside, a fireplace creates a cozy setting. The state-of-the-art kitchen, designed in a striking 1950s vintage style, features Smeg appliances and bold crimson red accents, seamlessly blending retro elegance with modern functionality.

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!

Family-Friendly Home Near Private Beach & Trails

Nestled near the shores of the Chesapeake Bay and historic downtown Cape Charles, Wave Haven offers a tranquil escape for up to 10 guests. The kid-friendly 3 bedroom, 2.5 bath home is a short walk to a private beach and nature preserve within Bay Creek. Contact host to add the resort package for access to 2 pools, a golf range, and a fitness center ($75/day). The home has two separate workstations, ideal for remote work. The cleaning fee includes fresh linens ($100) and a deep clean ($200).

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.

Amenities in this walk to Beach, New 3bed/3.5bath

Getaway to this brand-new home that has everything you need for the perfect coastal retreat. You will love the modern beach theme decor. Open floor plan, Kitchen essentials to prepare meals. 3 ensuite bedrooms offering privacy, no wait times, ensuring relaxation and tranquility with unlimited hot water to wash the sand away. BBQ and Firepit. Enjoy cornhole, tetherball, Giant Connect 4. Chesapeake Bay, main street shops and restaurants are all a short stroll or golf cart ride away.

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.

Romantic Coastal Retreat w/ Private Balcony

This charming and unique one-bedroom apartment is the perfect retreat. Filled with natural light, it offers picturesque views of Cape Charles’ main street featuring a beautifully crafted, vintage-inspired kitchen. Nestled above Lemon Tree Gallery, experience an ideal blend of character and comfort in a prime location—steps from the best dining, shopping, and attractions. Plus, the beautiful Cape Charles Beach is only a few blocks away, perfect for a relaxing seaside escape.