Holiday rentals with a patio in Cape Charles

Modern Moody Cabin w/ Hot Tub Creek View Fire Pit

Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

Charming guest house on Jackson Creek

Treat yourself to this unique cozy cottage with views of the creek complete w/ kayaks and bikes. All you need for a weekend get away with equipped kitchen, bath w/ shower and outdoor shower. Relax, enjoy the peace and quiet by the Piankitank at the Chesapeake Bay. This listing is for the guest cottage behind Paddler's End, the main home on the property. The cottage is available when the main house is not booked. If you are interested in renting the cottage please inquire about availability.

The Port - Large condo on Mason Avenue!

Welcome to The Portal - a newly remodeled escape in a historic building on Mason Ave. Enjoy modern luxury in the heart of downtown, complete with high ceilings, two spacious bedrooms, two bathrooms, and a gourmet kitchen. Relax on your private balcony with views of the charming Main street below. Property offers 2 coveted off-street parking spaces, 1 golf cart space with charging, and an outdoor shower for beach days. Each room and the living room feature flat-screen TVs for your entertainment.

Summer Oasis w Private Beach and River Views

Soak up the sun at our riverfront retreat with panoramic views! This modern, spacious home features 2 cozy firepits, a heated screened-in porch, game room stocked with board games, and full-speed WiFi and separate office perfect for remote work. Enjoy kayaking, paddle boarding, an open kitchen, gym, ping pong, with PacknPlay & high chair for the kids. Perfect for fun-filled family & friend getaways! No lifeguard on duty, swimming and use of all amenities/equipment on property are at own risk.

Pretty Byrd Cottage, a Victorian Bayfront Getaway!

Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!

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.

Lancaster Waterfront Historic Home

Relax and unwind with the whole family at this Rappahannock River paradise in Lancaster Virginia. This spacious, restored historic home is the perfect getaway for your family vacation, girls' trip, or retreat. Enjoy picturesque views from the screened in porch overlooking the river or cozy up around the firepit. Comfortable modern décor, water views from most rooms, and private dock. Please read Property Description for house information, area shops, restaurants, and things to do.

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!

Captain's Cottage

The Captain's Cottage was originally built in 1886 and has recently undergone extensive renovations to create a home of charm, history, and comfort. Located a block away from Cape Charles's Central Park, four blocks from the beach, and two blocks from Mason Avenue, the Captain's Cottage is in a prime location in Cape Charles.