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"DRAGONFLY POINT" is a magnificent waterfront property on Oyster Bay & canal. Surrounded by water on three sides of the home, you see the bay and canals from every window! The abundance of decking for entertaining will amaze you with easy access on both floors. Upper family room/loft with unobstructed views. The home has beachy-chic feel with built in bookcases, shiplap, custom fixtures and bathrooms, and more. Two master bedroom suites - upper and lower. Totally fenced in yard that has mature plantings, kayak launch with concrete pad, 120' pier that extends into the bay, comfortable screened porch and much more! Many updates recently including washer & dryer, brand new kitchen & appliances, new bathrooms, etc. SIMPLY BREATH TAKING VIEWS! Come for a stay at Dragonfly Point - it's one you surely will not forget!

- This property has a 7 night minimum stay year 'round. 

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Experience timeless coastal elegance in the heart of Cape Charles. This beautifully restored 1920s Foursquare sits along a quiet, tree-lined street just steps from Cape Charles Central Park, offering a rare blend of historic character and modern sophistication.

From the moment you arrive, the home’s stately presence and inviting front porch set the tone for a refined yet relaxed stay. Inside, classic architectural details—tall ceilings, original wood floors, intricate moldings, and a grand staircase—have been thoughtfully preserved, creating a sense of understated luxury throughout.

The home’s layout is designed for both comfort and entertaining. A stunning sunroom with floor-to-ceiling windows serves as the centerpiece of the home, filling the space with natural light and offering a serene setting to relax, read, or gather. The updated kitchen features stainless steel appliances and quartz countertops, ideal for preparing everything from casual breakfasts to elegant dinners.

A spacious dining room anchors the main level, featuring a large table with seating for up to 10—perfect for shared meals, holidays, and gathering with family and friends. A dedicated beverage fridge in the dining room adds convenience for entertaining and keeping drinks perfectly chilled.

The home comfortably accommodates a range of guests with three thoughtfully appointed bedrooms. The primary suite features a king bed for a restful retreat. The second bedroom offers a queen-size bed along with wingback chairs, creating a quiet reading nook. The third bedroom is especially versatile, with a full-size bed as well as a bunk setup featuring a full bed on the bottom and a twin on top—perfect for families or groups.

Outdoor living is a true highlight of the property, with multiple inviting spaces to enjoy throughout the day. The classic front porch is ideal for morning coffee or evening cocktails, while a private side porch just off the sunroom offers a more secluded setting to unwind. Above it all, an elevated sun porch provides a peaceful retreat with views of the park—perfect for catching coastal breezes or relaxing after a day at the beach.

The backyard is equally well-appointed, featuring a fenced yard, a gas grill for outdoor dining, and a storage shed stocked with beach gear to make your stay effortless. A dedicated area for golf cart parking and charging adds an extra layer of convenience—perfect for exploring town like a local. Off-street parking completes the experience.

Located just a short stroll from the Cape Charles Beachfront, as well as boutique shops, dining, and waterfront activities, this home offers effortless access to the very best of Cape Charles.

Property Highlights:

· Stately, fully restored 1920s Foursquare

· 3 bedrooms | 2 bathrooms

· Signature sunroom with floor-to-ceiling windows

· Chef-inspired kitchen with stainless steel appliances & quartz countertops

· Dining room with seating for 10 and beverage fridge

· Multiple outdoor living spaces, including front porch, side porch, and elevated sun porch with park views

· Backyard with gas grill, beach gear, and golf cart parking/charging

· Flexible sleeping arrangements ideal for families and groups

· Fenced yard & off-street parking

Policies:

· No smoking

· No pets

· Linens and towels included

· Advanced reservations subject to rate and availability changes (confirmed in January of arrival year) 

Discover coastal charm and artistic flair at this newly renovated condo nestled in the picturesque village of Wachapreague, Virginia. Perfect for those who love the outdoors, this "Artist Apartment" sits above the Current Reflections-Fine Arts Gallery, providing a unique living experience that merges creativity with comfort. Guests have their private entrance at the back of the Art Gallery building, ensuring your peace and privacy on the second floor, including the rooftop deck access.

Spanning the second floor, this condo boasts two versatile bedrooms and a well-appointed kitchen ready to handle your culinary adventures. Whether you're a novice cook or a seasoned chef, you'll find everything you need to whip up delicious meals. The living spaces are furnished for comfort and style, ensuring a cozy ambiance that feels like home.

Step outside to the exclusive low roof deck, where dining, sunning, and relaxing take a whole new meaning. Complete with partial cover, an outdoor TV, and a fridge, this space is tailor-made for enjoying those beautiful coastal sunsets.

When you're ready to explore, the location could not be better. The condo is just footsteps away from delicious dining options like the Island House Restaurant, famous for its "Frozen Orange Crushes" and fried flounder. Nature lovers will appreciate the proximity to eco-tours, kayak rentals, and water taxis to nearby barrier islands – perfect for bird watching and shelling excursions.

Immerse yourself in the serene and artistic lifestyle of Wachapreague in this one-of-a-kind rental. Whether you're here to fish, kayak, or simply unwind among the creations of local artists, this condo offers the perfect retreat for every endeavor.

- No smoking is permitted on the premises. 

- Linens and towels are provided for your stay. 

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Picture yourself sipping morning coffee on the water's edge, watching herons wade along the shoreline while the Chesapeake Bay stretches endlessly before you. This stunning waterfront rental delivers the kind of coastal living most people only dream about. Tucked away in a beautifully secluded mid-shore location, this three-bedroom, two-bathroom home offers a rare combination of peaceful seclusion and everyday convenience. The star of the show? A long private pier that extends into the bay, practically begging you to launch a kayak, or simply sit at the end with a fishing rod and zero responsibilities.

Inside, the home has been thoughtfully updated to match the magnificence of its surroundings. The renovated kitchen features brand new appliances and a fresh, modern feel that makes meal prep genuinely enjoyable — whether you're cooking up the catch of the day or just reheating leftovers without judgment. Both bathrooms have been completely redone, offering crisp, clean finishes that feel wonderfully indulgent after a long day on the water. The three bedrooms provide comfortable retreats, with the primary bedroom serving as your personal sanctuary overlooking the bay. Natural light pours through the home, connecting every room to the breathtaking waterfront scenery outside.

Despite the gloriously remote feel, practical amenities remain within easy reach. Grocery shopping at Food Lion is a short drive away, and the iconic Chesapeake Bay Bridge-Tunnel provides a scenic connection to the broader Hampton Roads region whenever adventure calls.

This is a home where the rhythm of the tides replaces the noise of daily life. Waterfront rentals like this book quickly - reserve your dates and experience a vacation full of lasting memories!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- No pets are permitted on the premises. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

DELMARVA

Nestled in the heart of historic Cape Charles, this exquisite one-bedroom condominium embodies coastal living at its finest. This modern living space represents the pinnacle of architectural refinement, where simplicity meets sophistication in a harmonious blend of form and function.

Step into a meticulously designed living space where each detail has been thoughtfully curated. The living room features a fireplace and large TV, while the bedroom showcases a sumptuous king-sized bed, large TV and private balcony overlooking downtown - all complemented by a custom bathroom featuring splendid tile work. Truly a sanctuary of tranquility after a day of bayside adventures.

What truly distinguishes this property is its coveted upper-level position, affording the most captivating vistas of both the charming downtown area and the magnificent Chesapeake Bay beyond. As the golden light of sunset bathes the water in amber hues, you'll appreciate the privileged perspective this elevation provides.

The crown jewel of this condo is undoubtedly the rooftop terrace — an oasis where you can sip morning coffee or evening cocktails while overlooking the shimmering waters. The full wet bar sheltered beneath an elegant pergola makes entertaining a delight rather than a duty. One might say it's the perfect spot to raise a glass to coastal living without raising your stress levels!

The unparalleled location places you mere steps from Cape Charles' most coveted attractions. Stroll to boutique shops where local artisans display their crafts, savor culinary delights at nearby restaurants. For sweeter cravings, premium ice cream awaits just around the corner.

The pristine beach, with its gentle waves and golden sands, lies just a few blocks away. No need to concern yourself with traffic. Similarly, the picturesque harbor invites leisurely promenades as boats gently rock against the backdrop of a painted sky.

This remarkable vacation home doesn't merely offer accommodations; it presents a lifestyle—where luxury meets location in perfect equilibrium. Come and see for yourself!

PLEASE NOTE: 'Delmarva' is one of 5 luxury apartments offered within the 'Cape Dunes' complex. This being the case, some amenities and spaces are shared. This includes the washer & dryer, ice maker and roof top terrace. Parking is on-street and not reserved. 

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This property is pet friendly with an additional fee of $150.  All pets must be disclosed prior to arrival. Only 1 small dog is permitted, less than 50 lbs. NO CATS. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.