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Mermaid Hideaway

1 Bedroom
1 Bath
4 Guests
Cape Charles
Internet

Escape to the Eastern Shore and discover a delightful coastal retreat that perfectly blends charm, comfort, and convenience. This one-bedroom, one-bathroom rental offers a refreshing getaway experience just minutes from the beloved Cape Charles Beachfront, making it an ideal home base for those seeking sun, sand, and seaside living.

Step inside and prepare to smile. The interior showcases a vibrant mermaid-inspired, tropical décor scheme that brings instant warmth and personality to every corner. Bold colors and playful accents create an atmosphere that feels less like a standard rental and more like a curated coastal escape. It is the kind of space that puts you in vacation mode the moment you walk through the door.

While the home comfortably serves as a cozy retreat for couples or solo travelers, it also accommodates up to four guests thanks to a convenient pull-out sofa bed in the living area. This thoughtful feature makes it equally suitable for small families or friends exploring Virginia's stunning Eastern Shore together.

Situated on the peaceful outskirts of Cape Charles, the location strikes a wonderful balance between tranquil seclusion and easy access to everyday essentials. A well-stocked grocery store is just a short drive away, and the iconic Chesapeake Bay Bridge-Tunnel provides a scenic gateway to the greater Hampton Roads region. Whether you are drawn to waterfront dining, charming boutique shopping, or lazy afternoons on the beach, everything the area has to offer remains comfortably within reach.

This affordable gem delivers an experience that far exceeds expectations. Book your coastal getaway today!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- 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.

Southern Dream

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Water View
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Charming 3 bedroom ranch home located in one of Chincoteague Island's residential communities. Nice, quiet location with a water view of Oyster Bay. You'll enjoy the easy, one-story floor plan with open living room/kitchen/dining areas. If you love the outdoors, spend your time outside on the spacious deck or screened porch - there's plenty of room for all! Many modern amenities such as central air, high speed internet, charcoal grill and an outside shower will ensure your comfort during your stay!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- 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.

Pony View

3 Bedrooms
3 Baths & 1 Half
8 Guests
Chincoteague Island
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Internet

Enjoy your cup of coffee as the sun peeks over the salt marshes of Assateague Island. You can often see a herd of our famous wild ponies grazing to the right of the lighthouse from your private waterfront deck and second-floor balcony - not to mention the copious amounts of waterfowl and other wildlife in the channel. Pony View boasts three bedrooms - A master with queen bed, full bath, and balcony on second floor, as well as another bedroom with a queen on the second floor - along with another full size bath. On the third floor you will find an amazing view of the marsh with the panoramic window and four twin beds, and a beautiful bathroom with a rustic wooden sliding door. The ground floor is where you'll find the hub of the house - fully equipped kitchen with refrigerator, electric range, dishwasher, and plenty of counter space. A dining table and bar seating area, a half bath, and a cozy living area with floor-to-ceiling knockout views. Or enjoy the waterfront deck just outside the living room. Pony View is pet-friendly so your furry friend can enjoy the water view as well. Dock access along with a boat slip is available for your use. Crab and fish right from the house! A deep water boat ramp is found just at the end of the complex for you to drop in. Central air/heat will keep you comfortable year round. There is also a washer/dryer, and an outside grill for your use while you're with us. Memorial Park is just a short walk up the street for a wonderful waterfront park and playground, tennis and volleyball courts, fishing pier, picnic areas, and walking trail.

Please note: Parking is limited to 2 spaces (this includes a boat/trailer if you are bringing one). Max. boat size for docking is 20'. If alternate parking accommodations are needed, please ask. 

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. 

- 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.

Sunset Bay Villa 116

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Waterfront
Pool
Internet

A beautiful ground-floor villa with walk out to marina. Luxurious master bedroom with private bath includes both a roomy tiled shower and whirlpool bath. Villa 116 will sleep 8 (beds for 6 plus a queen size air mattress), and includes a full laundry, all appliances, a gourmet kitchen, and more. There's also a pool and fitness room for your enjoyment! Tastefully furnished, you can relax, enjoy and entertain your family and friends in style. | NOTE: This unit does not have a boat slip, however, use of the marina is included.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- 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.

Farmhouse Sunset

3 Bedrooms
2 Baths
8 Guests
Cape Charles
Town & Country
Gas Grill
Internet

New vacation home listing! Completely renovated and ready to impress, this inviting lower-level three-bedroom, two-bath duplex rental offers comfort, flexibility, and a location that makes everyday living refreshingly convenient. Designed with boaters and coastal enthusiasts in mind, the home sits just minutes from the Chesapeake Bay, giving you quick access to the water without turning every outing into a full expedition.

Inside, the residence feels fresh and updated, with renovations that bring a clean, polished look throughout. The layout is well-suited for a variety of living arrangements, and the duplex configuration adds versatility for those needing extra room. For larger groups or extended stays, there is even the opportunity to rent both the upper and lower portions, creating a practical setup with space to spread out.

Outside, plentiful parking is a standout feature, especially for tenants with multiple vehicles, a boat, or visiting guests. Convenient highway access makes commuting and weekend plans simple, while nearby essentials add to the home’s everyday appeal. The location also offers a practical route toward the Chesapeake Bay Bridge-Tunnel, helping regional travel feel a bit less complicated. Royal Farms is close by for fuel and quick stops, and Food Lion is within easy reach when it is time to stock the kitchen.

Whether you are seeking a comfortable year-round vacation spot, a well-placed coastal retreat, or a flexible rental near the bay, this home checks the boxes with ease and a little style to spare. 

- 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.

Grandview

4 Bedrooms
4 Baths
10 Guests
Chincoteague Island
Waterfront
Pet Friendly
Boat Dock
Screened Porch
Internet
Outdoor Shower

Enjoy stunning sunsets from this 5 star home at water's edge. Relax with the amazing water view from the north side of the island. Every bedroom is a suite, to ensure all of the adults have the right amount of privacy and a quiet place to stow away with a book. The dining area is big enough to accommodate large family dinners and the kitchen has been newly remodeled and upgraded! With a breakfast bar and wide open living area, you can be sure to have lasting family moments together. Have your cameras ready to capture the changing tides, wildlife and those crazy family moments that are sure to happen in this lovely home. Grandview offers every amenity from a screened porch, an open deck, long pier with a dock, ceiling fans throughout, wireless internet and much much more! This home also includes the use of 2 kayaks.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. All pets must be disclosed prior to arrival. 

- 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.

Charlotte's Morning Sun

4 Bedrooms
4 Baths & 1 Half
8 Guests
Chincoteague Island
Waterfront
Boat Dock
Gas Grill
Screened Porch
Internet
Outdoor Shower

Set in the boutique residential community of Oyster Bay I, 'Charlotte's Morning Sun' is a stunning 5-star waterfront home that offers unobstructed water views and breathtaking vistas of Oyster Bay. Flowing generously over two levels, Charlotte features 4.5 bathrooms and 4 light-filled bedrooms, one of which has it's own balcony that feels like it's floating on water. The stylish design offers private and peaceful lounge and dining areas that embrace sweeping bay views that stretch uninterrupted to the horizon. A state-of-the-art chef's kitchen, a generously-sized waterside screened porch as well as a large observation area allows effortless indoor outdoor living. On the first level you'll find the living room, observation area, chef's kitchen, dining area, 2 bedrooms and a wonderful waterside screened porch. Upstairs you'll find 2 more bedrooms, one with a private balcony. Outside, enjoy exclusive access to the bay via a private dock/boat-slip, or bathe in the outdoor beach shower surrounded by a grassy coastal garden. Just a short drive to the beach, local restaurants and shops, 'Charlotte's Morning Sun' offers an opportunity to secure a luxury vacation home in an exceptional setting. Note: The Oyster Bay I community where this property is located offers a boat ramp that is exclusive to the homes in this community. Water depth may not be suitable for all boats and dock/ramp usability cannot be guaranteed. You can crab and fish at this community harbor area.

- SPECIAL NOTE: This rental home has a 5 night minimum during the off season. 

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- 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.

The Beach Peach

2 Bedrooms
2 Baths
5 Guests
Cape Charles
Pet Friendly
Internet

Welcome to your relaxed beach lifestyle in this delightful 2 bedroom, 2 bathroom home nestled in downtown Cape Charles. This thoughtfully renovated property offers the perfect blend of simplistic charm and modern conveniences.

Step inside and discover a space that feels like a vacation every day. The home features all the comforts you need, including a washer and dryer, dishwasher, and other contemporary amenities that make daily life a breeze. The primary bedroom provides a peaceful retreat after a day of coastal adventures.

Location is everything, and this home delivers! Just a short stroll from the beautiful Cape Charles Beachfront - you can start your mornings with barefoot walks along the shore, or end the evenings with sunset picnics on the sand.

Downtown living means everything is at your fingertips. Satisfy your cravings at nearby restaurants, indulge in a sweet treat at the local ice cream shop, catch a show at the theater, or browse unique finds in boutique stores—all within walking distance!

When you need supplies, Food Lion and the Beach Market are just a quick drive away. And for those weekend adventures across the bay, the Chesapeake Bay Bridge-Tunnel connects you to Norfolk and Virginia Beach.

This rental isn't just a place to stay—it's an invitation to embrace the laid-back coastal lifestyle that Cape Charles is famous for. Whether you're looking to make new vacation memories, or wanting to explore the charming Eastern Shore, this home offers the perfect balance of comfort and convenience!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. Pet restriction: limited to one small dog only.

- 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.

My Island Escape

3 Bedrooms
2 Baths
7 Guests
Chincoteague Island
Water Access
Boat Dock
Charcoal Grill
Internet
Outdoor Shower

Tucked away on a quiet lane off of North Main is where you will find My Island Escape. This brand-new home is absolutely immaculate! Luxury finishings, tastefully appointed furniture and decor make for a flawless backdrop to your next vacation. The living room at My Island Escape features ample comfortable seating and a flat screen television, and flows into the fully equipped, gourmet, eat-in kitchen that features a large island and plenty of space for cooking, dining, and enjoying meals with the family. The master bedroom features a Queen size bed with an en suite highlighted by a large soaking tub, double vanity, and separate glass stand up shower. The two other bedrooms in the home are close by a full bathroom located off the hallway. Another bonus in this home is the spacious laundry room complete with a full-size washer and dryer, iron and an ironing board, and connects to a convenient half bath. Outside, you will find deck space with outdoor furniture, and a picnic table with umbrella for outdoor dining. If you are looking for a clean, relaxing, upscale rental with great attention to detail ? look no further and escape to My Island Escape!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- 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.

Pocahontas

1 Bedroom
1 Bath
2 Guests
Cape Charles
Internet

Nestled in the vibrant heart of Cape Charles, this exquisite one-bedroom condominium represents bayside town living at its most refined. Recently transformed through meticulous renovation, the home seamlessly blends simplistic sophistication with coastal charm to create an atmosphere of understated luxury.

The thoughtfully designed interior showcases an open living space with a fireplace and large TV, sumptuous primary bedroom featuring a king-size bed that promises restful nights after sun-soaked days. Step through the doors onto your private balcony, where panoramic views of downtown and the marina create an ever-changing tableau of maritime activity and small-town vibrancy.

Culinary enthusiasts will appreciate the full kitchen appointed with premium new appliances, inviting both casual meals and ambitious dinner preparations. The custom-tiled bathroom elevates daily routines to spa-like experiences, reflecting the property's commitment to refined comfort.

Location defines true luxury, and this residence delivers magnificently. Mere blocks from the shimmering shores of the Chesapeake Bay, you'll find yourself effortlessly immersed in the coastal lifestyle. The convenience of having Cape Charles' most coveted attractions just steps from your door cannot be overstated—savor artisanal spirits at the local distillery, browse distinctive boutiques and art galleries, indulge in gourmet ice cream, or select from diverse dining options.

For the discerning individual seeking a harmonious blend of tranquility and accessibility, this sanctuary offers a rare opportunity to embrace the quintessential Cape Charles experience.

PLEASE NOTE: 'Pocahontas' 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.

- No pets are permitted. 

- 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.

Seas the Day

3 Bedrooms
2 Baths & 1 Half
8 Guests
Chincoteague Island
Screened Porch
Pool
Internet

You will LOVE the quiet duplex community where this home is situated. Bright, open floor plan, with adjoining screened and open-air porches - perfect for sipping coffee in the morning or relaxing with a cool drink after a day at the beach. The first floor bedroom offers a private bathroom and the sweetest window nook - bring your book! Two additional bedrooms upstairs share a full bathroom and all bedrooms are tastefully decorated in their own fun personal themes! Hosting a group that requires more space? Rent Seas The Day's sister, 'Sea La Vie', just next door! **NEW FOR 2025: Kid's bunk room features a single Twin bunk bed + a Twin Trundle bed!**

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- 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.

Sand Dala

5 Bedrooms
3 Baths & 1 Half
12 Guests
Cape Charles
Gas Grill
Pool
Internet
Outdoor Shower

Discover sophisticated coastal living in this brand new five-bedroom, three-and-a-half-bathroom home that seamlessly blends modern elegance with comfortable functionality. This thoughtfully designed residence features an interior designer's curated touch throughout, creating spaces that are both chic and inviting for everyday living.

The home showcases contemporary finishes and stylish furnishings that complement the coastal setting perfectly. Each room has been carefully appointed to maximize comfort while maintaining a refined aesthetic that speaks to discerning tastes. The primary king bedroom downstairs, with four additional bedrooms upstairs (king bedroom upstairs is also ensuite), provide ample space for family and guests, while the three full bathrooms and powder room ensure convenience for all guests. And, to sweeten the deal, a GOLF CART is included at no additional charge!

Located within the prestigious Bay Creek Resort community, residents enjoy exclusive access to an impressive array of amenities that rival the finest vacation destinations. Take advantage of multiple swimming pools for leisure and exercise, or spend peaceful afternoons on the private beach overlooking the Chesapeake Bay. The full-service fitness center supports an active lifestyle, while miles of scenic nature trails offer opportunities for hiking and wildlife observation. The community's private dining options provide convenient culinary experiences without leaving the neighborhood.

For those seeking broader cultural experiences, some leisurely shopping, or a movie at the timeless theater, historic downtown Cape Charles lies just minutes away.  Visit charming shops, restaurants, and local attractions that celebrate the area's rich maritime heritage.

This exceptional rental opportunity combines the luxury of resort-style living with the comfort of a thoughtfully designed home. Whether you're seeking a peaceful retreat from city life or an active coastal lifestyle, this property delivers an unparalleled vacationing experience in one of Virginia's most desirable waterfront communities.

SPECIAL NOTES:

This rental home is NO SMOKING and NO PETS.

Linens and towels are included with your reservation.

Usage of the Bay Creek Resort amenities requires an additional fee of $75 per day*.

BAY CREEK RESORT AMENITIES:

Waterfront area perfect for kayaks, canoe, fishing or crabbing.

27 hole World-class golf course (requires additional golf fee).

Golf lessons and clinics available for all skill levels.

Member lounge with billiards and entertainment.

Cardio and weight training studio.

Two outdoor pools w/ decks and furniture.

350 acre Nature Preserve w/ trails and wildlife viewing.

Clubhouse with private restaurant and dining experiences.

Structured activities and programs such as bird watching, paddleboarding, beach yoga, kid's camps & more. 

*Fee is subject to change without prior notice or authorization. Bay Creek Amenity offerings can be seasonal and may change without prior notice or authorization.

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