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Sunset Bay Villa 206

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Waterfront
Charcoal Grill
Pool
Internet

Villa 206 is a new unit that has been professionally decorated and offers five-star luxury. Spacious and accommodating, the gourmet kitchen is perfect for cooking your favorite meals. It's well stocked and ready for your handiwork. There are three bedrooms, including a master bedroom suite with private luxury bath and private exit to the waterside balcony. Villa 206 will sleep 8, and there are a total of 4 TVs. A laundry room within the unit houses your washer & dryer. Your stay also includes use of the Sunset Bay marina, pool and fitness areas. Come. Enjoy! Note: This property does not have a boat slip, however, use of the marina is included. 7-night minimum stay is required during all seasons.

- SPECIAL NOTE: This rental home has a 7 night minimum year 'round. 

- 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 Dreams

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Town & Country
Gas Grill
Screened Porch
Internet

Welcome to your perfect Chincoteague Island retreat! This brand-new three bedroom, two bathroom house offers the ideal blend of comfort and coastal charm for your vacation getaway. The open floor plan creates a seamless flow between living spaces, making it perfect for gathering with family and friends after days spent exploring this beautiful, picturesque island.

The heart of this home is its fully stocked kitchen, equipped with everything you need to prepare memorable meals using fresh local seafood. Step outside to discover your own screened "crab shack" gazebo – a delightful covered space where you can enjoy meals while staying protected from the elements. Fire up the gas grill for outdoor cooking adventures, whether you're preparing the day's catch or hosting a casual barbecue. 

Location is everything, and this property delivers. Situated close to Maddox Boulevard, you'll have easy access to the island's main thoroughfare leading to pristine beaches. The nearby Bay to Beach Trail access point offers scenic walking and biking opportunities just minutes from your door. Families will appreciate the proximity to Maui Jack's Waterpark for splash-filled fun, while nature lovers can venture to the renowned Assateague Beach to spot wild ponies and enjoy miles of unspoiled coastline.

This thoughtfully designed home provides modern amenities in a relaxed vacation setting. There's plenty of parking, including a space for your boat/trailer (up to 21'). Whether you're planning beach picnics with provisions from your well-appointed kitchen, or simply unwinding after adventures in the comfortable living spaces, every detail has been considered for your enjoyment. Experience the magic of Chincoteague Island living in this exceptional rental home.

- No smoking is permitted on the premises. 

- No pets are permitted on the premises. 

- Linens and towels are included with your reservation.

- 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.

Windsor House

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Gas Grill
Internet

Time to hit the road and get ready for a beachy retreat at "Windsor House"! The moment you step inside, you'll be dazzled by the vibrant colors that'll make you feel like you're in paradise! The spacious living room and kitchen are perfect for whipping up a delicious meal or hosting a fun-filled bash! The primary bedroom is fit for royalty with its king-sized bed, snuggly and inviting. And there's more! The two additional bedrooms have a queen and two double beds to cater to all your guests. And when you want to take things outside, you'll find a grill to cook up a storm and outdoor seating to enjoy the island breeze. Get ready to soak up the sun in style! Located off of Clark street, you are within close proximity of many restaurants, local shops, and a short drive to the beach!

- 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 Blue Pearl

4 Bedrooms
3 Baths & 1 Half
10 Guests
Cape Charles
Waterfront
Gas Grill
Screened Porch
Pool
Internet

Welcome to your dream waterfront home at Bay Creek Resort in beautiful Cape Charles, VA! This stunning 4-bedroom, 3.5-bathroom luxury retreat boasts direct beach access and breathtaking sunset views over the bay. Enjoy the open floor plan downstairs - perfect for entertaining or just enjoying your own space. The expansive decks lend themselves to comfortable outdoor lounging or dining al fresco. Upstairs you'll bask in the spaciousness of the two primary bedroom suites—one is beachfront and features a king bed and jacuzzi tub, and the other has a king bed and private sitting area—perfect for adults seeking comfort and relaxation. The two-level all-season rooms with floor-to-ceiling windows invite you to soak in the natural beauty and wildlife that surround you. The world-class community amenities complete the 5-star package -  professionally designed golf course, fine dining, expansive fitness room, pools with water slides, and golf cart trails - and they all enhance your vacation experience. Make unforgettable memories in this luxurious beachfront paradise where every day feels like a getaway!

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 is an additional $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.

- 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.

Sea La Vie

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

Aptly named, "Sea la Vie" means "Sea Life" or Life at the Beach. This beautifully upgraded three bed, two and a half bath duplex home is nestled in a small, quiet community. Bright, open floor plan allows plenty of sunshine and space to socialize. Relax by the pool after a long day at the beach. Enjoy a bug-free oasis on the screened porch, or grill out on the open deck. First floor bedroom is situated as a private suite with personal full bathroom. Two additional bedrooms upstairs share a second full bathroom. Picnic area out back, community pool just steps out front, you won't run out of things to do! Hosting a group requiring even more space? Rent Sea La Vie's sister, 'Seas The Day', just next door! **NEW FOR 2025: Kid's bunk room features a single Twin bed + a Bunk bed with a Twin over Full size 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.

Salt & Pine

4 Bedrooms
2 Baths
8 Guests
Cape Charles
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Welcome to Salt & Pine, a beautiful 4-bedroom, 2-bath coastal retreat nestled in the heart of Historic Cape Charles. Just two short blocks from the beach, this charming home offers the perfect blend of small-town charm, modern comfort, and seaside relaxation. 

Spend your days strolling to the sandy shores of Cape Charles Beach, exploring local boutiques, enjoying fresh seafood at nearby restaurants, or simply relaxing on the porch and soaking in the laidback coastal atmosphere. With spacious living areas, comfortable accommodations for the family and friends, and all the conveniences of home, Salt & Pine is designed for making unforgettable memories. 

Whether you're planning a family vacation, a weekend getaway with friends, or a longer stay on Virginia's beautiful Eastern Shore, Salt & Pine places you within walking distance of everything that makes Cape Charles special-while providing a peaceful retreat to return to at the en of each day. 

Come experience the perfect combination of salt air, historic charm, and coastal comfort at Salt & Pine. 

- 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.

Stingray

2 Bedrooms
2 Baths
4 Guests
Chincoteague Island
Waterfront
Internet

Luxurious 2nd-level waterfront condo with views you won't believe! Tastefully decorated with work of local artisans, features all amenities, as well as master bedroom suite with king bed & waterside balcony. Many extras like a flat screen TV and a Lazy Boy leather recliner. The open floor plan is great and features a breakfast bar between the kitchen & dining area!

- 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.

Dragonfly Point

4 Bedrooms
3 Baths
8 Guests
Chincoteague Island
Waterfront
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

"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.

Blue Chair Bay

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

If you're looking for a little slice of paradise at the beach, look no further! This delightful townhome is adorned with beachy, Kenny Chesney vibes throughout! As Kenny Chesney sings, "There's a blue rocking chair, Sittin' in the sand, Weathered by the storms and well oiled hands, It sways back and forth with the help of the winds, Seems to always be there, like an old trusted friend." Enjoy all of the outdoor space - from the 2 level waterside screened porches, to the covered parking area with picnic table - there's plenty of room for all to enjoy. The downstairs features the kitchen and dining area, a half bathroom, living room, and expansive screened porch. Upstairs you'll find 3 bedrooms; one of them a master suite with private bathroom. There's also another full shared bathroom off the hallway. The South Main street location offers some of the most beautiful sunsets you'll ever see. Watch the tide roll in, the boats sail by, and the dolphins play along the Chincoteague Bay. There's also a shared pier if you'd like to try your hand at fishing, or if you'd like to sit on the water and relax with a cup of coffee. Don't delay - these townhomes are very popular and book quickly!

- 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.

June's Retreat

4 Bedrooms
5 Baths
10 Guests
Chincoteague Island
Waterfront
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

June's Retreat is Chincoteague Island's premier luxury vacation rental home, nestled on serene waterfront marshlands just north of town off of Main Street. This custom designed and decorated home leaves no detail unnoticed. From the bright spacious rooms with floor-to-ceiling windows to the expansive wrap-around verandas, you'll feel as though you're one with nature and your surroundings. Downstairs features a chef's quality kitchen, private billiards room, waterside glass atrium, living room, private den, formal dining room, sitting room and a bathroom. Upstairs you'll find 4 bedrooms with bathrooms (en suite), a sitting area and balcony. The panoramic views of Chincoteague Bay are unobstructed and unsurpassed. Come and see for yourself; we promise you won't be disappointed!

- 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.

Princess Anne

1 Bedroom
1 Bath
2 Guests
Cape Charles
Internet

Welcome to the Princess Anne condominium in the heart of charming Cape Charles. Ideally positioned just blocks from the beachfront, this beautifully curated home offers a comfortable balance of modern upgrades and downtown accessibility.

Step into an open living area that features a cozy fireplace and large television, perfect for unwinding after a day by the shore. A full kitchen lets you whip up a quick morning coffee or cook a meal, all in the comfort of your own space..

Take advantage of the rooftop terrace which offers relaxation while overlooking downtown and the Bay after a long day at the beach. Complete with a wet bar area under a pergola, this is sure to become one of your favorite hangout spots. 

The primary bedroom offers a private retreat with its own balcony — an ideal spot for enjoying gentle breezes. An adjacent custom-tiled bathroom adds convenience and a touch of refinement.

Outdoor enthusiasts and leisurely strollers alike will appreciate the condo's proximity to the Cape Charles Beachfront, mere minutes away on foot. The neighborhood's inviting walkability extends to nearby restaurants, ice cream parlors, boutique shops, and local art galleries. Just a short drive away, you'll find grocery, convenience, dollar, and liquor stores stocked with everything you need for your vacation.

If convenience, style, and coastal charm are on your checklist, this condo just might check every box. With a location that makes spontaneous ice cream excursions and sunset beach walks a regular thing — it isn't just a rental, it's a lifestyle.

- 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

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