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Joint Venture

2 Bedrooms
2 Baths & 1 Half
6 Guests
In Town
Water View
Pet Friendly
Internet

Joint Venture is the perfect townhouse for an affordable vacation! Take a short stroll to Maddox Blvd (Beach Road) and enjoy ice cream, mini golf or any of the shops & restaurants. Bike or drive to the beach! Joint Venture offers a water view of Little Oyster Bay (tidal creek) that can be enjoyed any time of year. This property offers Wi-Fi and is pet friendly! Don't miss out!

- 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.

Coastal Living

4 Bedrooms
2 Baths & 1 Half
8 Guests
Captain's Cove
Town & Country
Pet Friendly
Gas Grill
Pool
Internet

Welcome to Coastal Living at its finest in beautiful Captains Cove! This brand-new 4-bedroom, 2.5-bathroom home brings beach vibes right to your doorstep with its thoughtfully curated coastal decor and fresh, comfortable furnishings throughout.

The spacious layout features a stunning primary bedroom suite, perfect for unwinding after a day of seaside adventures. Every room showcases the attention to detail that makes this house feel instantly like home. The modern bathrooms and well-appointed living spaces create an atmosphere of casual elegance that captures the essence of beach living.

Step outside to your private outdoor oasis, complete with a generous deck and yard - ideal for morning coffee, afternoon barbecues, or starlit evenings. As a guest, you'll enjoy access to amazing community amenities including a refreshing pool, well-equipped fitness room, and a waterfront restaurant perfect for casual dining with water views. For boating enthusiasts, the community marina and fishing pier offer the ultimate water-lovers lifestyle experience. The location couldn't be better - just a 20-minute drive to the natural wonders of Chincoteague Island and Assateague Beach, where wild ponies roam and pristine beaches await your footprints.

Whether you're seeking a peaceful retreat or a fun-filled adventure, this home delivers the perfect blend of modern comfort and seaside charm. The quality construction, combined with brand-new everything, means you can focus on making the memories of a lifetime.

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- Pets are welcome with an additional fee. 

- Community amenities require an extra fee for passes required by the Association. 

- 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.

Hill House

4 Bedrooms
2 Baths & 1 Half
9 Guests
In Town
Pet Friendly
Charcoal Grill
Gas Grill
Screened Porch
Internet
Outdoor Shower

Welcome to Hill House! Wonderful traditional island home with fantastic new upgrades! The kitchen has been renovated, along with the bathrooms. Excellent in town location - walk to dinner, movie, shopping & galleries. Enjoy the beautiful Chincoteague sunsets with a beautiful water view! Hill House features 4 bedrooms and 2.5 bathrooms, with a first floor bedroom (double/twin Bunk) & 1/2 bath. Three more bedrooms on the second floor with a master suite (king) that offers a private staircase to the dining room. The third bedroom (queen) and fourth (two twins) are also located on the second floor. Enjoy the modern amenities of this lovingly restored island home, all while being in the middle of downtown Chincoteague's happenings.

- 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.

Stingray

2 Bedrooms
2 Baths
6 Guests
East Side
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.

Maryland

2 Bedrooms
1 Baths & 1 Half
4 Guests
Cape Charles
Internet
Outdoor Shower

Newly available on the vacation home market, this two-bedroom, one-and-a-half-bath condominium offers a refined living experience in the heart of downtown Cape Charles. Seamlessly blending quality craftsmanship with simplistic, yet thoughtful, design - this home delivers an ideal mix of comfort and coastal charm.

Step inside to find a sun-splashed living room enhanced by skylights, an ambient fireplace, and a wall-mounted TV—perfect for relaxed evenings or rainy-day movies. The open layout flows effortlessly into the primary suite with king bed and the custom-tiled primary bathroom, revealing attention to detail at every turn. Upstairs, a second bedroom includes an adjoining powder room, offering privacy and convenience for discerning guests.

Where this home truly shines is outdoors. Ascend to the rooftop terrace, where panoramic views of the marina and Chesapeake Bay stretch before you. Entertain under the pergola-covered wet bar—ideal for sunset toasts or brunches with a coastal breeze. The terrace transforms the condo into an entertainer’s dream or a quiet retreat to recharge under the sky.

Situated mere steps from Cape Charles beachfront, you’ll be soaking in the salt air faster than you can say “flip-flop.” With boutique shops, the Cape Charles Distillery, local restaurants, and ice cream parlors within strolling distance, this bayside sanctuary keeps daily conveniences charmingly close. Even grocery runs are a breeze, with a Food Lion just minutes away.

Whether you’re hosting friends for rooftop cocktails or simply kicking back by the fireplace with a book, this home invites you to relax, recharge, and delight in the Cape Charles 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.

Island Sunrise

3 Bedrooms
2 Baths & 1 Half
8 Guests
Piney Island
Waterfront
Pet Friendly
Boat Dock
Charcoal Grill
Internet

Island Sunrise is a gorgeous 3 bedroom, 2.5 bathroom duplex home located in desirable Piney Island. Not only is this house pet friendly, but it offers a deep water boat dock and 3 spacious decks. Aptly named, the sunrises and views of Assateague Island and the Assateague Channel truly are second to none! If you're looking for a nice, relaxing vacation home to enjoy your vacation, look no further. Island Sunrise is it!

- 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. Pet restriction: limited to two pets.

- 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 Oats

3 Bedrooms
2 Baths
8 Guests
Oyster Bay
Waterfront
Boat Dock
Gas Grill
Screened Porch
Internet
Outdoor Shower

A destination unto itself, Sea Oats offers wide open spaces, beautiful waterfront and views of Oyster Bay and plenty of room to spread out and relax. A luxury vacation rental home with all the bells and whistles, Sea Oats will delight your senses. From the tastefully decorated rooms and high-quality furnishings, you'll enjoy a great vacation without skimping on anything! Relax on the waterside screened porch, the sun deck or the ground-level covered porch after a great day at the beach. Or enjoy the hammock -- it's located in a nice shady spot -- as well as crabbing/fishing right from the dock! Clean your catch of the day at the fish cleaning station, then cook it on the gas grill. Bring your boat or kayak and dock it! Accommodations for 8 include a master bedroom suite with queen bed, 2nd bedroom with another queen bed, 3rd bedroom with two sets of bunks (2T on one side and T/D on other side), and a queen sleeper sofa in the living room. 2 full baths, a large outdoor shower and a very well-equipped kitchen with laundry will meet your every need.

- 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.

Moontide

4 Bedrooms
1 Baths & 1 Half
8 Guests
Cape Charles
Pet Friendly
Gas Grill
Screened Porch
Internet
Outdoor Shower

Experience coastal living at its finest in this meticulously preserved 1913 four-square home, perfectly positioned between Cape Charles'most coveted attractions. Just a leisurely one-and-a-half block stroll takes you either to the pristine beaches of the Chesapeake Bay or to the vibrant town park, where summer concerts, tennis matches, and recreational activities create a symphony of community life.

This distinguished residence, graced by Crepe myrtles that line its tranquil street, offers an elegant blend of historic charm and modern comfort. Four well-appointed bedrooms and one-and-a-half bathrooms provide ample space for both family living and gracious entertaining. The home's refined character shines through in its gleaming wood floors, while the upgraded kitchen boasts contemporary appliances for the discerning chef.

Outdoor living reaches new heights with both covered front and back porches, perfect for morning coffee or evening relaxation. The piece de résistance is an elevated screened gazebo nestled in the fenced backyard, accompanied by custom decking that creates an ideal setting for al fresco dining. Practical amenities include an outdoor shower for post-beach rinses and a dedicated fish cleaning station with sink – a nod to the coastal lifestyle.

Convenience meets charm with flexible parking options, including space for two vehicles via the rear alley access, complemented by ample street parking. Situated in the historic district, this home offers privileged access to Cape Charles' boutique shopping, dining, and cultural attractions, making it an ideal residence for those seeking a sophisticated coastal retreat.

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- Pets are permitted with an additional pet fee. 

- 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.

Counting Corks

3 Bedrooms
2 Baths
7 Guests
Cape Charles
Waterfront
Pet Friendly
Boat Dock
Internet
Outdoor Shower

Welcome to 'Counting Corks' (formerly known as 'Smith Beach Pines'), the moment you step foot in this beautiful waterfront cottage you feel at home. The pet friendly cottage is 1,150 sq ft, featuring 3 bedrooms and 2 full baths. The primary bedroom has a king size bed and TV. On the other end of the home the second bedroom features a queen bed and a TV. The third bedroom features a twin over a full bunk bed. The cottage also has a bar room leading into the deck area, with plenty of seating to entertain. The dock leads to the creek and is just waiting for you to go crabbing, fishing, or kayaking or simply enjoy the beautiful sunrise while drinking a cup of coffee. The property is short distance to the community beach and a short distance to the community boat ramp. Also features an outdoor shower and a firepit area with plenty of seating. The cottage is located just a few short miles from the Historic Town of Cape Charles and about 25 minutes from Kiptopeke State Park.

- 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.

Isla Villa

3 Bedrooms
2 Baths
8 Guests
Cape Charles
Water Access
Gas Grill
Pool
Internet

Welcome to your dream coastal retreat in the sought-after Bay Creek Resort community! This charming three-bedroom, two-bath condo offers the perfect blend of comfort and convenience for your next vacation by the bay.

Step inside to discover a well-designed living space that's ready for you to call home. The primary bedroom provides a peaceful sanctuary, while two additional bedrooms offer plenty of space for family or guests. 

Bay Creek Resort surrounds you with amenities that make every day feel like vacation. Take a refreshing dip in one of the multiple community pools, maintain your wellness routine in the fitness room, or explore the natural beauty of the preserve's walking trails. Nature lovers will appreciate the preserved areas throughout the community, offering peaceful spots for bird watching or simply unwinding after a busy day. The community beach access lets you enjoy sand and surf whenever the mood strikes. Golf cart enthusiasts will love the easy lifestyle here – cruise around the neighborhood or head into historic downtown Cape Charles, where local charm and coastal vibes blend perfectly. The famous Cape Charles public beach is just minutes away, perfect for afternoon strolls or catching spectacular sunsets over the Chesapeake Bay. The townhome's location puts you right in the sweet spot – close enough to enjoy all the action but positioned for peaceful living. And, for added convenience, a golf cart is included!

Whether you're looking for a summer spot or an off-season getaway, this townhome offers the ideal setting for your coastal lifestyle. With its pristine condition and perfect location, this home is ready to welcome you to the relaxed pace of bay living. Don't miss this opportunity to embrace the Bay Creek lifestyle – where resort amenities meet small-town charm in one of Virginia's most delightful coastal communities.

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 will 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, paddle boarding, beach yoga, kid's camps & more. 

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

     *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.

Moon Rising

3 Bedrooms
2 Baths & 1 Half
8 Guests
South Ridge
Waterfront
Screened Porch
Internet
Outdoor Shower

Very nice waterfront home overlooking Assateague Island and lighthouse. Satellite TV, all amenities. Nice waterside deck areas. Long pier and dock (deep water) shared with house next door. New waterside screened porch and upper level balcony. Relax and chill out after a long day at the beach. Close to Memorial Park right across the street from a family restaurant! This is the perfect place for your island vacation -- and for larger groups or family reunions, check out nearby Herbie's Hideaway or Wildflower!

- 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.

Southern Exposure

4 Bedrooms
2 Baths
7 Guests
Piney Island
Waterfront
Boat Dock
Screened Porch
Internet
Outdoor Shower

Southern Exposure is nestled along the natural shoreline of the Assateague Channel, offering some of the most beautiful water views on Chincoteague Island. Conveniently located in one of Chincoteague's most popular residential communities, you're only minutes from the beach and attractions - shopping, mini golf, restaurants and more! This ranch-style home features 4 bedrooms, and all your main living areas, on one level. Enjoy relaxing moments on the waterside screened porch or private deck overlooking the marsh and Assateague Channel. And you can crab/fish, kayak or dock your boat from the deep-water pier (with ladder and floating dock). It doesn't get much better than this!

- 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.

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