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The Blue Pearl

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

** New Coastal Shore Vacations listing! ** 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 and golf cart 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 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, 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.

Sunrise Shore

3 Bedrooms
3 Baths & 1 Half
14 Guests
Chincoteague Island
Waterfront
Boat Dock
Gas Grill
Pool
Hot Tub
Internet

Spend your precious vacation time at this truly stunning, one-of-a-kind architectural masterpiece! From the moment you walk in the French entry doors, you'll be "wowed" by the floor to ceiling windows and 3-sided glass fireplace. The chef's quality kitchen is brand new with stainless steel appliances and granite counter tops. There are multiple decks for enjoying some relaxing downtime and taking in the unobstructed views of Oyster Bay. Professionally decorated with clean, modern Bohemian-chic decor and furnishings, you'll find yourself surrounded by simple, upscale comfort. There's a 70" TV in the living room, and all the bedrooms feature their own flat-screen TVs and Amazon Echo devices. Stream all of your favorite shows from Hulu, Netflix or Disney+! "Sunrise Shore" is located in one of Chincoteague Island's most popular waterfront residential communities - Oyster Bay I. Conveniently located to Maddox Blvd. (Beach Road) and downtown Chincoteague, yet far enough to escape the hustle & bustle. | | The main level of this home features the main living areas (kitchen, dining room, living room), a powder room, a pool shower bathroom ,and the master bathroom en suite. The upstairs features 2 more bedrooms, both with private balconies, and a full bathroom. There's also an additional loft sleeping area. | | The outdoor areas offer exceptional entertaining and relaxation space. Cool off in the 10' x 40' saltwater in-ground pool, or gaze at the stars as you spend the evening in the 6-person hot tub. Dine al fresco on one of the many decks, all while enjoying the water views. There's plenty of room in the yard for a game of corn hole or catch.

- 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.

Conch Shell

3 Bedrooms
1 Bath
6 Guests
Chincoteague Island
Waterfront
Internet
Outdoor Shower

The house is located on Pine Drive in Piney Island - the closest neighborhood to the beach - convenient for shopping and dining on Maddox Blvd. This wonderful waterfront beach bungalow features a wrap around deck with views of Assateague and the light house. You can bring your boat, jet skis or kayaks and keep them tied up out front. There is a spacious living room for entertaining and a nicely remodeled kitchen! Your rental also includes water access (a short walk from the home) to a tidal creek that comes up from Oyster Bay - it's a great place for the kids to crab or to launch a kayak or canoe. 

- 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.

Beach Haven

3 Bedrooms
2 Baths & 1 Half
9 Guests
Chincoteague Island
Town & Country
Charcoal Grill
Internet

If you enjoy being close to town and activities, 'Beach Haven' is most likely your perfect spot! Located on just one block off of Main Street, this lovely home is conveniently located to downtown Chincoteague Island, the movie theater, restaurants, famous Island Creamery, adventure park and more! The wrap around second-level deck is nicely furnished and inviting - it's the ideal place to relax with a cup of coffee in the morning or a cool drink after a long day at the beach. 

As you enter this fantastic modern home, you're greeted by an open floor plan. The main level features the living room, kitchen with breakfast bar, dining room and half bath/powder room. The lower level is entirely a two-car garage that is accessible by guests; it's a wonderful place to store your bikes or beach gear! Upstairs you'll find 3 bedrooms and 2 full bathrooms, one of them being a master bedroom en-suite. Two bedrooms feature a queen bed each, and the third (kid's) bedroom features a bunk bed (2 Doubles) and a Twin bed. 

Lets talk electronics! This home has been carefully and tastefully furnished for the discerning traveler. The living room and all 3 bedrooms all have large Smart TVs, and the kid's bedroom includes an HDMI cable for easily connecting gaming consoles, etc. You'll also enjoy amenities such as keyless self check-in and check-out.

Come for a week in the summer, or come for a shorter stay in the spring or fall. 'Beach Haven' is available year-round and the island is gorgeous the whole year through!

- 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.

Bay Daze

2 Bedrooms
2 Baths & 1 Half
6 Guests
Chincoteague Island
Waterfront
Boat Dock
Internet

Escape from the hustle and bustle of everyday life at this little slice of paradise nestled on the edge of the Chincoteague Bay! Bay Daze is a clean, comfortable and modern townhome (end unit) offering all the amenities you'll need for a perfect vacation! On the main level you'll find an open living space featuring a nice kitchen with breakfast bar, dining area, and living room with new furniture! There are water views from every room! Upstairs features 2 bedrooms (both suites with private bathrooms, balconies, and TVs) - one bedroom has a King bed and the other a King bed and trundle daybed. Drop your fishing line in the water right out your back door, or dock your boat for easy access. There is also a garage and on site boat trailer parking. The possibilities are endless at this waterfront property! Call today; this one books quickly. Note: This unit features a private boat dock (slip #5). 

- 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.

Artist Apartment

2 Bedrooms
1 Bath
6 Guests
Wachapreague
Water View
Gas Grill
Screened Porch
Internet

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.

Homestead

3 Bedrooms
2 Baths
5 Guests
Chincoteague Island
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Set back across the street from Chincoteague Bay, Homestead sits on 30 acres of basically pristine land. A cozy cottage, originally built in 1890, had been updated but the owners kept the original charm of yesterday but with the comfort of today. Now that charm and comfort has been expanded. A new addition offers a great room with a modern kitchen, dining area and room to stretch out and relax. The design includes oversized windows, sliding doors and a sky light. The house now has 2 screen porches and a balcony that lets you feel as though you are living in in a nature preserve! Homestead sleeps 5 but best suited for 4 adults. There are now 2 full sized bathrooms. Amenities include bikes, beach chairs and umbrellas: games, crayons and colored paper and good parking. And as part of the property, you'll vacation alongside the oldest home on the island, The Captain Timothy Hill House, listed on the National Register of Historic Places. With a tidal pond in front and unspoiled woods in back, Homestead is private, quiet and with lots of room outside. A perfect retreat! So relax on one of the porches, feel the breeze from the bay, watch the animals and birds that come by or take an outside shower under the stars. The Homestead that so many have come to love is still the same just more to love!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- No pets 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.

Serenity at Oyster Bay

3 Bedrooms
2 Baths
10 Guests
Chincoteague Island
Water View
Gas Grill
Screened Porch
Internet
Outdoor Shower

Aptly named, "Serenity at Oyster Bay" is just what you'll find at this delightful vacation home. Located in the highly-demanded community of Oyster Bay I, you'll enjoy the peaceful, quiet area nestled amongst the tall pines and marsh grasses. The main living area features a fantastic open floor plan; perfect for gathering the family and entertaining. The back of the house features a bright sunroom that looks out over a natural preserve - cozy up with a cup of coffee and a nice book! This home also features 3 bedrooms, 2 full bathrooms (completely remodeled) and has undergone a lot of fresh new upgrades! There's a little sitting deck out back, a screened porch, covered picnic/game area (with cornhole boards), fish cleaning station, and so much more! And, as if that's not enough, there are water views and you're very close to the Oyster Bay Community water access! Don't delay - Serenity at Oyster Bay is sure to book quickly!

- 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.

Beachin' at the Cove

3 Bedrooms
2 Baths
6 Guests
Captain's Cove
Pool

Come and enjoy a private place to call home during your much needed vacation! Beachin' at the Cove has everything you need to enjoy a quick or extended getaway.  The location of this inviting home is superb! Overlooking one of the Shore's best golf courses, Beachin' at the Cove provides a desired location for your perfect beach escape. In this cozy, single family home, you will be greeted by a covered porch where you can sit and sip your morning coffee or tea. You will then enter an inviting, open living area adjacent to the kitchen with access to the large and open back deck. This home offers first floor sleeping quarters as well as a full bathroom and hardwood flooring throughout. Upstairs you will find 2 more bedrooms and another full bath. The beautiful community of Captain's Cove offers many amenities, with something suited for the entire family. Beachin' at the Cove is located just a short distance from waterfront dining on the Chincoteague Bay, 3 pools, a 9 hole golf course, tennis, basketball, fitness, and much more! Conveniently located, you're approximately 20 minutes from Chincoteague Island, 30 minutes from Snow Hill and less than an hour to Ocean City MD.

- 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.

- Community amenities require passes for an additional fee.

- Additional community requirements: Each occupant must disclose their name. Vehicles must be registered; make and model of each vehicle is required. Incomplete or incorrect information will result in revocation of the use of community amenities and facilities. No Sunday check-ins or check-outs are permitted. 

Belle of the Bay

4 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Waterfront
Boat Dock
Screened Porch
Internet
Outdoor Shower

Truly the "Belle of the Bay", this beautiful custom waterfront home is tucked away at the very tip of one of Chincoteague's most popular residential communities - Oyster Bay I. This means you'll enjoy unobstructed 360 degree water and marshland views from nearly every space in the home. The decor and local art collection alone will "wow" you! Watch the sun rise as you sip your morning coffee from the balcony or screened porch. Enjoy the quiet and privacy as you watch the wildlife that surrounds this fabulous property. The main house features 3 bedrooms, 2 full bathrooms, and an additional loft sleeping area (twin trundle bed). The detached garage features another living area/bedroom (2 Twin beds) that is available for guest use (lower level garage is not accessible by guests). NOTE: Living room fireplace is not functional. 

- 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.

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.

PLEASE NOTE: 'Maryland' 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.

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.

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