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The Pearl

4 Bedrooms
3 Baths & 1 Half
8 Guests
Cape Charles
Water View
Gas Grill
Screened Porch
Pool
Internet
Outdoor Shower

Welcome to "The Pearl" - and your next chapter of coastal living in the sought-after Bay Creek community on Virginia's Eastern Shore. This brand new four-bedroom, three-and-a-half-bathroom home is a stunning retreat where modern elegance meets small-town charm, and every detail has been thoughtfully curated for refined living.

Step inside to discover a light, bright, and airy interior that immediately puts you at ease. Professionally decorated from top to bottom, the home showcases a sophisticated aesthetic that blends coastal warmth with contemporary flair. The upscale kitchen serves as the heart of the home, outfitted with premium finishes and designed to inspire both casual meals and memorable gatherings. Generous living spaces flow seamlessly throughout, while serene pond views from the home create a tranquil backdrop you will never tire of admiring.

The spacious primary bedroom offers a private sanctuary, complemented by three additional well-appointed bedrooms that provide ample room for family and guests alike. With three and a half beautifully finished bathrooms, morning routines remain effortless no matter how full the house may be.

Beyond the front door, the Bay Creek community elevates everyday life into something truly extraordinary. Guests enjoy access to world-famous golf courses, resort-style pools, a state-of-the-art fitness and life center, scenic walking trails, and an on-site restaurant. Just a short distance away, the beloved Cape Charles Beachfront awaits with its golden sands and breathtaking Chesapeake Bay sunsets. Stroll through the charming town to explore Central Park, local boutiques, and a vibrant dining scene. Convenient grocery shopping at nearby Food Lion ensures daily errands are a breeze, while the iconic Chesapeake Bay Bridge-Tunnel connects you effortlessly to the greater Hampton Roads region.

This is more than a rental — it is a lifestyle. Book your vacation and experience the best of Eastern Shore living for yourself.

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.

- 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.

Capeville Cottage

3 Bedrooms
2 Baths & 1 Half
8 Guests
Cape Charles
Town & Country
Pet Friendly
Gas Grill
Screened Porch
Internet
Outdoor Shower

Welcome to Capeville Cottage in the heart of Capeville, VA - just 5 miles North of the Chesapeake Bay Bridge Tunnel. The Capeville Cottage is a charming 1700 sq.ft., 2 story home featuring 3 bedrooms and 2.5 baths. Upon pulling into the private driveway, there is a west facing front porch, great for watching the gorgeous Eastern Shore sunsets and relaxing after an active day.  You are welcomed by a large living area, high ceilings, and spacious kitchen with plenty of seating, laundry and a half bath.  There is a screened porch off of the kitchen with a picnic table that seats eight. Downstairs is a large primary bedroom with a king sized bed, high ceilings, a tv, and full bath and separate stand in shower. Upstairs there are two bedrooms. One has a twin over full bunk with a separate full size bed. The 3rd bedroom has a queen bed, tv and a shared full bath. Outside in the garage, you will find a game room with a ping pong table, darts and a large refrigerator. Capeville Cottage offers a large yard with ample parking, and a boat washing station.  Come enjoy Capeville Cottage and let the tranquil lower Eastern Shore wash your worries away!

- Linens and towels are included with your reservation. 

- No smoking is permitted on the premises. 

- This property is pet friendly. An additional fee of $150 per pet will apply. Maximum pets allowed: 2. Pet Restriction: Small dogs only, under 25 lbs each. NO CATS. 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.

This rental home is conveniently located:

1 mile to Stingray's Restaurant

2.5 miles to Kiptopeke State Park and boat ramp

5 miles to downtown Cape Charles and public boat ramp

5 miles South of Wise Point boat ramp

3 blocks to the scenic bike path on Capeville Road

Osprey

3 Bedrooms
2 Baths
6 Guests
Chincoteague Island
Water Access
Pet Friendly
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

This great contemporary beach home is located at the edge of the community harbor area, a perfect location for you and your guests. As a pet friendly house, you'll enjoy the wide open spaces for your dogs. The home features an open floor plan with a lovely eat-in (and completely renovated!) kitchen and cook area that is flanked by a huge screened porch overlooking the community harbor. You can enjoy all your meals on the porch! In addition, you'll find bright, airy and spacious bedrooms with TVs including a master bedroom suite with King size bed and private bath. There's plenty of parking. You and your guests can crab and fish from the community dock, located just a few steps from your door. Enjoy a great vacation at Osprey!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly. An additional fee of $150 per pet will apply. Maximum number of pets allowed: 3. 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.

Langtree

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

Your home away from home... enjoy the water views, bring your boat and use your own dock, or just relax and listen to the whispering pines. 3 Bedrooms, 2 full baths (plus another shower/bath downstairs), outside shower, washer and dryer, satellite TV, and PET FRIENDLY! Great views of Oyster Bay from the front and back decks, and there's a large screened porch for outdoor enjoyment. On the lower (first level) of the home you'll find a large open room with a Queen and 2 Twin beds, as well as a large utility room and bathroom with shower. The main living level (second level) of the home features the living room, kitchen & dining area, as well as 3 bedrooms (K/K/Q) and 2 full bathrooms. Note: This property has a 7 night minimum stay during all seasons.

-Parking only for 4-5 Cars

- 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. 

- This property is pet friendly. An additional fee of $150 per pet will apply. Maximum number of pets allowed: 2. Pet Restriction: NO CATS. 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.

The Lighthouse

3 Bedrooms
2 Baths
6 Guests
Captain's Cove
Waterfront
Boat Dock
Gas Grill
Screened Porch
Pool
Internet
Outdoor Shower

Nestled in the picturesque Captain's Cove community, this exquisite three-bedroom, two-bathroom waterfront residence represents the pinnacle of sophisticated coastal living. The stunning new construction boasts an airy, well-conceived open floor plan that seamlessly blends indoor refinement with the serene beauty of unobstructed bay views.

The chef's kitchen stands as a culinary sanctuary, where premium finishes and state-of-the-art appliances await the discerning home cook. In the evening hours, the ambient glow of the fireplace creates an atmosphere of unparalleled comfort and tranquility. For entertainment aficionados, each bedroom features a Smart TV—including the primary bedroom suite.

Perhaps most alluring is the property's 4-season room and direct bulkhead access to the bay, with boat dockage available for nautical enthusiasts. One might say this home doesn't just offer a lifestyle—it launches one.

The distinguished community amenities elevate everyday living to resort-quality experiences, featuring both indoor and outdoor swimming pools, a fitness facility, and an on-site restaurant. The adjacent marina and golf course create a playground for those with a passion for waterfront and fairway pursuits.

This exceptional property affords the advantage of being merely 20 minutes from the wild horses and pristine shores of Chincoteague Island, with the Assateague Island National Seashore's and beach just beyond. For those seeking more vibrant diversions, Ocean City's renowned boardwalk and attractions await just 30 minutes away, while Maui Jack's Waterpark offers family entertainment nearby. As one of Coastal Shore's newest offerings, don't sleep on this one. It will book quickly!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises.

- No pets are permitted on the premises.

- 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.

- 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.

- This property is pet friendly. An additional fee of $200 will apply. Pet restriction: One small to medium size adult dog under 50 lbs, must be housebroken. NO CATS. 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.

Island Estate

5 Bedrooms
3 Baths
14 Guests
Chincoteague Island
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Pool
Internet
Outdoor Shower

Fabulous, fabulous, fabulous! If you're looking for a large space to have a family vacation or reunion, this is it. This beautiful waterfront home is located on a tidal creek and boasts over 3,000 sq ft of living space. All amenities - central air, all kitchen appliances & washer/dryer, and so much more! The formal dining room is great for large gatherings. Beautiful back deck area with private pool for your enjoyment. Island Estate is a PET FRIENDLY home. Please Note: Pool is open Memorial Day weekend through end of season/last renter (weather permitting).

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly. An additional fee of $150 per pet will apply. Maximum number of pets allowed: 4. 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.

Hosta Cottage

1 Bedroom
1 Bath
2 Guests
Mainland
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Pool
Internet
Outdoor Shower

There is a fanciful quality to this secluded property where nature’s beauty and luxurious accommodations coexist in quiet harmony.    Located on the banks of Holden’s Creek, a headwater of the Chesapeake Bay and a 20-minute drive to the pristine white sand Atlantic beach on Assateague Island, The Creek Guest Cottages are private, convenient, and offer bespoke modern amenities. Explore life off the beaten path and take a true vacation. Whether you are kayaking or paddle boarding on the creek, sitting by the fire pit, biking down country roads or going to the beach, you will find plenty to do or enjoy doing nothing at all.  The views of the creek are magical at any time of the day or night from inside your cottage or from any vantage point on the 3-acre property. The cottage has been designed and decorated by a professional interior designer.

'Hosta Cottage' has partnered with our friends at Sun Outdoors Resort (located less than 2 miles from the house) so that all guests may enjoy the fun resort amenities FREE OF CHARGE. This extra bonus includes a private beach w/ water rentals, pool, playground, "snak shak", comfort stations & more! 

On-site amenities include:  a gas grill, 20’ radius fire pit, 2 kayaks, a SUP, and 2 bicycles.  There is a boat launch on the property and two docks (one floating). Linens and towels are provided.

The Hosta Cottage: 850 square ft. Full Kitchen and Laundry. French Limestone Floors and tiled bathroom. Sleeps 2 (Queen Bed). Separate Private Outdoor Dining area (not included in square footage above). Outdoor Shower. Smart TV. WIFI.

In addition to Hosta Cottage, the compound is also home to two other luxurious dwellings: Porter’s Barn and Creek House. All combined, The Creek Compound will accommodate 18 with no parking problems. Please note that this listing is for Hosta Cottage only; the other two homes - Creek House and Porter's Barn - must be booked separately. A direct inquiry should be sent for special event pricing or if you wish to rent the entire compound.

- 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. 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.

The Crabby Baker

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

Welcome to a waterfront townhome retreat that delivers island living with a front-row view of the lighthouse and sunrises that will surely outshine your alarm clock. Set in one of Chincoteague Island’s most desired areas, this pet-friendly 2-bedroom, 2.5-bath home pairs comfort, charm, and a little vacation energy in all the right ways.

Inside, the layout offers easy everyday living and inviting spaces to unwind after a day on the water or at the beach. The living room is anchored by a 75-inch television, perfect for movie nights, game days, or simply pretending you are “just resting your eyes.” Upstairs, the primary bedroom features a private bathroom and a waterside balcony, creating a peaceful retreat for morning coffee, evening breezes, and uninterrupted water views. A second bedroom and additional baths provide flexibility for guests, work-from-home needs, or both. The extra half bath adds convenience for entertaining, while the townhouse design keeps daily vacationing practical and fun. 

Outdoor living is just as appealing, with a fishing and crabbing pier that invites relaxed afternoons and fresh catches, plus a hot and cold outside shower for easy cleanup after beach trips. Imagine casting a line at dusk, then rinsing off before dinner as the water glows around you. You are also conveniently close to Maui Jack’s Waterpark and Assateague Beach, so fun is never far from home.

If you have been searching for a vacation spot that feels equal parts coastal escape and everyday comfort, this one checks all the boxes. Book today and see why this waterfront townhouse is easy to love.

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This property is pet friendly. An additional fee of $150 will apply. Maximum pets allowed: 1. 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.

Egret's Cove

3 Bedrooms
3 Baths
11 Guests
Chincoteague Island
Waterfront
Pet Friendly
Gas Grill
Screened Porch
Hot Tub
Internet
Outdoor Shower

Breathtaking views call your attention at this gorgeous waterfront home! 'Egret's Cove' is located next door to our ever popular sister vacation home, 'Heron's Cove'. Egret's Cove is rich with amenities, leaving nothing to be desired for an enjoyable vacation stay. With the amazing views, blissful sunrises, bay breezes, pet-friendly, you'll be in awe that this bay front home has to offer! This home was built directly on Little Oyster Bay in 2004, and has a large screened porch with a hot tub. Boasting beautiful water views from almost every room, the interior features tasteful decor, lots of natural light and a vaulted ceiling in the living room that lends to the "openness." One bedroom with a king is located on the first floor (with a Jack and Jill bath). The kitchen also features everything you will need to cook for the family while vacationing, and there is a wet bar adjacent to the dining area. In the large open living room you will also find a full size sleeper sofa. Moving upstairs, you'll again be "wowed" by the views! In the loft, you will find a queen sleeper sofa as well as a game table, twin sleep sofa and plenty of room to relax. One bedroom features a king size bed, with a private balcony. Across the hall you will find another bedroom with a queen size bed, lots of natural light and a dedicated workspace. There is a large deck that has a spiral staircase to make your way down to the screened porch.. You will also find two full bathrooms in this space. Each bedroom also features a smart TV for your enjoyment! Outside, experience a private oasis and enjoy a relaxing soak in the hot tub overlooking the Bay while finding peace in the natural elements surrounding the space. Relax on the front deck or by the fire pit - all of which is enclosed by a fence so your furry friends can roam without worries. There is also a shared dock with the home next door, perfect for kayaking or crabbing.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly. An additional fee of $150 per pet will apply. Maximum number of pets allowed: 4. BREED RESTRICTIONS APPLY. 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.

Porter's Barn

1 Bedroom
1 Bath
2 Guests
Mainland
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Pool
Internet
Outdoor Shower

Porter's Barn, where luxury meets seclusion on the water's edge...

There is a fanciful quality to this secluded property where nature's beauty and luxurious accommodations coexist in quiet harmony. Located on the banks of Holden's Creek, a headwater of the Chesapeake Bay and a 20-minute drive to the pristine white sand Atlantic beach on Assateague Island, Creek House Guest Cottages are private, convenient, and offer bespoke modern amenities. Explore life off the beaten path and take a true vacation. Whether you are kayaking or paddle boarding on the creek, sitting by the fire pit, biking down country roads or going to the beach, you will find plenty to do or enjoy doing nothing at all. The views of the creek are magical at any time of the day or night from inside your cottage or from any vantage point on the 3-acre property. The Cottages have been designed and decorated by a professional interior designer.

'Porter's Barn' has partnered with our friends at Sun Outdoors Resort (located less than 2 miles from the house) so that all guests may enjoy the fun resort amenities FREE OF CHARGE. This extra bonus includes a private beach w/ water rentals, pool, playground, "snak shak", comfort stations & more! 

Shared amenities include: a gas grill, 20 ft. radius fire pit, 2 kayaks, a SUP, and 2 bicycles. There is a boat launch on the property and two docks (one floating). Linens and towels are provided.

Porter's Barn: 900 square ft. Full Kitchen and Laundry Room. Marble Bathroom. Sleeps 2 (Queen Bed). Outdoor Shower. Smart TV. WIFI

In addition to Porter's Barn, the compound is also home to two other luxurious dwellings: Hosta Cottage and Creek House. All combined, The Creek Compound will accommodate 18 with no parking problems. Please note that this listing is for Porter's Barn only; the other two homes - Creek House and Hosta Cottage - must be booked separately. A direct inquiry should be sent for special event pricing or if you wish to rent the entire compound.

- 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. Limitations: one dog only. No pets on the furniture, please.

- 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.

Sun Rayes

4 Bedrooms
3 Baths
8 Guests
Captain's Cove
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Pool
Internet
Outdoor Shower

We welcome "Sun Rayes"! What does this fabulous home have to offer? The question is: what doesn't it offer?! With 4 bedrooms, 3 bathrooms, 3 stories (with an elevator), a game room (ping pong, pool table, dart board, ring toss) and expansive decks - there's room for everyone! Situated on a canal in the popular Captain's Cove community, you have access to a boat ramp and you can dock your boat right outside your door! Also perfect for fishing, crabbing, kayaks, etc. Sun Rayes is packed full of fun - there are so many great spaces for entertaining and relaxing. The Captain's Cove community offers 3 pools (2 outdoor & 1 indoor), tiki bar, Marina Club and restaurant, 9-hole golf course, kids playground, dog park and more! (amenities are available for use with fee)  And you're only 20 minutes from Chincoteague & Assateague Islands (the beach), and 30 minutes from Ocean City, MD (boardwalk & amusements).

- No smoking is permitted on the premises.

- Linens and towels are included with your reservation.

- This property is pet friendly. An additional fee of $150 per pet will apply. Maximum pets allowed: 2. 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.

- 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. 

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