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Compass Rose Retreat

3 Bedrooms
2 Baths
6 Guests
Cape Charles
Town & Country
Pool
Internet

Welcome to your next happy place in the heart of the Bay Creek community — Compass Bay Retreat! This charming three-bedroom, two-bathroom condo that's ready and waiting for you to arrive and start enjoying your best coastal vacation.

This gem sits in one of Virginia's Eastern Shore's most sought-after communities within Cape Charles, and honestly, it's easy to see why. Bay Creek is home to world-famous golf courses, sparkling pools, a fitness and life center, scenic walking trails, and private beaches. Yeah, you read that right — private beaches. Whether you're teeing off at sunrise, taking a sunset stroll along the shore, or just lounging poolside with a good book, there's never a shortage of ways to unwind here.

Inside, you'll find a comfortable layout with three bedrooms that give everyone their own space to spread out and relax. The primary bedroom is a peaceful retreat after long days spent exploring the shore, and the two full bathrooms keep morning routines running smoothly — even when the whole crew is getting ready at once.

The location is tough to beat. You're just a short drive from the Cape Charles Natural Area Preserve, perfect for nature lovers who enjoy birdwatching and hiking. Grocery runs are a breeze with Food Lion nearby, and the iconic Chesapeake Bay Bridge-Tunnel is within easy reach for those days when you want to explore beyond the shore.

This is the kind of place where weekdays feel like weekends and every evening ends with a golden sky over the bay. Don't let this one slip by - book your stay today!

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 require 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.

Cedar Cove

3 Bedrooms
2 Baths
12 Guests
Chincoteague Island
Waterfront
Gas Grill
Internet
Outdoor Shower

Tranquility meets you at every turn at Cedar Cove, a custom-built waterfront home nestled amongst the pines in the Oyster Bay I community. The open floor plan allows for a bright and airy atmosphere in the common areas downstairs - an open living room with a gas fireplace to warm a chilly evening, and a bright and cheery fully-equipped kitchen. The primary bedroom is also found on the ground floor, with a queen bed and bath, flat-screen television, and private balcony overlooking the backyard and waterfront view. The bathroom also has an entrance from the entrance hall of the house, allowing it to act as a bathroom for guests downstairs as well. Upstairs you'll find a game loft complete with a foosball table, a futon, and plenty of board games to keep the kids busy on a rainy day. Two additional bedrooms are also upstairs, one with two full size beds and another with a queen size bed - both have televisions and balconies as well. A newly-remodeled full bath is also located upstairs off the loft area as well. Outside you'll find ample space for plenty of outdoor enjoyment with the family - a spacious deck with outdoor seating and dining areas, a firepit with comfortable Adirondack chairs, and an outdoor shower to rinse off the sand after a long day at the beach. Located in a quiet private community just off the "beaten path" - all the amenities Chincoteague has to offer are just minutes away on the bike or in the car. Bring your kayaks and launch right from the small dock located on the property, or grab a pack of chicken necks at the grocery store and catch a few crabs - round out the meal with a sack of oysters from Gary Howard's market just up the street (if all else fails he sells crabs at a reasonable price too). Then take the time to gather with family on the porch to enjoy the bounty the island has to offer - all from the comfort of Cedar Cove here on Chincoteague Island.

- 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.

Salty Sea Lyons Landing

3 Bedrooms
2 Baths
6 Guests
Captain's Cove
Town & Country
Pet Friendly
Gas Grill
Screened Porch
Pool
Internet

Escape to the ocean and enjoy this contemporary golf course home! Sit and relax while enjoying the golf course views from the screened porch; boasting easy access to pools, golf course, restaurant, and much more. Come relax in the cozy living room with new furnishings, electric fireplace and smart tv. The well-equipped kitchen boasts stainless steel appliances and kitchen equipment that guests can use to cook tasty snacks.

The home includes four smart TVs, (one in each bedroom) central heat and a/c, and plenty of board games to keep you occupied during your stay.  Bedrooms are equipped with nice mattresses to ensure a good night's rest, along with cozy blankets and thoughtful décor.   The owner's suite features a king sized bed, electric fireplace, on suite bath with a double vanity, large soaking tub as well as a walk in shower. You will find two more bedrooms just down the hall, one with a queen sized bed and another with a double bed. There is also another full bathroom with a tub/shower combo.

The front porch is perfect for sipping your morning coffee, or enjoying an evening beverage of choice. The screened in porch has comfy seating for 6 and a firepit for your enjoyment just off of the steps. Come spend a weekend or an entire week at Salty Sea Lyons, you won't be disappointed!

This home is conveniently located to all the community amenities such as pools (2 outdoor & 1 indoor), fitness center, marina w/ fishing pier, restaurant, tiki bar, and more! (with a fee) If day-tripping is more your style, you'll love the fact that this home is located only 20 minutes from Chincoteague Island and the beach, or 30 minutes to Ocean City, MD and the boardwalk amusements.

- 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: 2 pet max.

- 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. 

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.

Huntington Farm

4 Bedrooms
3.5 Baths
10 Guests
Cape Charles
Waterfront
Gas Grill
Internet

Welcome to a remarkable piece of Virginia's coastal heritage - a magnificently restored 17th-century estate nestled along the serene Cherrystone Creek. This distinguished property, set on 14 pristine acres, offers an extraordinary blend of historical grandeur and modern comfort, perfectly positioned just moments from the charming town of Cape Charles.

The residence showcases impeccable architectural details throughout its thoughtfully designed layout. The ground floor presents a series of elegant entertaining spaces, including a stately formal living room and dining room, perfectly suited for sophisticated gatherings. The heart of the home features a thoroughly modernized kitchen that seamlessly bridges centuries of history with contemporary convenience. Perhaps the most captivating space is the family room, where expansive picture windows frame mesmerizing views of the marshlands and bay, creating an ever-changing natural canvas. As an added bonus, this room features a foosball table and card table - perfect for those family game nights. 

Ascend to the second floor to discover four meticulously appointed sleeping quarters. The primary bedroom suite presents a luxurious king-size arrangement, while a second bedroom offers a refined queen-size setting. The third bedroom features two sets of bunk beds, perfect for younger guests or the young at heart. A versatile sleeping/sitting room, complete with two twin-size day beds, rounds out the accommodation options, all serviced by three well-appointed bathrooms.

The estate's grounds are nothing short of magnificent, with sweeping water frontage and pristine marshlands creating a private sanctuary. A dedicated game room provides indoor entertainment, while the expansive outdoor spaces offer unlimited potential for grand celebrations or intimate gatherings.

This exceptional property sits within easy reach of local amenities, including the historic Cape Charles district, known for its boutique shopping and dining experiences, and the beloved Cape Charles Beachfront, offering endless opportunities for coastal recreation. Here lies an unparalleled opportunity to experience luxury living steeped in history, where every detail tells a story and every view inspires.

- 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.

Belle of the Bay

4 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Waterfront
Boat Dock
Gas Grill
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.

High Tide

3 Bedrooms
2 Baths
9 Guests
Chincoteague Island
Water Access
Gas Grill
Screened Porch
Internet
Outdoor Shower

We're pleased to be able to offer 'High Tide' as one of our most popular vacation rental selections! The true epitome of a beach house, you'll enjoy the bright, cheery decor and spacious feel of this fabulous home. The downstairs features an open living room (with fireplace and flat-screen TV), dining area and kitchen, as well as over-sized windows and access to the two (yes, TWO!) screened porches. One porch features a wonderful dining set; perfect for dining al fresco. The second spacious porch features a large hammock and nice sectional lounging sofa. As if that's not enough outdoor space, there are also multi-level, open air decks on the front and back of the home! There's also a bedroom (king) and full bathroom downstairs. The upstairs features two additional bedrooms (one with a queen & two twin beds, and the other with a queen & one twin bed), and a full bathroom. Both upstairs bedrooms are enhanced by sliding doors and private balconies. You'll enjoy snippet water views of the Assateague Channel! Don't delay, 'High Tide' books quickly. Please note: As part of the Piney Island Community, this rental includes water access at a shared community location just a short distance from the home.

- 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.

Day Dream Believer

4 Bedrooms
4 Baths
10 Guests
Cape Charles
Waterfront
Gas Grill
Screened Porch
Pool
Internet
Outdoor Shower

Welcome to 'Day Dream Believer' on Virginia's coastline in Cape Charles, VA. This remarkable house is now available for rent, offering a fantastic opportunity to experience luxurious coastal living. With 4 bedrooms, 4 bathrooms, and ample parking for 4 vehicles, this new construction home caters to luxury, comfort and convenience!  This beautiful home is located in the coveted resort community of Bay Creek and is awaiting your ideal vacation experience.

As you step inside, you'll be greeted by the exquisite craftsmanship and attention to detail that defines this property. The stunning quartz countertops add a touch of elegance to the spacious kitchen, which will aspire the chef within you. Boasting a  48” Wolf stove/oven with 4 burners and a 24” griddlehard surface countertops, a breakfast nook and uncompromised views; this room is open to the spacious living area with high ceilings and abundant natural light. Whether you're hosting a feast or enjoying a quiet meal with family, this kitchen is sure to impress. Spread across three levels, the home offers plenty of room for everyone to find their own space. Take in the grandeur of the vaulted ceilings while cozying up next to the inviting gas fireplace on chilly evenings. With two primary bedroom en suites, this property caters to those seeking privacy and luxury. Each bedroom is designed with your comfort in mind, providing a serene retreat after a long day. Enjoy the convenience of having your own private bathroom where you can unwind in style. In fact, on the 3rd floor you are greeted with the spacious owner's suite, complete with a private sitting area that is perfect for reading, watching your favorite show, or enjoying a cup of coffee. 

On the lower level, you have the convenience of a two car garage for loading and unloading - complete with another bedroom, full bathroom, and featuring a tub/shower combo. Restore and relax out back, while taking in the beautiful water views or make your way into town where you will find all the charming town of Cape Charles has to offer. This remarkable vacation spot will leave you with only one regret - that you didn't book a longer stay!

But that's not all – residing in this house means gaining access to the resort amenities at Bay Creek Resort. Dive into a world of relaxation and entertainment as you indulge in community offerings such as golf courses, swimming pools, dining options, nature preserve and more. Discover a lifestyle that blends tranquility with fun-filled activities right at your fingertips.

Located in beautiful Cape Charles, VA, this house positions you just moments away from pristine beaches and charming downtown shops and restaurants. Embrace the coastal lifestyle as you soak up the sun on sandy shores or embark on boating adventures along the Chesapeake Bay. Don't miss out on this incredible rental opportunity at Day Dream Believer! Experience the epitome of beach and resort living with its modern features, community amenities, and prime location. 

BED CONFIGURATION: Primary Bedroom 1: King & Queen Sleeper Sofa (in separate sitting area) // Primary Bedroom 2: Queen bed // Bedroom 3: Queen bed // Bedroom 4: Queen Sleeper Sofa

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, paddle-boarding, 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.

Blue Crab Bungalow

1 Bedroom
1 Bath
5 Guests
Chincoteague Island
Pet Friendly
Internet
Outdoor Shower

Welcome to this charming bungalow located in the center of Chincoteague Island! This delightful house offers a cozy and comfortable living space, making it the perfect place to call home. With 1 bedroom and 1 bathroom, this property is ideal for individuals or a small family looking for a serene retreat. As you step inside, the throw-back retro kitchen adds character to the home and makes cooking an enjoyable experience. Whip up your favorite meals while reminiscing about the good old days. The kitchen is equipped with all the necessary appliances to satisfy your culinary desires. You'll be greeted by the warmth of the main bedroom featuring a comfortable queen bed. The second sleep area serves as both a sleeping and an office space, with a twin pull-out sofa providing versatile accommodation options. Whether you work remotely or simply need a quiet space to focus, this flexible layout has got you covered! The bungalow is close to town and 'Beach Road' - convenience is at your fingertips. Enjoy easy access to local amenities such as shops, restaurants, and entertainment options. Whether you're in the mood for a leisurely stroll or need to run some errands, everything is just a short distance away. After a long day, relax and unwind in the enclosed front porch. This inviting space is perfect for enjoying your morning coffee or savoring a glass of wine in the evening breeze. Additionally, there's an outside shower, allowing you to rinse off after spending time at the nearby beach. With parking spaces for 2 vehicles, parking won't be a hassle. Don't miss out on the opportunity to make this charming bungalow your next vacation spot! With its convenient location, versatile layout, and retro charm, it's sure to steal your heart. 

- *NEW FOR 2025: Level 2 EV charger!*

- 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. Small dogs only, restricted to two (2) pets. 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.

Sunrise/Sunset

2 Bedrooms
2 Baths & 1 Half
6 Guests
Chincoteague Island
Town & Country
Gas Grill
Internet

Looking for an island home that won't drain your savings? This two-bedroom, two-and-a-half-bathroom townhouse delivers comfortable Chincoteague Island vacationing with a price tag that actually leaves room for ice cream cones and beach days.

The heart of this home is its standout four-season room, a bright and breezy spot built for year-round enjoyment. Curl up with a book in the dead of winter or throw the windows open when the salt air calls — either way, you'll find yourself drawn back to this cozy corner again and again. An electric fireplace adds a flicker of warmth to chilly evenings, perfect for unwinding after a day of island wandering.

Both bedrooms sit upstairs, tucked away from the main living areas for a little extra peace and quiet when it's time to rest. Step outside and you'll discover a fenced yard, ideal for letting pets roam, hosting a casual cookout, or simply claiming your favorite lawn chair under the open sky.

Location? You've hit the jackpot. Veteran's Memorial Park is practically next door, complete with a playground, courts, and plenty of green space. The annual Carnival is just around the corner for summertime fun, while Island Foods handles grocery runs in a flash. When adventure calls, Maui Jack's Waterpark and the legendary Assateague Beach — wild ponies included — are a short hop away.

Affordable, comfortable, and perfectly positioned. What are you waiting for?

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- Pets (dogs only) are permitted with an additional pet fee of $150 per pet. 

- 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.

Assateague Overlook

2 Bedrooms
2 Baths
6 Guests
Chincoteague Island
Water View
Charcoal Grill
Internet

This property has a location that is rich with views and amenities. Situated right next to Memorial Park, you can sit on the deck and enjoy the water views as the kids run and play, or fish and crab. The first floor is an open room consisting of the kitchen, dining area and living room (with queen sleeper sofa). You'll also find a full bath on this level. The second floor offers a queen bedroom with a private deck that has unlimited views of the Assateague Channel. The second bedroom (upstairs) has two twin beds and you'll find another full bathroom on the second level as well. Need more space? Rent Channel Lookout next door! (Waterfront area, dock, pier and playground equipment pictured are community property at Memorial Park.)

- 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.

Anchors Away

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

Welcome to "Anchors Away," a captivating waterfront home now available for rent, offering an unparalleled living experience. This remarkable property boasts four generously sized bedrooms and three well-appointed bathrooms, providing ample space for comfort and privacy.

Nestled in a vibrant community known for its welcoming atmosphere and scenic beauty, this home is designed to impress with its stunning waterfront views that can be enjoyed from the spacious decks - perfect for entertaining or simply unwinding in nature's embrace.

The first-floor suite offers convenience and accessibility, ensuring that everyone can enjoy this home's charm without compromise. The interior is just as impressive, featuring granite countertops and stainless appliances that add a touch of elegance to the functional and stylish kitchen. 

With parking space for up to four vehicles, you'll find this property not only beautiful but also practical. The pet-friendly policy ensures that your beloved companions can join you in calling "Anchor's Away" home.

This house is more than just a place to vacation; it's an opportunity to make life-long memories for those who value beauty, community, and comfort. Whether you're gazing at the serene waters from your deck or enjoying the modern amenities inside, this home invites you to live your best life.

Don't miss the opportunity to make "Anchor's Away" your new haven. Contact us today to experience firsthand everything this exceptional rental property has to offer.

- 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: No cats

- 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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