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Sunset Bay Villa 116

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Waterfront
Pool
Internet

A beautiful ground-floor villa with walk out to marina. Luxurious master bedroom with private bath includes both a roomy tiled shower and whirlpool bath. Villa 116 will sleep 8 (beds for 6 plus a queen size air mattress), and includes a full laundry, all appliances, a gourmet kitchen, and more. There's also a pool and fitness room for your enjoyment! Tastefully furnished, you can relax, enjoy and entertain your family and friends in style. | NOTE: This unit does not have a boat slip, however, use of the marina is included.

- 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.

Sunset Bay Cottage

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Water View
Pet Friendly
Gas Grill
Internet
Outdoor Shower

Experience island living at its finest in this beautifully restored Victorian home on North Main Street. This 3 bedroom, 2 bathroom rental offers the perfect blend of historic charm and modern comfort. The enchanting enclosed front porch provides the ideal setting for your morning coffee while watching the town come to life.

Step inside to discover a thoughtfully renovated interior that maintains the home's original character while incorporating contemporary amenities. The first floor features the living room with a sleep sofa and full bathroom, while the second floor hosts two bedrooms (each with a Queen bed) and another full bathroom. The entire third floor is a loft-style bedroom that houses a Double + 2 Twin beds. 

One of the property's most captivating features is its magnificent water views of Chincoteague Bay. Imagine ending each day with spectacular sunset vistas painting the sky in brilliant hues of orange and pink. The location couldn't be more perfect — situated across from a waterfront park, you'll have easy access to outdoor recreation.

The carefully landscaped backyard creates a private retreat with a dedicated sitting area perfect for afternoon reading or evening conversations. Enjoy s'mores in the evening over the fire pit. The spacious deck extends your living space outdoors, ideal for entertaining or simply soaking in the island atmosphere.

Located in the heart of Chincoteague, you'll be within walking distance to Island Nature Trail and a short drive to local attractions including Maui Jack's Waterpark and the renowned Chincoteague National Wildlife Refuge & Beach.

This isn't just a house—it's an invitation to embrace the relaxed coastal lifestyle that makes Chincoteague so special. Ready to write your own chapter in this charming island home? Come and see for yourself!

Special Note: The stairway to the third level is narrow and steep. There are adult bicycles and beach gear for guest use. 

- 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). 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.

 

Island Thyme

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Gas Grill
Hot Tub
Internet
Outdoor Shower

There's plenty of room for everyone here at Island Thyme! This spacious home features a living room and den, large eat-in kitchen and dining area, and a huge wrap-around deck -- perfect for enjoying the quiet, peaceful setting. The many extras include a hot tub (on back deck), and Foosball table. And, it is conveniently located at the back of the Chincoteague Carnival grounds, so you can walk to the carnival (July only) on those warm summer nights! So come and stay a while; you're on Island Thyme now!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- Pets are not 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 Dream

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Water View
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Charming 3 bedroom ranch home located in one of Chincoteague Island's residential communities. Nice, quiet location with a water view of Oyster Bay. You'll enjoy the easy, one-story floor plan with open living room/kitchen/dining areas. If you love the outdoors, spend your time outside on the spacious deck or screened porch - there's plenty of room for all! Many modern amenities such as central air, high speed internet, charcoal grill and an outside shower will ensure your comfort during your stay!

- 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.

Stella della Baia

2 Bedrooms
1 Bath
5 Guests
Chincoteague Island
Charcoal Grill

Welcome to 'Stella della Baia'! This is the perfect little getaway spot if you're looking for something simple, comfortable, clean and affordable. Everything is BRAND NEW and waiting for you! Located just south of downtown, Stella della Baia is conveniently located to the Fireman's Carnival, movie theater, downtown restaurants & shopping, and more. If you're traveling with a larger group but like the separate of "your own place", check out 'Stella del Mare'! Book both homes and receive a 5% discount off of each! 

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- Pets are not 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.

Coastal Cottage

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Internet
Outdoor Shower

Nestled on a quiet cul-de-sac in the popular Oyster Bay II community is where you'll find our newest vacation home addition - ' Coastal Cottage'! Completely remodeled and adorned with simple, beachy-chic decor, you'll enjoy a most comfortable stay at this lovely home. The open floor plan features a main living room area, sitting area, dining room and large kitchen space with breakfast bar/center island. All of the bedrooms and both full bathrooms are on one level making it convenient for single-level living. The master bedroom with en suite bath has a queen bed, the second bedroom has a queen bed, and the third (large) bedroom has 2 queen beds side-by-side. Come for a stay at 'Coastal Cottage' - it may just become your next favorite beach home!

- 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.

Sunset Bay Villa 221

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Waterfront
Boat Dock
Pool
Internet

Buckle up, folks, because Sunset Bay Villa 221 is here to light up your vacation! This fresh-faced beauty just hit the market and is ready to become your new home away from home. Prepare to be blown away by water views so gorgeous, you'll want to frame them! Every nook and cranny of this place has a view that will leave you breathless.

The open floor plan allows you to cook and entertain at the same time. And let's not forget the deck, the perfect spot to kick back and enjoy your morning cup of coffee or unwind with a glass of wine as the sun sets over the water. The primary bedroom is fit for royalty with a king-size bed to cocoon you in comfort. But wait, there's more! Two additional rooms, one with a king, one with two twin beds, so everyone can sleep tight and dream big. There are tv's in each bedroom as well. Don't miss out on this gem! The Sunset Bay Villa Community has an outdoor pool, indoor workout room, and outdoor 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.

Surf & Turf

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Town & Country
Charcoal Grill
Gas Grill
Internet
Outdoor Shower

Welcome to your new coastal retreat on charming Chincoteague Island! This delightful three-bedroom, two-bathroom home offers the perfect blend of comfort and convenience for those seeking a relaxed seaside lifestyle.

Step inside to discover a thoughtfully updated interior that's clean, bright, and vacation ready! The home features not one, but two living room areas—because sometimes you need some extra space and a separate sanctuary for escaping when someone insists on watching that show you can't stand. Whether you're entertaining guests or simply enjoying a quiet evening, you'll appreciate the flexibility this layout provides.

Located just off South Main Street, you'll enjoy easy access to everything this beloved island community has to offer. Nature and fitness enthusiasts will appreciate the proximity to Veteran's Memorial Park - perfect for morning walks, afternoon picnics or letting the kiddos expel some energy! Adventure seekers can head to Maui Jack's Waterpark for family fun, while the stunning Assateague Beach beckons with its pristine shoreline and legendary wild horses roaming freely along the sand.

This modest, yet inviting, home captures the essence of coastal Virginia living without unnecessary pretense. It's comfortable, practical, and positioned in one of the most enchanting island communities on the Eastern Shore!

- 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.

Sunset on the Rocks

4 Bedrooms
3 Baths & 1 Half
14 Guests
Cape Charles
Waterfront
Pet Friendly
Internet

Experience coastal living at its finest in this stunning 4-bedroom, 3.5-bathroom abode nestled within the prestigious Butler's Bluff community of Cape Charles, VA. Boasting an impressive 4,900 sq ft of interior space, this home offers a perfect blend of luxury, fun and comfort.

The heart of this home lies in its expansive windows that frame mesmerizing views of the Chesapeake Bay. The interiors are thoughtfully designed to maximize both comfort and elegance, featuring a dedicated game room and a serene lookout sitting area ideal for enjoying breathtaking sunsets or a quiet morning coffee.

Outdoors, the property exhibits meticulously maintained landscaping that harmonizes with its secluded setting. Entertain or simply unwind in the outdoor seating areas that provide a private beach feel without leaving your home. The charm of this residence is enhanced by its proximity to downtown Cape Charles, where you can indulge in local restaurants, eclectic shops, tasty ice cream parlors, and entertaining mini-golf options, all just minutes away.

Pet owners will appreciate the pet-friendly environment, ensuring every family member is catered for in this idyllic locale.

This home not only promises a peaceful and picturesque setting but also offers practicality with its generous room sizes and versatile living spaces. Whether it’s hosting gatherings, family game nights, or simply enjoying the solace of the bay, this escape provides the perfect setting.

- Linens and towels are included with your reservation

- No smoking is permitted on the premises. 

- This home is pet friendly for an additional fee of $200 per pet. Maximum of two dogs; 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.

Oyster Shack

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

Introducing the newest gem in Cape Charles! Perfect for those seeking a serene retreat, this charming vacation rental boasts three cozy bedrooms, including a spacious primary bedroom, complemented by two and a half well-appointed bathrooms. Nestled in the heart of town, this delightful home invites comfort and exudes modern elegance.

Step inside to discover a beautifully crafted layout where each square foot is maximized for enjoyment and ease. You'll love the convenience of your own peaceful backyard, ideal for morning coffees and evening relaxation. Plus, it’s a pet-friendly haven, so your furry friends can join in on the fun!

Staying here, you're seconds away from sinking your toes in the beautiful beach, ensuring endless days of sun-soaked adventures. Need a break from the sun? Dive into the refreshing experiences available at the nearby at Cape Charles Mini Golf!

For those who love cooking with fresh ingredients, the local Beach Market is just a short trek from your doorstep, making it nearly effortless to gather necessities for a spontaneous beach picnic or a cozy family dinner.

Whether you’re in for a weekend getaway or a longer relaxing stay, this house is more than just a place to stay—it’s the backdrop for your next chapter of cherished memories! Ready to kick off your sandals and stay a while? This Cape Charles beauty is waiting to welcome you! 

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee of $150 per pet. All pets must be disclosed prior to arrival. 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.

 

Windshadow

3 Bedrooms
2 Baths & 1 Half
8 Guests
Chincoteague Island
Waterfront
Pet Friendly
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

You will enjoy spectacular sunsets from this lovely waterfront home overlooking the Chincoteague Bay. There is a waterfront screened gazebo that leads to a dock great for crabbing/fishing. Inside is a large open floor plan with a brand new kitchen, living room with wood burning fireplace and dining area. Walk through the French doors off the living room to a large screened porch and sky deck overlooking the Chincoteague Bay. There is a first floor King bedroom with en-suite bath and two twin bedrooms on the second level. Windshadow is a premier PET FRIENDLY vacation rental.

- 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.

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