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Pony View

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

Enjoy your cup of coffee as the sun peeks over the salt marshes of Assateague Island. You can often see a herd of our famous wild ponies grazing to the right of the lighthouse from your private waterfront deck and second-floor balcony - not to mention the copious amounts of waterfowl and other wildlife in the channel. Pony View boasts three bedrooms - A master with queen bed, full bath, and balcony on second floor, as well as another bedroom with a queen on the second floor - along with another full size bath. On the third floor you will find an amazing view of the marsh with the panoramic window and four twin beds, and a beautiful bathroom with a rustic wooden sliding door. The ground floor is where you'll find the hub of the house - fully equipped kitchen with refrigerator, electric range, dishwasher, and plenty of counter space. A dining table and bar seating area, a half bath, and a cozy living area with floor-to-ceiling knockout views. Or enjoy the waterfront deck just outside the living room. Pony View is pet-friendly so your furry friend can enjoy the water view as well. Dock access along with a boat slip is available for your use. Crab and fish right from the house! A deep water boat ramp is found just at the end of the complex for you to drop in. Central air/heat will keep you comfortable year round. There is also a washer/dryer, and an outside grill for your use while you're with us. Memorial Park is just a short walk up the street for a wonderful waterfront park and playground, tennis and volleyball courts, fishing pier, picnic areas, and walking trail.

Please note: Parking is limited to 2 spaces (this includes a boat/trailer if you are bringing one). Max. boat size for docking is 20'. If alternate parking accommodations are needed, please ask. 

- 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.

Sunset Bay Villa 119

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Waterfront
Charcoal Grill
Pool
Internet

Immerse yourself in luxury for days at this pristine waterfront villa! This condo unit provides the most spectacular views of the Chincoteague Bay, coupled with some unforgettable sunsets. Sunset Bay Villa 119 offers first floor living throughout with easy access to the condo amenities. Not to mention, convenient walk-out access to the marina boardwalk and boat dock. An open floor plan, including lots of windows that boast those beautiful bay views! Upon entering you will find two bedrooms- One is furnished with two twin bunks, as well as a TV. The 2nd bedroom features a queen size bed and also offers a spectacular waterfront view. There is a shared bathroom with a tub/shower combo in the hall, as well as a washer and dryer in the laundry room. As you make your way further into your beach abode, you will find a large open kitchen featuring granite countertops, BRAND NEW stainless steel appliances, and all the essential cookware to prepare delicious meals during your stay. The primary en-suite is situated so as to fully encompass the most captivating water views, while also offering a luxury bathroom with a tiled shower and jacuzzi tub. Enjoy a relaxing evening beverage while sitting on the balcony watching the sun set, or a nice cup of coffee in the morning. The balcony is accessible from both the primary bedroom suite and the open living area.  Enjoy the convenience of close-by restaurants, shops, movie theater and much more with the proximity of Sunset Bay to the Downtown Chincoteague area. ** NEW FOR 2025: Brand new appliances, new flooring and other upgrades! You won't be disappointed! **

- 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.

Blue Marlin

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

Blue Marlin is a brand new home that is now available exclusively - you will NOT want to miss your opportunity. Visitors from all around fall in love with the charm and beauty of our small town. Blue Marlin is nestled just a few short minutes from the heart of our downtown and offers everything you will need to enjoy a true Island vacation. Spectacular views are abound from just about every room of this gorgeous home. From the time you enter, become enamored with the fresh, beach-like feel of this well thought out Island Home. Blue Marlin offers first floor living, complete with a half bath off of the well-equipped kitchen, a king sized bedroom with beautiful bay views, TV, and en-suite bathroom. Upstairs you will find a spacious sitting entertainment area featuring a sleeper sofa and large TV, as well as two bedrooms. Each bedroom is tastefully decorated and comfortably furnished for a wonderful vacation stay. There are two twin beds, as well as a queen sized bed (with 40 in. TV) upstairs, along with a full bathroom. You may take notice to the many handcrafted furnishings in the home that the owners have taken great pride in creating. Blue Marlin offers front porch sitting, breathtaking sunset views, an outdoor grill, long dock with ladder, (yes, bring your boat!) - there's even extra parking for your boat trailer (behind the yellow house). Everything you need for a perfect vacation is here.. Oh, did we mention this home is pet friendly too?! 

- 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.

- 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.

Charlotte's Morning Sun

4 Bedrooms
4 Baths & 1 Half
8 Guests
Chincoteague Island
Waterfront
Boat Dock
Gas Grill
Screened Porch
Internet
Outdoor Shower

Set in the boutique residential community of Oyster Bay I, 'Charlotte's Morning Sun' is a stunning 5-star waterfront home that offers unobstructed water views and breathtaking vistas of Oyster Bay. Flowing generously over two levels, Charlotte features 4.5 bathrooms and 4 light-filled bedrooms, one of which has it's own balcony that feels like it's floating on water. The stylish design offers private and peaceful lounge and dining areas that embrace sweeping bay views that stretch uninterrupted to the horizon. A state-of-the-art chef's kitchen, a generously-sized waterside screened porch as well as a large observation area allows effortless indoor outdoor living. On the first level you'll find the living room, observation area, chef's kitchen, dining area, 2 bedrooms and a wonderful waterside screened porch. Upstairs you'll find 2 more bedrooms, one with a private balcony. Outside, enjoy exclusive access to the bay via a private dock/boat-slip, or bathe in the outdoor beach shower surrounded by a grassy coastal garden. Just a short drive to the beach, local restaurants and shops, 'Charlotte's Morning Sun' offers an opportunity to secure a luxury vacation home in an exceptional setting. Note: The Oyster Bay I community where this property is located offers a boat ramp that is exclusive to the homes in this community. Water depth may not be suitable for all boats and dock/ramp usability cannot be guaranteed. You can crab and fish at this community harbor area.

- SPECIAL NOTE: This rental home has a 5 night minimum during the off season. 

- 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.

Heron's Cove On Salt Meadow

4 Bedrooms
5 Baths
12 Guests
Chincoteague Island
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Screened Porch
Internet
Outdoor Shower

Peaceful and stunning waterfront home! Located on a quiet side-street, Heron's Cove features a reverse floor plan with all bedrooms on the first floor, and the main living-level on the second floor. This allows you to capture and maximize the fabulous bay views! The second floor also features a great room with cathedral ceilings, fully equipped kitchen, gas fireplace and screened gazebo. In addition, there's multiple open decks and a shared dock (with Egret's Cove) into Little Oyster Bay. There are three bedrooms that each have a king size bed, and one bedroom that has two sets of bunk beds. Each bedroom has a private bath. Luxurious comfort while surrounded by Chincoteague's natural beauty and wildlife! Floor Plan: Downstairs (first level) features 4 bedrooms, all with attached private bathrooms. Two of the downstairs bedrooms and the sitting area have private waterside balconies. Upstairs features an open floor plan with the kitchen, living room and dining area. There is also a full bathroom (shower only) upstairs.

- 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.

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.

Mermaid Crossing

3 Bedrooms
2 Baths
10 Guests
Chincoteague Island
Waterfront
Boat Dock
Gas Grill
Internet
Outdoor Shower

Comfortable home on large, side-creek lot with fantastic views from both the front and back of house! Excellent crabbing from dock! (Property sits on creek only suitable for kayaks, canoes and crabbing.) Just a short distance to Memorial Park and Fairgrounds. 2 living room areas, 2 full baths, well-equipped kitchen, dishwasher, washer/dryer, outdoor shower, 1-car garage, Direct TV, wireless internet, DVD, BBQ grill, 4 adult beach cruisers (bring your own helmet), 2 kayaks, crab traps and net, games, books, puzzles, and some beach gear!

- Linens and towels are included with your reservation.

- No smoking is 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
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.

Touch of Grey

3 Bedrooms
2 Baths
6 Guests
Chincoteague Island
Waterfront
Pet Friendly
Boat Dock
Internet
Outdoor Shower

Welcome to "Touch of Grey," a delightful waterfront rental that blends comfort, style, and convenience into a perfect living space suitable for a variety of lifestyles. This well-appointed house includes three bedrooms, two bathrooms, and a range of updated amenities that ensure a seamless living experience.

Inside, discover a thoughtful layout featuring smart TVs throughout, high-speed WIFI, and a mix of privacy and social spaces that cater to both relaxation and entertainment. The screened porch offers a serene retreat, perfect for enjoying the outdoor air without the bother of pests, and the open deck invites you to bask in the stunning views that surround you.

Step outside to explore the  outdoor space that this property generously offers. A large deck overlooks the tranquil waters, ideal for peaceful mornings or lively evening gatherings. The highlights of the outdoor area include a personal boat dock, which provides immediate water access for boating enthusiasts. Meanwhile, the fire pit setup paves the way for memorable weekend cookouts with friends and family. This home also provides 6 bikes for guest use! 

Pet-friendly provisions mean that your beloved animals are just as welcome as you are, making it a true home for everyone. Functional features are balanced with aesthetic touches to create an inviting environment throughout.

"Touch of Grey" not only promises a picturesque setting but also ensures practicality with its various updates and amenities. Whether you’re drawn to the waterside way of life or simply seeking a tranquil place to call home, this property addresses all facets of modern living. Experience the blend of natural beauty and contemporary comforts in a place ready to be called home.

- 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. 

- 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 206

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Waterfront
Charcoal Grill
Pool
Internet

Villa 206 is a new unit that has been professionally decorated and offers five-star luxury. Spacious and accommodating, the gourmet kitchen is perfect for cooking your favorite meals. It's well stocked and ready for your handiwork. There are three bedrooms, including a master bedroom suite with private luxury bath and private exit to the waterside balcony. Villa 206 will sleep 8, and there are a total of 4 TVs. A laundry room within the unit houses your washer & dryer. Your stay also includes use of the Sunset Bay marina, pool and fitness areas. Come. Enjoy! Note: This property does not have a boat slip, however, use of the marina is included. 7-night minimum stay is required during all seasons.

- 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. 

- 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.  

Salty Oyster

5 Bedrooms
6 Baths
14 Guests
Chincoteague Island
Waterfront
Boat Dock
Gas Grill
Internet

Welcome to the crown jewel of Chincoteague Island vacationing! This completely renovated five-bedroom, six-bathroom home offers a rental experience that transcends the ordinary, delivering the kind of coastal luxury that transforms a vacation into a lasting memory.

Every detail of this stunning home has been thoughtfully reimagined from the ground up. Floor-to-ceiling windows flood the main rooms with natural light and frame what are arguably the best views on the island. Rise each morning to gorgeous sunrises painting the water in shades of gold and amber — a private spectacle that never grows old, though you might find yourself setting your alarm earlier just to catch every moment.

The open great room serves as the heart of the home, seamlessly connecting the living, dining, and kitchen areas into one magnificent gathering space. Top-of-the-line appliances, including a wine fridge and ice maker, outfit the kitchen, making meal preparation a genuine pleasure rather than a chore. Whether you are hosting an elaborate dinner for the entire group or simply enjoying a quiet morning coffee, this space accommodates every occasion with effortless elegance.

Each of the five bedrooms features its own private bathroom, ensuring every guest enjoys personal comfort and privacy throughout their stay. Spacious and expansive decks extend the living areas outdoors, providing ample room for relaxation, alfresco dining, and soaking in the island atmosphere.

Nestled within the popular Oyster Bay I neighborhood, this home places you in an enviable position to explore everything the island has to offer. Nearby attractions include the scenic Island Nature Trail for peaceful walks, the beloved Island Creamery for indulgent treats, and Maui Jack's Waterpark for family-friendly thrills. The pristine shores of Assateague Beach, home to the island's famous wild ponies, await just a short drive away.

This exceptional vacation home represents Chincoteague Island living at its absolute finest. Book your stay and see what it's all about - there's no doubt you'll want to return time and time again!

- 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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