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Charlie's Bayside Retreat

3 Bedrooms
2 Baths & 1 Half
8 Guests
South Main
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Screened Porch
Internet
Outdoor Shower

This is it! Are you looking for your perfect vacation getaway spot? Look no further. 'Charlie's Bayside Retreat' is everything you'll need for your home away from home, at the beach! The first main level features an open floor plan with a living room that opens up to a wonderful screened porch with comfortable outdoor dining furniture. The open living area also features a large Smart TV with cable and an electric fireplace. A modern kitchen that is fully stocked with everything you could possibly need, also has new appliances and a Keurig coffee maker, breakfast bar, open dining area, and powder room complete the first-floor living space. On the second floor, you'll find two bedrooms, one with a Queen bed and Smart TV and the other with 2 Twins & a Full - both with balconies and a shared full bathroom with dual sinks. The entire third floor is a spacious, private primary oasis with a Queen bed, and a luxurious en suite featuring a deep jetted tub and dual sinks. This bedroom is also equipped with a Smart TV and a balcony with amazing views & Adirondack chairs making it perfect for relaxing or sunbathing. Additional features of this fabulous vacation home include your own private boat slip (#7), pier for fishing and crabbing, fish cleaning station, covered parking area, grill, picnic table, and tons of extras! There's an outdoor shower, and beach gear including beach chairs, beach toys, and an umbrella. Not to mention you're conveniently located on South Main Street - walk to the downtown area (including Ropewalk for food and drinks) or to the annual Fireman's Carnival. The possibilities are endless. Some of the most gorgeous sunsets ever witnessed are from this spot on South Main Street & it is the perfect spot to watch rocket launches from Wallops. It doesn't get much better than this! PLEASE NOTE: Linens and towels are available as an additional service. Please inquire about the packages. This rental home is NO SMOKING and PET FRIENDLY (with fee).

Sunset Bay Villa 306

3 Bedrooms
2 Baths
6 Guests
Sunset Bay
Waterfront
Pool
Internet

Located in the ever-popular Sunset Bay Villa Community, we're pleased to offer you Sunset Bay 306!  Enjoy unobstructed views of the marina and Chincoteague Bay; the evening sunsets are priceless. Sunset Bay Community amenities include fitness room, pool, marina, elevators and common grilling area. This Villa boasts a professionally designed interior with spectacular furnishings, spacious open floor plan, and a master bedroom en suite with tile shower and jacuzzi tub. Conveniently located, SSB 306  is just a short distance to downtown Chincoteague Island (movies, shopping, restaurants and more). NOTE: Linen and towel packages are available as an additional option - please inquire. This rental unit is NO SMOKING and NO PETS. 

Oyster Catcher

4 Bedrooms
2 Baths
10 Guests
Oyster Bay
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Screened Porch
Internet

Welcome to Oyster Catcher! This home offers a prime location, beautiful views and a deep water dock (6 feet at low tide)!  We encourage you to sit and relax on the large screened porch and enjoy all nature has to offer. Upon entering the home from the side door, you'll be greeted by the the fully equipped kitchen that provides all the essentials for meals at home, while overlooking some of the most beautiful views the Island has to offer. The living room does not lack views either- sit and relax while opening one, or all four, of the large panoramic folding doors that span across the kitchen and living area. Enjoy the sounds of nature or feel the cool salt air breeze. There is a first floor bedroom, with a full size bed and a separate full bath (tub/shower combo) - you have your own access to the screened porch from the first floor room.  The living room also has a twin sleep sofa.  Upstairs you will find two more bedrooms, one with two twins and another with a full. All bedrooms showcase breathtaking views of Deep Creek. Venture outside to the private guest cottage that holds much history from one of the Islands most plentiful seafood shacks. The guest cottage features a queen bed and full bathroom with shower, as well as a floating twin bed. Drop a line or a crab pot at the end of your private dock- maybe you will even get to enjoy a fresh catch for dinner! Oyster Catcher offers a private setting with bountiful plants and greenery, plenty of yard for whole family including your fur babies!  Other amenities include a gas grill and WIFI.

PLEASE NOTE: Linen and towel rentals are optional and can be provided upon request - please inquire about our linen packages. This property is NO SMOKING & PET FRIENDLY (with fee).

 

Sunset Bay Villa 206

3 Bedrooms
2 Baths
8 Guests
Sunset Bay
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. Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

Poole's Cove

3 Bedrooms
3 Baths
6 Guests
North Main
Waterfront
Gas Grill
Screened Porch
Internet
Outdoor Shower

Poole's Cove manages to be tucked away right on Main Street. This home has been decorated with an artists' eye and poet's heart. The set up of this home offers plenty of room for the whole family, but enough distance for quiet moments to yourself. The Master bedroom suite is located in the main part of the house. Just a few steps through a breezeway brings you to the second part of the home with 2 more bedrooms and bathrooms. The outside stairs will bring you up to a rooftop lounging area to catch some relaxing rays. Also upstairs is an office with the perfect reading nook to curl up and catch up on some reading. This house doesn't just offer you a stay it offers you the full experience. NEW FOR 2022!!! Poole's Cove has undergone a COMPLETE renovation! The entire interior - kitchen, floors, bedrooms, bathrooms, furniture, everything - is all BRAND NEW! The Poole's Cove you've come to know, and love is even better than before. **IMPORTANT NOTE: Because of this home's unique floor plan and railing-less decks, it may not be suitable for younger children.** Please Note: Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

Serenity at Oyster Bay

3 Bedrooms
2 Baths
10 Guests
Oyster Bay
Water View
Gas Grill
Screened Porch
Internet
Outdoor Shower

Aptly named, "Serenity at Oyster Bay" is just what you'll find at this delightful vacation home. Located in the highly-demanded community of Oyster Bay I, you'll enjoy the peaceful, quiet area nestled amongst the tall pines and marsh grasses. The main living area features a fantastic open floor plan; perfect for gathering the family and entertaining. The back of the house features a bright sunroom that looks out over a natural preserve - cozy up with a cup of coffee and a nice book! This home also features 3 bedrooms, 2 full bathrooms (completely remodeled) and has undergone a lot of fresh new upgrades! There's a little sitting deck out back, a screened porch, covered picnic/game area (with cornhole boards), fish cleaning station, and so much more! And, as if that's not enough, there are water views and you're very close to the Oyster Bay Community water access! Don't delay - Serenity at Oyster Bay is sure to book quickly! Please Note: Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

Bay Daze

2 Bedrooms
2 Baths & 1 Half
6 Guests
In Town
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). Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

Dragonfly Point

4 Bedrooms
3 Baths
8 Guests
North Main
Waterfront
Boat Dock
Screened Porch
Internet
Outdoor Shower

"DRAGONFLY POINT" is a magnificent waterfront property on Oyster Bay & canal. Surrounded by water on three sides of the home, you see the bay and canals from every window! The abundance of decking for entertaining will amaze you with easy access on both floors. Upper family room/loft with unobstructed views.The home has beachy-chic feel with built in bookcases, shiplap, custom fixtures and bathrooms, and more. Two master bedroom suites - upper and lower. Totally fenced in yard that has mature plantings, kayak launch with concrete pad, 120' pier that extends into the bay, comfortable screened porch and much more! Many updates recently including gas fireplace (perfect for those off-season chilly nights), washer & dryer, brand new kitchen & appliances, new bathrooms, etc. SIMPLY BREATH TAKING VIEWS! Come for a stay at Dragonfly Point - it's one you surely will not forget! PLEASE NOTE: Linens and towels are available at an additional charge - please inquire about our packages. This rental home is NO SMOKING and NO PETS.

Sunset Bay Villa 101

3 Bedrooms
2 Baths
8 Guests
Sunset Bay
Waterfront
Pool
Internet

A beautiful luxury bayside villa just steps from the water, professionally decorated, features luxury amenities including a walk-out from the living room area to a private deck and then marina area. Go fishing or crabbing right outside your door. The master bedroom suite is a dream come true - beautiful tiled shower, jetted tub, chair height commode and more. The gourmet kitchen will please your senses. This 3 bedroom villa will sleep 8, features high speed internet, Wifi, a smart television, ceiling fans in every room and a full-size washer and dryer. An easy stroll takes you to downtown restaurants, shops, movies, firemen's carnival, pony penning activities and more. Sunset Bay Villas also features a pool and fitness room for your enjoyment, as well as a large marina area. Enjoy waking to a waterfront view and the sounds of water lapping at the dock. Please Note: This villa does not have access to a boat slip. Linens and/or towels can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

Stingray

2 Bedrooms
2 Baths
6 Guests
East Side
Waterfront
Internet

Luxurious 2nd-level waterfront condo with views you won't believe! Tastefully decorated with work of local artisans, features all amenities, as well as master bedroom suite with king bed & waterside balcony. Many extras like a flat screen TV and a Lazy Boy leather recliner. The open floor plan is great and features a breakfast bar between the kitchen & dining area! | | NOTE: Parking and dock restrictions apply. No smoking/No pets.

An Unfettered View

2 Bedrooms
2 Baths
8 Guests
In Town
Waterfront
Boat Dock
Gas Grill
Internet
Outdoor Shower

This beautiful 2 bedroom ranch home has a quiet, out-of-the-way location situated on little Oyster Bay. The views of the bay are beautiful and expansive with a long pier straight from the back deck. Its perfect for crabbing, kayaking & canoeing! An Unfettered View features all amenities including a private master suite with full bath, central air, all appliances including dishwasher, washer/dryer, wireless internet service and a wonderful family room on the waterside of the home. Tastefully furnished and very accommodating, this is a great vacation spot! An Unfettered View is wheelchair accessible. Please note: Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

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