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Assateague Overlook #2
is located on the eastside of Chincoteague just off the bank of the
Assateague Channel. Enjoy watching the wild ponies from your balcony.
Experience the wonderful breezes. Take in the breath taking views of
Assateague Island and the historic Lighthouse. You are within a stone’s
throw of the town boat ramp right across the street and within a couple
of blocks of Memorial Park which has a play ground, tennis courts and
public pier for fishing & crabbing. It is within walking distance
of shops, boat rentals, restaurants, seafood & vegetable stand
andmuch more.
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Beacon View is
a beautiful 4 bedroom, 3 full bathroom home located on the deep water
of Assateague Channel. This vacationer’s dream has a gorgeous view of
Assateague Island and the Lighthouse and includes a private deep water
boat dock for fishing, crabbing or just relaxing and enjoying the
breathtaking sunrises. You may even catch a view of the ponies as they
graze on the salt marsh of Assateague Island. Come and enjoy this
vacation getaway and all that the islands have to offer.
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 | Brittany
is a spacious waterfront home on one acre with 3 bedrooms, 3 1/2 baths,
central air, a private dock, a large backyard, and beautiful views of
the sunrise. It sleeps up to 12 people. Enjoy bird
watching, crabbing, sunbathing, family cook outs, and stargazing right
off the backyard. |
 | Coastal
Haven is coastal living at its finest. Located within easy
walking distance to the “Historic Town Of Chincoteague”, you will find
this 3 bedroom, 2 full bath, centrally air conditioned, Sunset Bay
Villa that sleeps up to 6 people with 2 queen, 1 double, and 1 twin
bed. Enjoy evenings by the pool, strolling thru town, or relaxing in
this spacious villa. Relax and unwind at this breath taking
“Coastal Retreat”. |

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Coco
Banana! Go bananas for this "BRAND NEW" Island Retreat! Be one of the
first guests to stay in this newly built home. Conveniently located
near the heart of town, this 2 bedroom, 2 full bath, central air
conditioned home, sleeps up to 7 people with 2 queen and 2 double
futons. This homes tropical feeling is ap - peeling!
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 | Distant
View is a 2 bedroom, 1 bath, centrally air conditioned, pet friendly,
water view home, nestled along Main Street. This “Chincoteague Style”
home sleeps up to 4 people with 1 king, and 2 twin beds. Distant View
offers you and your family the slower pace of island life, a step back
in time, and beautiful sunsets over the Chincoteague Channel. We invite
you to come and enjoy your “Island Vacation”, and to leave your worries
and cares in the Distant View. |
 | Eagle’s
View is a 4 bedroom, 3 1/2 bath, centrally air conditioned, Waterfront
home that sleeps up to 11 people with 2 queen, 1 double, 1 single, and
4 twin beds, and is the perfect location for the nature lovers in your
family. Wake up to beautiful sunrises, and spend lazy summer days
enjoying the many kinds of birds, the frequent views of the ponies, and
of course the gorgeous view of the lighthouse. Enjoy fishing, crabbing
or boating from the private lighted dock that is also the perfect place
for stargazing. There are plenty of outdoor living areas for family
gatherings, curling up with a good book, or enjoying the cool, salt air
breezes. Come and enjoy the relaxation, peacefulness and tranquility
that can be found at this gorgeous waterfront home. Beautiful
sunrises, nature, and relaxation await you at Eagle’s View. |
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Graceous Living On Chincoteague Bay
is
a luxurious townhome that is on the shore of Chincoteague Bay and the
daily sunsets are spectacular. This recently completed townhome is
right across the street from the carnival grounds. The Chincoteague
channel behind the house affords abundant crabbing from the dock and
wildlife observation from the multiple decks. The boat dock/pier
provides access to the water & a private pool is one more plus that
this home offers.
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Home Port is a spacious, 4 bedroom, 2 1/2 bath, central air conditioned,
beautiful Island Escape. Make yourself at home while enjoying the cool
breezes on large wrap around front porch, or enjoy evening gatherings
on the deck or screen porch, located at the back of the home. Homeport
is within easy bicycling distance to the Assateague Island National
Wildlife Refuge and the nature trails located on Chincoteague Island.
Come and enjoy this Beautiful Island Escape.
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Joshua B. Jones Homeplace
is a historic waterman's 19th century Victorian home. The
home has been newly renovated but still has the beauty and charm
of the original home. The home is located on Main Street and is within
walking distance of of town to visit restaurants, movie theater
and all the quaint craft and antique shops of Chincoteague Island.
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 | Joy’s
House is a Charming, 2 bedroom, 2 1/2 bath, Chincoteague Style,
waterfront home with stunning views of the Chincoteague Channel.
This home is warm and welcoming, and will sleep up to 6 people with 1
king, and 4 twin beds. Enjoy crabbing or fishing just across the
street, or unwind from a busy day on the screened porch with a
refreshing glass of ice tea. Gorgeous sunsets are included! This home
is located close to the Curtis Merritt Harbor. We invite you to
come and spend a memorable Chincoteague Island Vacation at Joy’s House. |
 | Just
Ducky is a cheerful and inviting 3 bedroom, 3 full bath, central air
conditioned Island home with some water view, a back deck,
spacious yard for playing and grilling, and a screened porch for
enjoying the Island breezes. It is within easy biking or walking
distance to the playground, fishing pier and boat ramp at Memorial
Park. This home sleeps up to 6 people with 1 King Bed, 1 Queen Bed, and
2 Twin Beds. We invite you to come and spend a memorable Island
vacation at this bright and inviting Island home. |
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Kismet
is a charming cottage located in a quiet “Beach Community.” This home
features a wonderful screen porch with a picnic table and rocking
chairs to enjoy leisurely evening gatherings with family and friends.
Kismet is close to bike riding trails and the beach on Assateague
Island and is within walking distance of restaurants, shops, groceries
and much more.
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Las
Brisas is a 1 bedroom, window air conditioned, waterfront condo,
located on Marsh Island that sleeps up to 4 people with 1 queen bed,
and a full size sleeper sofa. You can enjoy crabbing, fishing and
docking your boat at this is private “Island Retreat”. Enjoy
Spectacular sunsets overlooking the Chincoteague Channel from the deck,
or while relaxing on the sofa. Beautiful views, relaxation, and cool,
salt air breezes are awaiting you at Las Brisas.
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 | Leah’s
House is a 2 bedroom, 1 Full bath, central air conditioned, pet
friendly home, with large fenced yard, screened patio, that sleeps up
to 8 people, and is located within easy walking distance to Memorial
Park and the Carnival Grounds. We invite you to come and enjoy
long summer evenings, and a memorable Chincoteague Island Vacation at
Leah’s House. |
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My Tern is
a charming traditional island home. It is situated in the
downtown section of Chincoteague Island. It is very convenient to
and within walking distance of gift shops, galleries, restaurants,
grocery stores, churches, the library, the movie theater, boating,
fishing and much more.
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Morning
Sunshine is a cheerful and sunny 2 bedroom / 1 bathroom single family
home nestled on Jester Street near the heart of town. Enjoy evenings
walking through town and visiting the many restaurants, unique gift
shops, ice cream parlors and much more, or if you choose, spend time
enjoying the salt air, island breezes in the screen porch. Sun Shine
and blue skies are waiting for you at this charming Island Retreat.
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Paradise By The Lighthouse
is located on the eastside of Chincoteague just off the bank of
Assateague Channel. Enjoy watching the wild ponies from your balcony
and experience the wonderful breezes and breathe taking views of
Assateague Island and the historic Lighthouse. You are within a stone’s
throw of the town boat ramp right across the street and within a couple
of blocks of Memorial Park which has a play ground, tennis courts and
public pier for fishing & crabbing. It is within walking distance
of shops, boat rentals, restaurants, seafood & vegetable stand and
much more. There is off street parking at the house for three
vehicles.
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Pelican’s
Roost is a calming and relaxing, 2 bedroom, 1 1/2 bath town home, located
on Chincoteague’s East Side, with a water view of Assateague Island and
the Assateague Island Lighthouse. Relax and unwind, while enjoying the
sights and sounds of nature on one of the porches, overlooking the Salt
Marshes of Assateague Island, that are abundant with wildlife.
Pelican’s Roost has an open floor plan for easy family gatherings and
entertaining. Come and enjoy a Calming Island Retreat!
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Peter’s House
is
situated in the Piney Island area. It is within 1/2 mile of Maddox
Blvd., the road to Assateague Island and the beach. It is very
convenient to and within walking distance of shops, restaurants,
miniature golf and much more. Recently built, this 2 bedroom/1 bath
home is centrally air conditioned and is fully furnished with
everything necessary for comfortable leisure living.
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Pier
Pleasure is a centrally air conditioned, two – story, three bedroom, 2
½ bath, waterfront duplex on the Eastern Side of Chincoteague Island on
Assateague Channel, that sleeps up to 6 people. This home has expansive
views of the Chincoteague National Wildlife Refuge at Assateague
Island. On most days you can view distant grazing ponies while
overlooking Assateague Channel and Horse Marsh. One hundred fifty yards
of natural salt marsh between Pier Pleasure and Assateague Channel
provide natural cover and nesting areas for birds, turtles, crabs, fish
and waterfowl. We invite you to come and enjoy the sights and sounds of
nature at Pier Pleasure.
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Rachel’s
Retreat is Waterfront Relaxation at its finest, with gorgeous views of
sunsets, balcony to enjoy the cool salt breezes, and Master Bedroom and
living room overlooking the waterfront. This beautiful, 2 bedroom, 2
bath, with private den, central air conditioned villa is conveniently
located within walking distance to town, shops, restaurants, ice cream
parlor, bakery, Robert Reed Park, the carnival grounds, and much more,
and sleeps up to 6 people with 1 King, 1 Queen, and 1 Queen Sleeper
Sofa (in den). We invite you and your family to enjoy a memorable
Chincoteague Island Vacation at Rachel’s Retreat. If you rent
here once, you’ll want to come back!
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Sail
Away to this fun, and happy Island Retreat. This 3 bedroom, 2 1/2 bath,
central air conditioned duplex is the perfect location for your next
family vacation. Spend long summer afternoons and evenings by the pool,
swimming at the beach, or gathering with family and friends while
cooking out on the back porch, or at the picnic area by the pool. There
is something to offer for everyone. Enjoy the serenity of nature while
sitting on the back deck overlooking the pond/canal, or stroll over to
the carnival grounds to enjoy the rides, food, and the sights and
sounds of years gone by. Sail Away sleeps up to 8 people with 2 queen,1
full, and 1 queen sleeper sofa. We invite you and your family to Sail
Away, and enjoy all that the islands have to offer.
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Sea Star Cottage is
located on quiet East Side Drive, next door to Memorial Park...where
you will find a free fishing and crabbing pier, tennis courts, well
equipped playground, basketball court, baseball field, pavillion,
picnic area, public boat ramp and skateboard park. Walk to
the Park to view the Pony Penning Swim. House is within walking
distance of restaurant, seafood and about 10-15 minute walk to
downtown Chincoteague.
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 | Seas
The Day is your perfect vacation destination by the Sea! This 3
bedroom, 1 1/2 bath, centrally air conditioned duplex is located in a
quiet neighborhood, with large yard, and is the perfect place to enjoy
your next family gathering. This home is Located within minutes of a
town dock, for the kayak, canoe, and small boating enthusiasts in the
family. Let the wind catch your sails, and take time to “ Seas
the Day”. |
 | Serenity
On School Street is a charming 1-floor, 2-bedroom, 2-full bath,
centrally air conditioned, Island home located close to town.
This home sleeps up to 6 people with 1 King, 1 Queen (futon on wooden
frame), and 2 Twin beds (1 regular, 1 trundle). Location is
only a short stroll away from town, where you can enjoy exploring the
gift shops, restaurants, bakery, ice cream parlor, library, Robert Reed
Downtown Park, and much more. We invite you to come and find
Serenity on School Street. |
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Silver Thatch
is
a wonderful place to enjoy a Peaceful Island Getaway. Enjoy family
gatherings on the spacious deck or curl up with a good book in the
screened in living area. Silver Thatch is a beautifully decorated 4
bedroom / 2 bathroom home located close to the Assateague Island
National Wildlife Refuge in the “Beach Community” of Piney Island. This
home is in a great location for easy bicycling or walking to Assateague
Island. Silver Thatch is also within walking distance of many
restaurants, unique gift shops, miniature golf courses and much more.
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 | Starfish
is a spacious, 3 bedroom, 2 bathroom, central air conditioned, ”
Chincoteague Style” home that sleeps up to 6 people, located within
easy walking distance of town, and is the perfect location for
your next family vacation. Enjoy evening strolls to the many shops,
restaurants, ice cream parlors, the carnival grounds and much more.
Sandy Beach, blue skies, relaxation, and easy island living is awaiting
you at this Chincoteague Island Retreat. |

| Summer
Breeze. Be one of the first guests to stay in this brand new
Island Retreat! Summer Breeze is a 2 bedroom, 2 full bath, centrally
air conditioned, cottage, that sleeps up to 6 people with 2 Queen, and
2 twin beds. Enjoy long evenings on the screen porch enjoying the
summer breezes, or strolling through town. This home will be available
in April. We invite you to let your cares and worries be blown away by
the Summer Breeze at this beautiful Island Retreat. |
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Sunset View
is a breathtaking 3 bedroom / 2 bathroom Beautiful Island Getaway with
open views of the sunset. This Sunset Bay Villa is located near town
for easy walking to the unique shops, restaurants, carnival grounds and
the beautiful Robert Reed Downtown Park. Enjoy peaceful evenings
together watching the sunset on the deck or by the pool. Come and enjoy
your Peaceful Island Getaway!
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 | Tranquility
is peacefulness, serenity and relaxation at your fingertips. This
calming 3 bedroom, 2 full bath, beautifully decorated, central air
conditioned villa, sleeps up to 5 guests with 1 king, 1 Queen bed, and
1 twin bed. Conveniently located within walking distance of downtown,
Robert Reed Park, restaurants, gift shops, bakery, ice cream parlor,
library, carnival grounds, and much more, Tranquility, is the perfect
place to spend a memorable, and enjoyable get away. We invite you to
come and enjoy the tranquility and relaxation, of this beautiful Sunset
Bay Villa. |

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Wanna
Be By The Sea is a, Charming Island Cottage with 2 bedrooms / 1 bath,
window air conditioning, large screen porch, and sleeps up to 7 people,
with 2 full, 1 twin (trundle bed) and queen pull out sofa. Nestled
among the trees, this home is situated on a spacious yard, perfect for
outdoor play. Located less than a mile to Assateague Island and the
beach for easy bicycling or walking. Wanna Be By the Sea is also near
restaurants, shops, vegetable stands and miniature golf courses. Come
and enjoy your Beach Vacation at this Charming Island Cottage!
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 | The
Wilson House is a 6 bedroom, 2 full bath, centrally air conditioned,
spacious, waterfront home, that sleeps up to 12 guests, and is the
perfect location for your next family vacation. This home is
conveniently located within walking distance of town, and close to the
carnival grounds. Inviting, large yard welcomes family and friends for
picnics, views of the Chincoteague Bay, or for just sitting out under
the stars. Come and enjoy a memorable, Chincoteague Island Vacation, at
this warm and inviting island home. |