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Sundew

2 Bedrooms
2.5 Baths
6 Guests
Chincoteague Island
East Side
Waterfront
Pet Friendly
Internet
Outdoor Shower

It doesn't get much better than this! Located in one of the East Side's private communities - Fiddler's Bay - this fabulous waterfront retreat is waiting for you. 'Sundew' is nestled on the edge of the natural marshes of the Assateague Channel, lending its

Sun Rayes

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

We welcome "Sun Rayes" as one of our newest vacation homes! What does this fabulous home have to offer? The question is: what doesn't it offer?! With 4 bedrooms, 3 bathrooms, 3 stories (with an elevator), a game room (ping pong, pool table, dart board, rin

Willaway

3 Bedrooms
2 Baths
10 Guests
Chincoteague Island
South Ridge
Pet Friendly
Gas Grill
Screened porch
Internet

We are excited to offer one of our newest rentals in our inventory, Willaway! Located off of South Ridge, within walking distance of Tom's Cove, this sweet home sits tucked behind mature crepe myrtles situated on a large lot. Tastefully decorated, clean, a

Blue Moon

4 Bedrooms
3 Baths
8 Guests
Chincoteague Island
In Town
Pet Friendly
Internet

Come and enjoy a nice, relaxing vacation at this charming island home. "Blue Moon" is centrally located on Chincoteague Island - it's not too far from downtown, a public boat launch, nature trails, and one of the island's most-loved fresh seafood shops! Do

Pony View

3 Bedrooms
3.5 Baths
8 Guests
Chincoteague Island
East Side
Waterfront
Pet Friendly
Gas Grill
Internet

Enjoy one of the most amazing, unobstructed views of Assateague Bay and Island from the comfort of your own waterfront deck and second floor balcony! Watch the ponies in the distance on the island, abundant waterfowl, or maybe even catch a glimpse of dolph

Captain's Roundhouse

3 Bedrooms
2 Baths
6 Guests
Captain's Cove
Captain's Cove
Waterfront
Pet Friendly
Pool

A fantastic waterfront experience beginning with a 30 foot, 9 window, panoramic view of the sunset on the canal! This contemporary 3-story home boasts 360 degrees of unobstructed water views from nearly every room. The first level features 3 private bedrooms, a full bathroom, plus an...

Blue Sea Star

3 Bedrooms
2.5 Baths
12 Guests
Chincoteague Island
North Main
Pet Friendly
Internet

Welcome to Blue Sea Star! You'll fall in love with this fabulous 3 bedroom home from the moment you walk in the door. Bright open spaces, lots of windows, wood floors, first floor master bedroom/bathroom, and too much more to name! Located on a quiet cul-d

Waterman's Daughter

3 Bedrooms
3 Baths
6 Guests
Chincoteague Island
East Side
Water View
Pet Friendly
Gas Grill
Internet
Fireplace

We are excited to introduce our newest rental Waterman's Daughter! This stately townhome is located on a quiet lane off of East Side Drive. The first floor of the home features two bedrooms, both featuring full attached baths! A full size washer and dryer

Osprey

3 Bedrooms
2 Baths
6 Guests
Chincoteague Island
Oyster Bay
Water Access
Pet Friendly
Boat Dock
Charcoal Grill
Screened porch
Internet
Outdoor Shower

This great contemporary beach home is located at the edge of the community harbor area, a perfect location for you and your guests. As a pet friendly house, you'll enjoy the wide open spaces for your dogs. The home features an open floor plan with a lovely

Sunset Bay Villa 208

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
South Main
Waterfront
Pet Friendly
Pool
Internet

A beautiful seaside villa, professionally decorated, features luxury amenities including a walk-out from the living room area to a private deck and then marina area. The master bedroom suite is a dream come true - beautiful tiled shower, jetted tub and mor

Gone Coastal

2 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
In Town
Pet Friendly
BBQ Grill
Screened porch
Internet

Tastefully remodeled and decorated in a beachy-chic theme, 'Gone Coastal' is the perfect motto for this beach getaway! Located close to downtown - movies, shopping, restaurants and more. And you're only about 2 miles to the entrance to the beach! This rent

Island Sunrise

3 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
Piney Island
Waterfront
Pet Friendly
Boat Dock
Internet

Island Sunrise is gorgeous 3 bedroom, 2.5 bathroom duplex home located in desirable Piney Island. Not only is this house pet friendly, but it offers a deep water boat dock and 3 spacious decks. Aptly named, the sunrises and views of Assateague Island and t

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