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Island View

4 Bedrooms
2.5 Baths
14 Guests
Captain's Cove
Captain's Cove
Waterfront
Boat Dock
Pool
Internet
Outdoor Shower

Introducing one of our NEWEST rental listings, Island View! This gorgeous home sits directly on the waterfront and features a long private pier- perfect for boating, fishing and crabbing- and three levels of balconies- each boasting million dollar views! When you enter the home from the...

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Serendipity

3 Bedrooms
1.5 Baths
6 Guests
Chincoteague Island
South Main
BBQ Grill
Screened porch
Internet
Outdoor Shower

Come stay in this classic Eastern Shore Style home. Located just a few blocks from our famous downtown Main Street area, you are within walking distance to most of our shops and restaurants. Serendipity has a very nice screened porch for those memorable Ch

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Herbie's Hideaway

3 Bedrooms
3 Baths
8 Guests
Chincoteague Island
South Ridge
Water Access
BBQ Grill
Screened porch
Internet

Luxury water view vacation rental home with dock access. This home boasts a full ensemble of amenities and the most beautiful views of Assateague Island. The oversized chef's kitchen offers ample room for family gatherings and preparing meals, and it compl

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Return

4 Bedrooms
3.5 Baths
11 Guests
Chincoteague Island
South Ridge
Waterfront
Boat Dock
Gas Grill
Screened porch
Internet
Outdoor Shower

Beautiful waterfront contemporary perched on the edge of Assateague Channel. Enjoy breathtaking vistas of Assateague Island, the lighthouse, the wild ponies and the abundant wildlife. This spacious home boasts a complete line of amenities including a 600'

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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

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Lighthouse Estates #3

2 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
East Side
Water View
Boat Dock
Charcoal Grill
Pool
Internet

This comfortable, family friendly vacation rental is waiting for you to enjoy. This unit has pool access and dock access directly across the street for easy access for those fun family fishing and crabbing experiences. It is just a short distance to Memori

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Hill House

4 Bedrooms
2.5 Baths
9 Guests
Chincoteague Island
In Town
Pet Friendly
Screened porch
Internet
Outdoor Shower

Welcome to Hill House! Wonderful traditional island home with fantastic new upgrades! The kitchen has been renovated, along with the bathrooms. Excellent in town location - walk to dinner, movie, shopping & galleries. Hill House features 4 bedrooms an

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Lavinder House

5 Bedrooms
3.5 Baths
10 Guests
Chincoteague Island
North Main
Waterfront
Charcoal Grill
Screened porch
Internet
Outdoor Shower

Tucked away off North Main on the waterfront, Lavinder House is a charming Victorian-style home steeped in tradition. From the original woodwork to the brick kitchen floor, you'll enjoy the original integrity this island home features. Once the home of act

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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

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Sunset Dreams

3 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
South Main
Waterfront
Pet Friendly
Charcoal Grill
Internet
Outdoor Shower

Sunset Dreams is a Luxury Waterfront town-home overlooking Chincoteague Bay, the perfect spot for unwinding while you watch the island’s vivid sunsets. This unit includes a second-floor balcony, water views from almost every room, a large master suite, an

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Just One Oar

3 Bedrooms
2 Baths
8 Guests
Captain's Cove
Captain's Cove
Town & Country
Pet Friendly
Gas Grill
Screened porch
Pool

Just One Oar! This clean and comfortable vacation retreat will have you wishing for just one "m-OAR" day! The bright, open floor plan features great living space including a great room, 3 bedrooms (with a master bedroom en suite) and 2 full bathrooms. If you enjoy...

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Grandview

4 Bedrooms
4 Baths
10 Guests
Chincoteague Island
North Main
Waterfront
Pet Friendly
Boat Dock
BBQ Grill
Screened porch
Internet
Fireplace
Outdoor Shower

Enjoy stunning sunsets from this 5 star home at water's edge. Relax with the amazing water view from the north side of the island. Every bedroom is a suite, to ensure all of the adults have the right amount of privacy and a quiet place to stow away with a

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