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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

Sea Charm

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
In Town
Charcoal Grill
Screened porch
Internet
Outdoor Shower

Charming in-town 3 bedroom home with a day-bed alcove, 2 baths, large fenced yard, carport and screened porch. Located on a quiet street, but a short walk to downtown shopping, movies and restaurants. Expanded Master Bedroom with claw foot tub and king siz

Crossroads

4 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
North Main
Waterfront
BBQ Grill
Gas Grill
Screened porch
Internet
Fireplace
Outdoor Shower

Peace and tranquility is what Crossroads (formerly known as Sunset Cove) offers. Totally re-done in 2019, this beautiful 4 bedroom waterfront home in the Smugglers Cove area is nestled on the northwestern shores of Chincoteague Island offering a world clas

Dockside

3 Bedrooms
3.5 Baths
8 Guests
Chincoteague Island
East Side
Waterfront
Boat Dock
Gas Grill
Internet
Fireplace

Located on the Assateague Channel, this is your chance to watch the ponies from your own deck. A wonderful panoramic view awaits you…to the left is the Assateague Bridge; to right of the bridge is the Assateague Lighthouse and ponies; and to the far right

Stingray

2 Bedrooms
2 Baths
6 Guests
Chincoteague Island
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

Shore Thing On Oyster Bay

4 Bedrooms
3.5 Baths
8 Guests
Chincoteague Island
North Main
Waterfront
Boat Dock
Charcoal Grill
Screened porch
Internet
Fireplace
Outdoor Shower

Enjoy some of the island's best water views overlooking Oyster Bay from nearly every room of this custom beach home! Located on a bulk-headed waterfront lot in Richardson's Landing, you can fish and crab from the backyard! A wonderful feature of this spaci

Salty Mist

2 Bedrooms
1 Bath
6 Guests
Chincoteague Island
In Town
Pet Friendly
BBQ Grill
Internet
Outdoor Shower

If you're looking for that perfect island getaway, look no further! 'Salty Mist' is Chincoteague Island's quintessential cottage! Sunshine filled skies and soft island breezes await your family here. Located in the heart of downtown Chincoteague on Maddox Boulevard, this lovingly restored Chincoteague cottage is still...

Snoozin' Goose

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Oyster Bay
Waterfront
Pet Friendly
Internet
Fireplace
Outdoor Shower

Beautiful 3 bedroom home located in one of Chincoteague Island's private WATERFRONT communities! Snoozin' Goose offers multiple outdoor porches, an open floor plan with large, bright rooms and modern amenities -- all in a quiet, peaceful location. Enjoy w

Sunset Bay Villa 118

3 Bedrooms
2 Baths
7 Guests
Chincoteague Island
South Main
Waterfront
Pool
Internet

As one of our newest Sunset Bay offerings, Villa 118 is a beautiful ground-floor unit with a direct walk out to the marina. Luxurious master bedroom (King bed) with private waterside balcony and en suite bath, including a tiled shower and whirlpool bath. V

Shell Cottage

4 Bedrooms
2.5 Baths
8 Guests
Chincoteague Island
East Side
Water View
Pet Friendly
Charcoal Grill
Internet
Outdoor Shower

Come and enjoy a delightful vacation at "Shell Cottage"! Located on the popular East Side of Chincoteague Island, you'll enjoy water views of the Assateague Channel and lounging on the outside decks (one which includes an outside shower). This open floor p

Saltwater Cottage

4 Bedrooms
2 Baths
9 Guests
Chincoteague Island
In Town
Screened porch
Internet
Outdoor Shower

Check out "Saltwater Cottage!" Located within Chincoteague Island's historic downtown area, you'll enjoy walking or biking to restaurants, the movie theater, shopping, waterfront park and more! This 4 bedroom home has been lovingly restored, including new

La Dolce Vita

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

La Dolce Vita = The Sweet Life! Enjoy breathtaking waterfront views and spectacular sunsets from every room in this comfortable luxury waterfront home on Chincoteague Bay! Each of the 4 bedrooms features a private full bath. There are bedrooms on both leve

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