Chincoteague Vacation Communities

Seaside Vacations has many wonderful vacation rentals nestled in both large & small communities on Chincoteague Island and on the Mainland on the Eastern Shore of Virginia. Many of our Guests have fallen in love with a certain area or building, and return year after year. We've built "Communities" just for you - to make finding your favorite vacation home just a bit easier!

Check out the Captain's Cove & Yacht Club, sitting on the pristine Chincoteague Bay, and filled with amenities that include a Championship 9 hole golf course, 3 Swimming Pools, a Fitness Center, and more. If you're looking for someplace close to the famous Pony Swim, then Pony Swim Ln or Pointer Lane could be perfect for you!

Traveling with several families or a large group? Searching our "Communities" page is a great way to find homes that are very close together. Across the island, we have a number of properties that are either neighboring, or on the same street, ideal for larger family gatherings. If you need any guidance, we are always here, and love helping you find the perfect Chincoteague vacation rental to make your vacation memories.

Resort Captain's Cove & Yacht Club
Captain's Cove & Yacht Club

Welcome to your best vacation ever! Seaside Vacations would like to present Captain's Cove Golf and Yacht Club. These beautiful waterfront home rentals in Greenbackville, VA will provide you and your

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Resort Marsh Island
Marsh Island

Marsh Island is located just across the Channel from beautiful Chincoteague Island. You will enjoy amazing Views of both Black Narrows Channel and the Chincoteague Channel, and the peace and serenity

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Resort Piney Island
Piney Island

Desirable Piney Island is the closest Community to Assateague National Seashore. Ride your bike to the Beach, Dining, Activities, & more! You'll love returning to this tranquil Waterfront Communit

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Resort Pointer Lane
Pointer Lane

Pointer Lane is located on the East Side of Chincoteague Island, facing the Chincoteague Channel and Assateague Lighthouse. Many prefer this side of the island, which is also close to where the Pony S

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Resort Sunset Bay Villas
Sunset Bay Villas

Sunset Bay Villas is located directly on the Chincoteague Bay facing the most amazing Sunsets. These Luxury Condos are all Waterfront, and guests enjoy the Community Pool and Fitness Center, as well a

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Resort The Assateague Inn
The Assateague Inn

Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the Refuge. Once you visit our beautiful Island, it stays with you forever. But life

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