Chincoteague Vacation Rentals

Ready for a Vacation you won't forget? Chincoteague Island has been voted "Best Small Beach Town" & "Happiest Seaside Town." We call it pure paradise! Seaside Vacations has so many beautiful Vacation Homes on the Island - whether you're looking for a Waterfront Dream Home or a Quaint Cottage, we have the perfect Home Base for your adventures.

Located on the Eastern Shore of Virginia, Chincoteague is your escape from the large beach resorts. Experience Chincoteague Island and live like a Local in a Home rather than a Hotel. Enjoy walking to restaurants, shopping, or just spend the day on your private boat dock. We even have pet friendly rentals so you can bring everyone, including your pet. Seaside Vacations provides quality properties that will give you and your family a great stay during your Chincoteague Island Vacation.

While you are here, you can enjoy Historic Downtown, take a Boat Tour, frolic on the Beach at Assateague National Seashore, and visit our Famous Wild Ponies at the Chincoteague Wildlife Refuge. Spend the day fishing in Chincoteague Bay or visiting our quaint Shops downtown. There is so much to do, you won't know where to begin!

Call us today to book a vacation property for your family, a long weekend getaway, or a family reunion. Whatever your needs in a rental property may be, Seaside Vacations is here to assist you.

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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 1.5 Bathrooms
  • Code: Wind Rose
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Assateague Inn 207-S
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Assateague Inn 211-S
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Code: Victorian Cottage
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Chincoteague Island, VA
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Les Bon Temps
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Chincoteague Island, VA
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Sand Dollar Cottage North 4
  • Pets Allowed
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Frankies Place
  • Pets Allowed
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Chincoteague Island, VA
  • 12 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • Code: Sunset Pointe
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Slack Tide
  • Pets Allowed
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Chincoteague Island, VA
  • 6 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Sandpiper Cottage
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Code: Endless Summer
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Seabbatical
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Chincoteague Island, VA
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Pinewood 1A
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Assateague Inn 108-S
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Greenbackville, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Casa Del Canal
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Chincoteague Island, VA
  • 8 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Sunset Bay Villa 221 - Bay Seasoning!
  • Pets Allowed
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Chincoteague Island, VA
  • 10 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • Code: Albion
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Chincoteague Island, VA
  • 2 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Lover`s Lane
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Chincoteague Island, VA
  • 4 Guests
  • 1 Bedrooms
  • 1 Bathrooms
  • Code: Sunrise Serenade
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Chincoteague Island, VA
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • Code: Assateague Inn 213-2R
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Chincoteague, VA
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Saltwater Cottage
  • Pets Allowed
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Chincoteague Island, VA
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Beach Blessing
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