We offer services for vacation rental owners who need assistance managing the details of their rental business. From websites, marketing, housekeeping, and emergency services - we can help you rent with confidence and peace of mind. As a property owner, or potential property owner, you’ve obviously fallen in love with the beach, just as we have. Seaside Vacations was founded with the belief that there was a better way to provide outstanding service, implement market leading technology, and provide the very best Eastern Shore Vacation experience possible all while providing value to both our Partners and Guests.

Octopus’s Garden - “I’d like to be under the Sea ~ in an Octopus’s Garden in the shade!” When was the last time your Vacation took your breath away? If that is what you’ve been yearning for, clear your schedule - Paradise awaits you in beautiful Captain’s Cove Golf and Yacht Club! Octopus’s Garden is almost brand new, and beyond stunning. Tucked Canalfront on a quiet cul-de-sac, it’s the perfect place to kick back and relax. Take in that salty, sweet bay breeze as you relax on the Deck with gorgeous Views of both the Canal and the Chincoteague Bay. Just imagine fishing and crabbing right in your own backyard - and don’t forget to bring the Boat! Drop it in at the Cove’s Marina, and the house is just around the bend. Octopus’s Garden is all about waterfront living at its very finest. Captain’s Cove is one of the Best Kept Secrets on the Eastern Shore of Virginia! Captain’s Cove is only 25 short minutes by car or boat to Chincoteague and Assateague National Seashore, where our famous Wild Ponies roam free. And if you’re looking for some OC excitement, Ocean City, Maryland is a short 45 minute drive away. Have the very best of everything, right in the heart of the Eastern Shore! But once you see this magnificent home, you may never want to leave! This statuesque Vacation Home is adorned in Colors of Sand and Sky - so serene and welcoming. Sleeping 8 in 4 spacious Bedrooms, this Reverse Floor Plan home truly has it all. As you climb the steps to the 1st Floor, you’ll find 3 Bedrooms, 2 Full Baths, and the Laundry Area. Bedroom 1 is the Master with a comfy King Bed, beachy distressed furnishings, Flat Screen Satellite TV with Streaming, and floors reminiscent of a stroll on the Boardwalk. With private access to the 1st Level Deck, you can slip out to stargaze while the rest of the family slumbers. Or sip your morning coffee while watching Herons and Egrets fish for their morning meal. The Private Master Bath has a Double Vanity and spacious Walk-in Showe...