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.

Welcome to Seaside Serendipity - where happiness comes in waves.... Looking for the perfect beach getaway for your family? You’ve serendipitously stumbled upon THE place to be on Chincoteague Island. This adorable Water View Home has to be in one of the best locations on our beautiful little island. Located adjacent to ever-popular Veteran’s Memorial Park, the world is your oyster. Only steps away, you will find a fabulous playground, pier for fishing and crabbing, tennis and basketball courts, and a boat launch ideal for launching kayaks, as well as boats. Seaside Serendipity has all of this - and at a family-friendly price tag. Just imagine enjoying your morning coffee on the Deck while watching Herons and Egrets dance over the Assateague Channel. Or stroll down to the dock to try your hand at fishing and crabbing. And you can enjoy a glass of pinot while watching the kids safely playing at the playground, just across the lane from the house. There's even a Brand New Outdoor Shower for rinsing off sandy feet. Upon entering, the colors of sand and sea relax you immediately. With lots of natural light and soaring ceilings, this cozy home feels so open and airy. Unwind in the Living Area after a fun-filled day at the beach and enjoy the Flat Screen TV with Apple Streaming and Free WiFi. Just off the Living Area, the well-equipped Kitchen makes mealtime a bay breeze. There’s plenty of room for all at the Dining Table and Breakfast Bar, or wander down the street to The Pearl Restaurant, or super popular Mr. Baldy’s. Enjoy the bay breeze as you dine on some Local Crabs outside at the picnic table. There is also a Brand New Full Bath with Walk-in Shower and Full Size Washer and Dryer just off the Kitchen. Seaside Serendipity sleeps 8 in 3 comfortable bedrooms. On the 1st floor, Bedroom 1 has a Queen Bed. Wandering upstairs, you’ll find 2 more Bedrooms and a Full Bath with Tub/Shower Combo. Bedroom 2 has another Queen Bed, and Bedroom 3 sleeps 4 in 2 sets...