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.

Sunny Shack - The Best Days are Beach Days..….. Welcome to Sunny Shack on wild and wonderful Chincoteague Island! This stunning Waterfront Dream Home is brand new to the Seaside Vacations’ Family, but has been a fan-favorite Vacation Rental for years! Ahhhh, South Main Street - if you aren’t familiar, South Main is home to some of THE most amazing Sunsets to be had on our little Island by the Sea. Add that to Sunny Shack’s incredible list of Amenities, and you have the makings of a perfect Chincoteague Island Vacation! This incredible home sleeps 10 in 3 Bedrooms, and is loaded with every bell and whistle - even a Game Room with Pool Table and Ping Pong, and even a Monopoly Table! Entering Sunny Shack on the ground floor, you can kick off your flip flops in the spacious foyer, greet the cutest Chincoteague Pony allowed to live indoors, and let the fun begin! You can’t help but check out the Game Room, also on this level. You’ll find both Pool and Ping Pong Tables, and a Roku Smart TV in a cozy Sitting Area. There is also a Full Futon in this area. Wandering upstairs, you’ll be captivated by Colors reminiscent of the Sea - and those Views! Sunny Shack has had every upgrade imaginable - from Custom Hardwood Floors to Flat Screen 3D Smart TV! You’ll love relaxing in the oversized, comfy Living Room furniture with breathtaking Bay Views right from the sofa. Sunny Shack’s open layout is just perfect for spending time with those who matter most, without ever feeling crowded. The spacious Living Area opens to the well-equipped Kitchen, which the Chef in your family is sure to fall in love with. With Gleaming Granite and Stainless Steel Appliances, mealtime certainly won’t feel like a chore. You can dine indoors in the comfort of the AC, or Al-Fresco on the Bayfront Deck. If you want to be really creative, pack a picnic and enjoy lunch on the Shared Pier, which even has a picnic table! Around the bend, you’ll find yet another Living Area - bright and beachy...