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.

Ready for a Vacation that will take your breath away?! We’ve got the perfect place for you - welcome to fabulous Pier Pressure in Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom Waterfront Dream Home has something for everyone in the family. Located at the water’s edge directly on the Chincoteague Bay, Pier Pressure is a Water Lover's delight, and is only 25 short minutes by car or boat to Chincoteague and Assateague Islands, where our wild ponies roam free. Looking for some OC excitement? Ocean City, MD is a short 45 minute drive away. Have the best of everything, right in the heart of the Eastern Shore! This incredible home is a veritable Waterfront Playground - loaded with all the bells and whistles, boredom will be nonexistent! Relax on your Waterfront Deck and watch Herons and Egrets fish for their morning meal - or the kids, for that matter, as you can catch your own fish and crabs right in your own backyard. Bring your Water Toys - our waters are great for boating, kayaking, and paddle boarding, as well! Pier Pressure is Newly Renovated and Brand New to our Seaside Vacations’ Family. You’ll love relaxing in the Living Area with comfy furnishings, Free WiFi, and Flat Screen Smart TV. Adorned in Colors of Sand and Sea, Pier Pressure is a warm and welcoming retreat from the real world. With beachy flooring reminiscent of a stroll on the Boardwalk and Artwork reflecting the beautiful wildlife in our region, it is the perfect homebase for your Eastern Shore adventures. We love Pier Pressure’s awesome layout - it’s perfect for spending time together without ever feeling crowded. Just off the Living Area, there is a Sunroom that overlooks the Canal with Shiplap Walls and a wall of windows to the water. Just imagine relaxing with your morning coffee here - ahhhh! The Chef in your family will adore the Well-Stocked Kitchen with Stainless Appliances, gleaming Quartz Countertop...