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.

Bliss by the Bay - If you’re wearing flip flops, you’re overdressed! There’s nothing like the smell of salt in the air and a warm breeze through your hair - and that’s just what you’ll find at Bliss by the Bay in beautiful Captain’s Cove Golf and Yacht Club. One of the best kept secrets on the Eastern Shore of Virginia, Captain’s Cove sits directly on the Chincoteague Bay, just 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. Here, life takes a slower pace - sipping wine as you watch the sun sink into the Chincoteague Bay, or the joy you feel watching the kids catch Crabs off the dock. THIS is what Vacation Dreams are made of. Bliss by the Bay has been a beloved Vacation Rental for several years, but is Brand New to our Seaside Vacations’ Family, and we couldn’t be more excited! Tucked directly on the water’s edge on a wide Canal, you’re in the heart of everything wonderful in Captain’s Cove! Bring the Boat, Jet Ski, Paddle Boards, and Kayaks - oh wait, and don’t forget the family! Everyone will find something they love in this Amenity Rich Community! You’ll love relaxing in the Living Area after a fun-filled day at the Beach or the Pool. With a Wall of Windows to the Water, comfy Furnishings, and incredible Views, you may never want to leave. Enjoy Free WiFi and a Brand New Flat Screen Streaming TV, or turn it all off and hang out on the Waterfront Deck, and just BE….. Listen to the Tree Frogs chirp in the evening, and watch Herons, Egrets, and Eagles fish for their morning meal while you sip coffee - pure paradise. There’s even a cozy Gas Fireplace for those chilly Off-Season Stays - one of our favorite times on the Eastern Shore. Bliss by the Bay has an awesome Open Layout perfect for spending time together without ever feeling crowded. Just off the Living Area, you’ll find the Dining Area with a large table that ...