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.

Beach More, Worry Less….. If you’re looking for a Vacation that is ‘Shore to Please’, we’ve got you covered! This New Addition to our Seaside Family has it all - that quintessential Chincoteague Charm you love, the Modern Amenities you want and need, and a fabulous Mid-Island Location - close to everywhere you want to be! Shore to Please is tucked on Chicken City Road, in the very heart of our Little Island by the Sea. You’re less than 10 minutes - if that - from Assateague National Seashore, as well as a short stroll to Downtown Main Street’s Shops and Restaurants. Sleeping 10 in 4 Bedrooms, it’s the perfect home for 1 large family, or for 2 small families to share! Both affordable and adorable, it is the best of both worlds. What makes this even more special? You can bring your faithful family fur-baby - up to 2 well trained dogs allowed with no additional pet fee. You’ll love relaxing in the Living Area after a fun-filled day at the Beach searching for our famous Wild Ponies, and enjoying Free WiFi and Flat Screen Smart TV. With luxurious Leather Furnishings and Colors of Sea Glass, it’s so warm, inviting, and cozy. The Historic Hardwood Floors are reminiscent of a stroll on the Boardwalk, and proof that some things do get better with age. A small Sunroom lines the front of Shore to Please, and has a perfect little Breakfast Nook, as well as a Workstation, just in case duty calls while you’re on Vacation. As you stroll through the house, you’ll pass under Curved Doorways, another sign of a bygone era we just adore. The Chef in your family will find mealtime a bay breeze in the well-stocked Kitchen. With traditional Eastern Shore warm wood Cabinetry, and all the comforts of home, you won’t need to dine out every night, unless of course, you want to! There is both a Charcoal Grill and Gas Grill for whipping up the Fresh Catch of the Day, as well. You are also walking distance to a great Local Seafood Market, and the only Brewery on the Island, Blac...