Vacation Rental Communities

Seaside Vacations has many wonderful vacation rentals nestled in both large & small communities in Chincoteague Island, VA, Ocean City, MD, and Captain's Cove Golf & Yacht Club. Many of our Guests have fallen in love with a certain area or building, and return year after year. We've built "Communities" just for you - to make finding your favorite vacation home just a bit easier! Traveling with several families or a large group? Searching Communities is a great way to find homes that are very close together. Need some guidance? We are always here, and love helping you find the perfect place to make your vacation memories. 

 
Captains Cove Golf & Yacht Club on the Chincoteague Bay

Captains Cove Golf & Yacht Club on the Chincoteague Bay

Captains Cove is a wonderful water privileged community nestled on the shores of Chincoteague Bay. Featuring a championship nine hole golf course, three swimming pools, fitness center, boat ramp & tr...
Steves Cottages on Chincoteague Island

Steves Cottages on Chincoteague Island

Steves Cottages are located in the very heart of Chincoteague Island. Tucked away on a quiet street, yet still close to everywhere you want to be - stroll to the Historic District on Main Street to v...
Eagle Sound Estates near Chincoteague Island, Virginia

Eagle Sound Estates near Chincoteague Island, Virginia

Eagle Sound Estates is a gorgeous Community located on the Chincoteague Bay. Only minutes to Chincoteague Island, youll love this serene, private Paradise that is close to everywhere you want to be, ...
The Meridian - Luxury Condo Rentals

The Meridian - Luxury Condo Rentals

Welcome to Pure Luxury...The Meridian on 60th Street. More than your typical Ocean City Vacation.
Piney Island on Chincoteague Island

Piney Island on Chincoteague Island

Desirable Piney Island is the closest Community to Assateague National Seashore. Ride your bike to the Beach, Dining, Activities, & more! Youll love returning to this tranquil Waterfront Community li...
Pointer Lane on Chincoteague Island

Pointer Lane on Chincoteague Island

Pointer Lane is located on the East Side of Chincoteague Island, facing the Chincoteague Channel and Assateague Lighthouse. Many prefer this side of the island, which is also close to where the Pony S...
The Sea Watch in Ocean City, Maryland

The Sea Watch in Ocean City, Maryland

The sea, once it casts its spell, holds one in its net of wonder forever. Isnt it time to rediscover, relax, and rejuvenate with your family? There is no better place to do this than the fabulous Sea...
Teal Lane on Chincoteague Island

Teal Lane on Chincoteague Island

Teal Lane is conveniently located just off of Maddox Boulevard, in the heart of Chincoteague Island. From these Homes, you can walk to Amusements, Mini-Golf, Dining, Shops, and more! We have 5 wonderf...
The Assateague Inn

The Assateague Inn

Assateague Inn is located on picturesque Chincoteague Island, VA world famous for its "wild ponies" and the annual "pony swim and auction." Just minutes away from the Inn, at biking or dedicated walki...