Seaside Vacations has many wonderful vacation rentals nestled in both large & small communities in Chincoteague Island, VA. 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!
Check out the Captain's Cove & Yacht Club, filled with amenities that include a Championship 9 hole golf course, 3 Swimming Pools, a Fitness Center, and more. Or maybe you are looking for someplace close to the famous Pony Swim, then Pointer Lane is your place.
Traveling with several families or a large group? Searching our "Communities" page is a great way to find homes that are very close together. If you need any guidance, we are always here, and love helping you find the perfect place to make your vacation memories.
Captains Cove & Yacht Club
Captain's Cove is a wonderful water-privileged community nestled on the shores of Chincoteague Bay. Featuring a championship 9 hole Golf Course, 3 Swimming Pools, Fitness Center, Marina, Full Servi...More Information
Eagle Sound Estates
Eagle Sound Estates is a gorgeous Community located on the Chincoteague Bay. Only minutes to Chincoteague Island, you'll love this serene, private Paradise that is close to everywhere you want to b...More Information
Desirable Piney Island is the closest Community to Assateague National Seashore. Ride your bike to the Beach, Dining, Activities, & more! You'll love returning to this tranquil Waterfront Commu...More Information
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 Pon...More Information
Steve's 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 t...More Information
Sunset Bay Villas
Sunset Bay Villas is located directly on the Chincoteague Bay facing the most amazing Sunsets. These Luxury Condos are all Waterfront, and guests enjoy the Community Pool, Hot Tub, and Fitness Cent...More Information
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 wond...More Information
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 wa...More Information