May all your Blues be the Ocean & the Sky

Amazing Vacation Rentals in Chincoteague Island, VA and Ocean City, Maryland!

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Welcome to Seaside Vacations

Personal attention, superior customer service, Express Check-in and concierge service; because you deserve the best on your vacation! Whether you are looking for a romantic weekend getaway or a family vacation, we can help you plan the Chincoteague Island, Virginia or Ocean City, Maryland vacation of your dreams! Discover our selection of beautiful properties from Serene and Beautiful Chincoteague Island and Surrounding Mainland to the Beach and Bay in Ocean City.
When you book with us, you’re not just reserving lodging; we are here to help you plan your entire vacation, if you like.   What brings you to the beach?  The beach, the surf, the sand, golf, fishing, Pony Penning, special events… matter what your hobbies and interests, we are here to help you get the most from your limited time with us.  We get it!  Not only do we like to vacation as well, but we have an insider’s knowledge to help us make the most of those precious vacation days!  We work here, we play here, we live here.  Let us help you make the most of your time - right from the start!  All of our properties offer express check in.  No need to stand in line, and you’ve spent enough time in traffic.  When you arrive, simply go straight to your home for check-in!

If you are a vacation home owner, consider how our vacation rental management or property management services may improve your return on investment, save you time, or simply improve the quality of your weekend getaways.  

Welcome to Seaside Vacations - Escape. Relax. Enjoy.