Welcome To Seaside Vacations & Sales
You deserve the best on your vacation, and Seaside Vacations is here to make sure that is exactly what you get - the very best - Customer Service, Premiere Properties, and special touches such as Express Check-in and Full Linens included! No matter your destination, whether it’s Chincoteague Island, Virginia or Ocean City, Maryland, we have the vacation rental for you, with all the comforts of home!

We're honored to have been awarded VRMA's 2023 Vacation Rental Company of the Year, as well as Best in Local's Choice for Best Vacation Rental Company in 2022, 2023, and 2024! We also received the VRMA Excellence Award for Community Impact in 2024, and were the FIRST vacation rental company to become Breezeway Safety Certified in Virginia AND Maryland! Check out our Chincoteague Rentals that provide an abundance of amenities and comfort no matter what size party you bring. Take an island boat tour, go fishing or crabbing, and let your taste buds rejoice with our local Chincoteague cuisine. Let us show you why Chincoteague Island has been voted ‘Best Small Beach Town”, and “Happiest Seaside Town”. You may never want to leave!

Need more city life or action-packed activities for your next vacation? Then Ocean City, MD is the destination for you and your family. Seaside Vacation provides the best selection of Ocean City Vacation Rentals, each with their own unique amenities that include; pool access, water and harbor views, boat slips, and even exercise gyms. Each vacation rental is located close to all of Ocean City’s major attractions. Take a stroll on our famous OCMD Boardwalk, catch some rays at the beach, or satisfy that retail itch with the shopping options that only Ocean City could provide.


Seaside Vacations LLC