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 our Concierge Services. No matter your destination, whether it’s Chincoteague Island, Virginia or Ocean City, Maryland, we have the vacation rental for you.
Looking to get back to nature, reconnect with your family, and bond over majestic water views, and family-friendly activities? Check out Chincoteague Island, VA. Each of our Chincoteague Vacation Rentals provides an abundance of amenities and comfort no matter what size party you bring with you. 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.
Looking for a Pet Friendly Rental? We've got you covered. Our Chincoteague pet friendly vacation homes and condos allows you to bring the entire family with you...including Fido. It really isn’t a family vacation without them, right?!
When you book with us, you're not just reserving a place to lay your head at night - Seaside Vacations is here to provide the ultimate vacation getaway. Let us help you plan an amazing Chincoteague Island Vacation or Ocean City Vacation. We live here, and love nothing more than to share all we love about our heaven on earth with you!
Find the Chincoteague Vacation Home of your Dreams right here!More Details
Love the action of OCMD? Check out these fabulous Homes!More Details
Are you a Homeowner looking for THE best Property Management Services? Let us show you how we are...More Details
Been Dreaming of owning a piece of Paradise? You've come to the right place!More Details
Looking for a Long Term Rental? Let us help you find just the right place!More Details
Recent Client Testimonials
Hear what some of our clients have said about us...
Elaine and Lance...thanks you for your professionalism from the moment we rented from your business!
Elaine was absolutely fabulous! We had called the office because getting this property was a last minute reservation because we decided to take our dog. Not only did she look up the various properties we were looking at online, she also thought of a recent addition and called the owners to see if it was available to rent. Once we made the reservation, she helped us with things we could do during our stay and even sent us a follow up email with links of more information. She was a huge reason our experience was so enjoyable!
Everyone was very friendly, courteous and kind.
Elaine was so very helpful! I had a poor experience with another rental company right before booking with Elaine, and she was very understanding of my questions (and reservations on making sure everything was in order).
Super help and desire to please us with what would work for our family!
Very positive experience.
Very happy to help and easy to communicate with!
Everything went very well great communication. Price was fair.
All the information we needed was delivered by email, did not have to ask any questions because all were answered in out welcome email. Could not have been easier.
Very helpful with information regarding the property and the area
Seaside rental staff were very helpful and nice and easy to work with.
I spoke with Elaine & Lance a couple times; they were always friendly and helpful; didn't make me feel like a "bother".
We have stayed in the Mariners Watch the last six summers and I would like to say this is the first we got our keys from a lockbox and it was wonderful. In the past we would drive out of our way many blocks to pick up and return our keys. Thank you for your help with my questions this past weekend.
Elaine has always been a great help to me! She delivers every time and is super nice.
Captain's Rest is a beautiful, brand new townhome near Chincoteague on Marsh Island. Anyone will be sure to fall in love with this place. With its bright, immaculate, spacious surroundings, this place will surely not disappoint! It has everything you'll desire, from the many amenities, to natural lighting, updated appliances, comfortable beds, open living spaces, and water views surrounding the entire unit, what more can anyone desire. Such a serene, peaceful place! Elaine is awesome! Quick to respond and so very accommodating! We look forward to visiting again!