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 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
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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!
We had a great stay at Lance and Elaine's condo. It is a cute and comfortable place. The kitchen is extremely well-stocked with dishes, pots and pans, and cooking utensils. We especially enjoyed bird-watching from the balcony and screened porch. Make sure to bring binoculars- the view overlooking the creek is amazing! The house is at the end of a gravel road, so it feels peaceful and secluded, but it's also convenient for getting to the main drag, restaurants, etc. We rented bikes at the bike Depot by the Refuge Inn and rode the trails on Assateague. It was a wonderful weekend. We hope to come stay again!
My wife and I rented a beautiful house on Chincoteague Bay. The house was clean and very well equipped for all of our needs. The staff was professional and responsive to all of our needs and questions. We have never been disappointed when we have stayed stayed at a Seaside home.
The good folks at Seaside Vacations are a delight with whom to work — attentive but not overly so, eager help if needed, and willing to do what they can to insure that the customer has a great stay. We will be back.
We had a wonderful stay at Ariel’s Grotto! The house was beautiful and convenient. We enjoyed celebrating Christmas there with three generations present and it was truly a cozy home and fit the needs of everyone. I highly recommend!
Our stay at The Pearl at Marsh Island of Chincoteague Island was amazing! 5 star all the way! So close to all the activities that the area has to offer. The rental was decorated in a nautical theme and had everything you'd need to spend a day too 2 weeks with relaxing comfort! We caught crabs off the dock... Cooked them in the well stocked kitchen and ate them while watching the beautiful view of the water which the crabs were just from... It just does not get any better than that! We also loved the near by beaches and the wild horses! Bills steak and seafood restaurant was our favorite place to eat! We'll be back for sure to enjoy the pearl again soon !!
I had the pleasure of staying at Sunset Bay Villas when I was in town for a job at NASA and was ecstatic with my choice. The condo was very large, spotless and sat right on a dock so we could enjoy the water view and even some duck visitors! The kitchen was more than accommodating and since it was off season came in handy for cooking! The check in/out process is seamless and they even use a texting service which I found handy and less intrusive. We will be back to explore Chincoteague more in the future and will most definitely choose Sunset Bay villa's again!
Our family was looking for a rental home for 5 nights in early December to visit Chincoteague Island. We had never booked with Seaside Vacations, but their response was immediate. We had chosen a perfect home for us (Ariel’s Grotto) available with only a weeks notice. Once booked we were contacted several times leading up to arrival with all information needed. The home was very clean with all of the amenities we needed. The rental price was in the range we were looking for in the off season. We couldn’t have been happier with our choice of Seaside Vacations and Ariel’s Grotto.
Our family enjoyed Thanksgiving here and it was a much needed getaway! The sunsets and fire pit made for relaxing evenings. The kayaks were a great plus! Two guys were able to fish in them. The kitchen was well-equipped. Great customer service! We needed extra blankets because it got chilly and they had them to us right away! It’s close to town. We enjoyed the lighting of the Christmas tree and the Chincoteague pony drill team. This was also Waterfowl weekend, so we were able to drive up the service road and see ponies and birds galore! Thanks for a great family vacay!
We stayed at the Hudson House and were very happy. Great home, lots of updates, functional layout for our 2 families and very clean. Loved eating in the screened in porch with family sized dining table. Would stay again.
What an amazing week we had! Everything was wonderful- the cottage has an incredible view and is very clean. The location is great for getting around town and just minutes from the ponies. This was the perfect get away for my sister and me. I highly recommend staying here.