Chincoteague Waterfront House Rentals
Wake up to the sun rising over the water with your own Chincoteague Waterfront Home Rental. Take a seat and soak in the water-views. Enjoy the comforts and peaceful surroundings of Chincoteague Island. Our Waterfront Rentals are located throughout Chincoteague Island, so no matter which home you select you will be close to the water and all attractions this island has to offer. We even offer Pet Friendly Waterfront Vacation Rentals so you can bring your furry family members with you. Everyone can enjoy Chincoteague Island.
Browse the selection below or check out all our Chincoteague Rentals here!
51 properties available
There’s a story behind every home—and “Your Song” tells a beautiful one. This Waterfront gem was named by the owner in memory of his late wife and her favorite song. Today, it welcomes guests with the same spirit of love, tranquility, and timeless beauty that inspired its name.Tucked on a quiet Canal in Captain’s Cove Golf and Yacht Club, you’ll ta
Stop for a moment and imagine your dream vacation - what would it be like? A spectacular Custom Home perched on the Assateague Channel with breathtaking Views? Or maybe a Dream Home in which everyone has a Master Bedroom with Waterfront Balcony and Private Master Bath? How about a warm and inviting Great Room where you can gather with those who mat
Sunset Breeze - if you’re not wearing flip flops, you’re overdressed…..At the Beach, Life is different - Time doesn’t move hour to hour, but mood to moment. We live by the currents, plan by the tides, and follow the sun til it sets…..And there is no better place to do this than at beautiful Sunset Breeze right here on Chincoteague Island! Sitting W
Beachgrass Bungalow - High Tides and Good Vibes….The best things in Life are the people we love, the places we’ve been, and the memories we make along the way…..Life is busy - plain and simple. Work, meetings, schedules, lessons - pretty much chaos - all the time! This makes breaking away from the day to day more important than ever. Pack a bag, gr
Welcome to Sunkissed Shores—where the views stretch for miles, the water is always calling, and every day begins and ends with something beautiful.Perfectly positioned along the shoreline of Chincoteague Bay in the prestigious Wildcat Community, this extraordinary 4 Bedroom Waterfront Retreat delivers the kind of island experience families remember
Just give me the Sea, and a little Cottage just to be…..One of Chincoteague’s most beloved Vacation Homes, Shackeau East, is now part of our Seaside Vacations’ Family! Resting by the water’s edge in ever-popular Piney Island, this adorable Cottage has quite the following! Piney Island is the closest community to Assateague National Seashore, where
Life is simple….just add water!The way we live today is crazy - we’re always in a hurry! Work, school, meetings, repeat. It’s so hard to find the time to gather those who mean the most to simply BE together. This is where “Dock Holiday” comes in - this home was made for making family memories together. This spectacular Waterfront Home is Brand New
Ninety-five feet of private Chincoteague Bay shoreline. That's what's waiting in your backyard at Lookout on Main — along with a dock, a ladder, two kayaks, a canoe, crab pots, and front-row seats to the most spectacular sunsets on the island.Set on South Main Street in one of Chincoteague's most coveted locations, this beautifully renovated 5-bedr
Bliss by the Bay - If you’re wearing flip flops, you’re overdressed!There’s nothing like the smell of salt in the air and a warm breeze through your hair - and that’s just what you’ll find at Bliss by the Bay in beautiful Captain’s Cove Golf and Yacht Club. One of the best kept secrets on the Eastern Shore of Virginia, Captain’s Cove sits directly
Life takes you down many paths, but our favorite ones always lead to the Beach….There’s nothing like the smell of salt in the air and a warm breeze through your hair - the complete feeling of freedom that engulfs you the moment you know your Vacation is about to begin. And that’s what you’ll find at Bay Breeze in fabulous Captain’s Cove Golf and Ya
Welcome to Utter East, a peaceful island retreat tucked along a quiet side street in the heart of Chincoteague Island. With 4 Bedrooms, 2 separate Living Areas, and exceptional outdoor spaces, this inviting home gives families plenty of room to spend time together, without ever feeling crowded. Named for the mysterious destination in The Chronicles
Shell Shack - High Tides and Good Vibes….When was the last time you took a Vacation that truly took your breath away?! If you have been looking for a true Vacation Experience - not just a place to lay your head at night - boy, do we have a wonderful surprise for you - welcome to Shell Shack!This incredible home is Brand New to our Seaside Family, a
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