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Browse over 150 Chincoteague Island Rentals, all at the Best Rates
Welcome to beautiful Chincoteague Island! Are you ready for a vacation away from the big city and crowded beach resorts? A Chincoteague Vacation Rental means that there are no high-rises, boardwalks, or traffic jams to interfere with your relaxation. We offer beautiful rentals to fit any family size or group gathering, all at the lowest rates around. Come see the wonder of Chincoteague Island, include famous events such as the Pony Swim!
Seaside Vacations offers so many wonderful vacation house rentals from Chincoteague Island to the Mainland. Select from our large choice of Chincoteague Waterfront Vacation Rentals or Rentals with Pools.
Popular Chincoteague Island Rentals
House Rentals | Condo Rentals | Waterfront Rentals | Rentals with Pools | Pet Friendly Rentals | Communities
187 properties available
Life is good, but Island Life is better!Looking for a Beach Break that will take your breath away, yet not break the bank? Welcome to No Problem on peaceful and serene Marsh Island! This Newly Renovated Townhome in Captain’s Quarters Townhomes has it all, and is just a stone’s throw from our beautiful Little Island by the Sea!As you take the exit f
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Longing to get away from it all and leave the busy world behind - even for a just a little while? We cannot think of a better getaway than lovely Oystercatcher on Chincoteague Island. This beautiful Duplex that sleeps 6 more than comfortably is in the very heart of our special Island. Located on Ridge Road, only steps from famous Pony Swim Lane, yo
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Think you can't have it ALL on your next Vacation? Think again - and check out fabulous Dancing Plover on Chincoteague Island! This gorgeous 3 Bedroom Towhome is located on the desirable East Side, only minutes from Assateague National Seashore. With a Community Pool, Dock, and a Family-Friendly Price Tag, Dancing Plover is the perfect Home Base fo
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Casa Del Canal - Captivating. Canalfront. Calling your name.....Looking for the perfect Eastern Shore Vacation Destination? Look no further than Casa Del Canal in gorgeous Captain's Cove - one of the best kept secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom/2 Bath Waterfront Home has something for everyone in the family. Located C
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Wonderview 208 ~ Take the Journey to enjoy the View…..Life gets busy - work, kids, appointments, pets - it never seems to stop. This makes it more important than ever to take time to stop and smell the roses - or more appropriately, the salty, sweet sea breeze. If you can make the time, we most definitely have the place….Welcome to fabulous Wonderv
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May you always have a shell in your pocket, and sand in your shoes…..Sandy Bottoms - the name alone stirs up fond memories of family vacations from long ago. This wonderful 4 Bedroom Home is brand new to the Seaside Vacations’ Family, and we couldn’t be happier - and it’s ready to make your Vacation Dreams come true!With Classic Coastal Cape good l
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In Life, it's not where you go, but who you travel with. Family, Friends - those who mean the very most - are at times the hardest to get together. It's time - clear your calendar, grab those you love, and head to fabulous Chincoteague Island. If you make the time, we've got the place! Welcome to stately Great White - the perfect place to gather, r
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Sunny Shack - The Best Days are Beach Days..…..Welcome to Sunny Shack on wild and wonderful Chincoteague Island! This stunning Waterfront Dream Home is brand new to the Seaside Vacations’ Family, but has been a fan-favorite Vacation Rental for years!Ahhhh, South Main Street - if you aren’t familiar, South Main is home to some of THE most amazing Su
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Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the Refuge. Once you visit our beautiful Island, it stays with you forever. But life is so busy - it's hard to get away for a whole week every year, isn't it? Or maybe you're one who prefers to take many shorter trips over the course
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Calypso - Dance to the Song of the Sea.....You know that feeling you get while relaxing on the beach and listening to steel drums play while the Sea Breeze blows through your hair? Enjoy this feeling every day at fabulous Calypso in Captain's Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia.This stunning 4 B
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Beach More, Worry Less…..If you’re looking for a Vacation that is ‘Shore to Please’, we’ve got you covered! This New Addition to our Seaside Family has it all - that quintessential Chincoteague Charm you love, the Modern Amenities you want and need, and a fabulous Mid-Island Location - close to everywhere you want to be!Shore to Please is tucked on
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Travel - the only thing you pay for that makes you richer. But, you don't have to break the bank to have the Vacation of your Dreams on Chincoteague Island - welcome to fabulous Island Retreat! This adorable Duplex sleeps 7 in comfort and style, has amazing Water Views, AND welcomes your family's dog!Island Retreat is in the perfect location, just
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