Chincoteague Vacation Rentals | Seaside Vacations & Sales (2024)

Chincoteague Vacation Rentals | Seaside Vacations & Sales (1)

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 Rental Searches:

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  • 186 properties available

    Trees listen to the Breeze; and then rustle its voice so beautifully….Looking for a getaway that makes you feel a million miles from the real world? Just imagine kicking back under the shade of tall Pine Trees - swaying in the breeze, while you listen to the Tree Frogs sing - pure bliss. Whispering Pines is not just a place to lay your head at nigh

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    Whispering PinesTown House Pet Friendly$145 - $325 / per nightBedrooms3bedroomsBathrooms2bathsGuests9guests

    Ready to have a ‘Shell of a Time’ on your next trip to our Little Island by the Sea?! You will absolutely fall in love with this beautiful Cottage on Chincoteague Island - tucked on a quiet street, but close to everywhere you want to be! Shell of a Time has all that you love about a quintessential Chincoteague Cottage, plus the Modern Amenities you

    Shell of a TimeHouse $95 - $225 / per nightBedrooms2bedroomsBathrooms1bathGuests6guests

    “Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn BattutaHave you been longing for a Vacation Experience that your family won’t soon forget?! Life is so busy - work, school, games, and meetings steal so much precious time from us. It’s so important to grab those who matter most, and just BE together. An

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    EventideHouse $125 - $295 / per nightBedrooms2bedroomsBathrooms3bathsGuests8guests

    There is only one thing more precious than our time, and that is who we spend it on….Life is short - we live in a world where we’re always rushing - even when there’s no rush! We have to force ourselves to slow down - to stop and smell the flowers - or even better, Mother Ocean! If you’ve been longing to get away with those who matter most, we have

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    Precious TimeHouse $99 - $275 / per nightBedrooms3bedroomsBathrooms2bathsGuests6guests

    Life is good - but Island Life is better!Welcome to The Salty Crab in the very heart of Chincoteague Island! This gorgeous Brand New Home is nestled on Church Street, just a short stroll from our famous Farmers Market and Downtown Historic Main Street’s many Shops and Restaurants. Robert Reed Waterfront Park is also only steps away and home of the

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    The Salty CrabHouse Pet Friendly$102 - $350 / per nightBedrooms3bedroomsBathrooms2bathsGuests8guests

    Ocean air, salty hair, not a care, take me there……Life is so busy - our days are filled with one commitment after another. Isn’t it time for a Beach Break - time to reconnect and rejuvenate with those who matter most? If you can make the time, we have the perfect Vacation Destination for you at Vineyard Cove on Chincoteague Island….Vineyard Cove si

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    Vineyard CoveHouse $175 - $475 / per nightBedrooms3bedroomsBathrooms2bathsGuests8guests

    “Live in the Sunshine, swim in the sea, drink the wild air.” ~ Ralph Waldo EmersonWhen was the last time you had a Vacation that truly took your breath away? Life is so busy - work, school, non-stop commitments, or so it seems. If you’ve been yearning for a getaway that will relax, refresh, and rejuvenate you, clear the calendar, because we have th

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    Lighthouse PointeTown House $125 - $400 / per nightBedrooms3bedroomsBathrooms2bathsGuests8guests

    Carriage House - Relax, Rejuvenate, and Reconnect……The best things in Life are the people you love, the places you go, and the Memories you make! If you’ve been looking for that special place to make incredible Vacation Memories, you’re going to fall in love with beautiful Carriage House in Oyster Bay II! AND, your family dog (2 max) is welcome wit

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    Carriage HouseHouse Pet Friendly$195 - $525 / per nightBedrooms4bedroomsBathrooms3bathsGuests12guests

    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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    Great WhiteHouse Pet Friendly$145 - $450 / per nightBedrooms5bedroomsBathrooms2bathsGuests12guests

    Sanderling - Life is better with your feet in the sand…..If you’ve been looking for the perfect homebase for your Chincoteague Vacation, we’ve got you covered! Welcome to Sanderling - a large 4 Bedroom family-friendly home tucked on quiet Teal Lane, and only 5 minutes from the Beach! Assateague National Seashore is one of the most visited beaches i

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    SanderlingHouse Pet Friendly$125 - $350 / per nightBedrooms4bedroomsBathrooms2bathsGuests8guests

    The Happy Crab - Where dreams are made of Sun and Sand…..There's only one thing more precious than our time, and that is who we spend it on. Life is busy - just getting the family together can be such a challenge in today's world, but nothing is more important than doing just that. Clear the calendar, grab those you love, and head to Chincoteague I

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    The Happy CrabTown House $120 - $395 / per nightBedrooms3bedroomsBathrooms2bathsGuests6guests

    Nothing soothes the soul like a day by the water…..If you love living at the water’s edge, we have the perfect Vacation Destination for you - with 360 degree gorgeous Water Views! Welcome to Anchors Away in Captain’s Cove Golf and Yacht Club! One of the Best Kept Secrets on the Eastern Shore of Virginia, Captain’s Cove is only 25 short minutes by c

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    Anchors AwayHouse Pet Friendly$107 - $604 / per nightBedrooms3bedroomsBathrooms3bathsGuests6guests

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    Chincoteague Vacation Rentals | Seaside Vacations & Sales (2024)
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