Chincoteague House Rentals

Chincoteague Island Home Rentals

Take the vacation you and your family deserve! Enjoy the open, less-crowded, and beautiful surroundings of Chincoteague Island, VA. No vacation is complete without the perfect place to stay. Check out the large selection of Chincoteague Home Rentals. Select from waterfront homes, pet-friendly houses, and houses with pool access.

A Chincoteague House Rental provides more than just a cozy place to rest your head. Each home is packed with amenities, such as FREE WiFi, furnishing, close proximity to all attractions, shopping, and dining on Chincoteague.

Browse our selection below and start planning the vacation you and your family deserve! You can also browse all of our Chincoteague Rentals here.


Properties Available 107 properties available
The Ocean stirs the heart, inspires imagination, and brings joy to the soul….Welcome to The Good Life on Ocean - the perfect homebase for your family’s Chincoteague Island Adventures! Only 5 minutes from Assateague National Seashore, where our famous Wild Ponies roam free, this adorable home has all the quintessential Chincoteague Charm you love, p
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The Good Life on Ocean
House
$110 - $250 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Please note - All Decked Out has a Strict Occupancy of 8 at ALL times in the home and on the grounds, and this is enforced. 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. When is the last time you can say you had a day like this? Well, now is the t
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All Decked Out
House
$400 - $900 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
‘Off the Record’, we have to tell you - you are in for quite a treat!Ready for a Vacation that will take your breath away?! We’ve got the perfect place for you - welcome to fabulous ‘Off the Record’ in Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom Waterfront Dream Home ha
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Off the Record
House Pet Friendly
$135 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Sunsets are proof that no matter what happens, every day can end beautifully - and there is no better place to take in one of our famous Chincoteague Sunsets than fabulous Waterfront Wonder (formerly Sunset Foals). With gorgeous Newly Refinished, but still Historic, Hardwood Floors, and other upgrades, Waterfront Wonder still oozes the quintessenti
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Waterfront Wonder
House Pet Friendly
$112 - $535 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Were you dazzled by your last Vacation? If not, you clearly weren’t staying at absolutely stunning and Brand New ‘Gallops Point’ in Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom Waterfront Dream Home has something for everyone in the family. Located at the water’s edge o
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Gallops Point
House Pet Friendly
$160 - $625 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Little Red Cottage - “My heart will always be in a Little Cottage by the Sea….”Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe Little Red Cottage, but the words comfy, cozy, and charming come to mind. This quintessential Chincoteague Cottage is just a short stroll from Main Str
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Little Red Cottage
House
$100 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
New Stainless Appliances for 2023!Freedom - it's a State of Mind. The sense of freedom that comes with being on Vacation is like none other. When is the last time you broke away from the day-to-day with those you love? Well, the time is now, and the Vacation Home is magnificent Captain Freeland. This beautiful Canalfront Home is located in prestigi
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Captain Freeland
House
$150 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to Beach Blessing - a beautiful Chincoteague Island Vacation Home ready to make your Vacation Dreams come true! This breathtaking New Home is located on Boothe Street - a quiet and serene location nestled between Main Street and Willow, yet close to everywhere you want to be. You can easily walk or ride your bike to the Carnival Grounds, Re
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Beach Blessing
House
$125 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
History. Charm. Allure. Just a few of the things that make The Inn at Poplar Corner such a special Island Retreat. This incredible 5 Bedroom and 5 Bath Home has quite a story to tell. In its past life, it was a wildly popular Bed and Breakfast. A Local Family owned The Watson House, and was so blessed with Guests they bought two other Cottages in t
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The Inn at Poplar Corner
House
$170 - $600 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 10 guests
Serenity Now -  It's exactly what you need!Welcome to Serenity Now in gorgeous Captain’s Cove - one of the best kept secrets on the Eastern Shore of Virginia! This spectacular Vacation Home will make all your dreams come true with something for everyone in the family. Located directly on the Chincoteague Bay, this home is only 25 short minutes by c
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Serenity Now
House
$250 - $395 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Seaside Serendipity - where happiness comes in waves.... Looking for the perfect beach getaway for your family? You’ve serendipitously stumbled upon THE place to be on Chincoteague Island. This adorable Water View Home has to be in one of the best locations on our beautiful little island. Located adjacent to ever-popular Veteran’s Memori
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Seaside Serendipity
House Pet Friendly
$90 - $475 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Lily Pad has had some BIG updates this year - New Flooring in the Kitchen, New Furnishings, New Washer and Dryer, and the addition of a Dishwasher!Lily Pad on beautiful Chincoteague Island is the perfect place to make your Vacation Dreams come true. This adorable and affordable Vacation Home is located on the ever-popular East Side, tucked on a qui
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Lily Pad
House Pet Friendly
$85 - $295 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 6 guests

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