Chincoteague House Rentals

Chincoteague Island Home Rentals

Enjoy the open, less-crowded, and beautiful natural surroundings of Chincoteague Island, VA. No vacation is complete without the perfect place to stay. Check out our large selection of Chincoteague Island Home Rentals. Select from waterfront homes, pet-friendly houses, and houses with pool access. Each home is packed with amenities, such as free WiFi, comfy furnishings, and close proximity to all attractions, shopping, and dining on Chincoteague Island.

Browse our selection below and start planning the vacation you and your family deserve! You can also browse all of our Chincoteague Island vacation rentals for more options.


Properties Available 140 properties available
Were you dazzled by your last Vacation? If not, you clearly were not staying at breathtaking Paradise View in Richardson’s Landing! Tucked on a quiet cul-de-sac directly on the water’s edge, Paradise View isn’t simply a place to lay your head at night, it’s a true Vacation Experience - and one you will treasure forever!As you pull down the lane, Pa
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Paradise View
House
$375 - $700 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Lighthouse Overlook - Every day should be a Beach Day…..Life is busy - too busy at times, it seems. When was the last time you grabbed those who matter most and just broke away from the daily grind? We’ve had quite a bit of “togetherness” this year, but isn’t it time for “experiences” together once again?! This is what Lighthouse Overlook was made
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Lighthouse Overlook
House
$150 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
So, you'd like to be only minutes from the Beach, close to Shopping and Dining, able to walk to the park that has THE best Sunsets anywhere, and stay in an affordable, yet awesome Vacation Home? You may think that is a tall order for us to fill, but it's not! Welcome to Victoria Cottage on Church Street - This truly delightful 3 Bedroom/ 2.5 Bath V
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Victorian Cottage
House
$119 - $308 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
“Not all who wander are lost…..”Welcome to Lily Pad 2 in the very heart of Chincoteague Island! If you’ve been looking for the perfect place to “get lost”, yet still be close to everywhere you want to be, this is the place for you! Brand New Lily Pad 2 sits tucked down a quiet Lane, and is the sister-house to Lily Pad on Wayne Road, sitting almost
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Lily Pad 2
House Pet Friendly
$99 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Life’s a Beach - If you’re not barefoot, you’re overdressed….When was the last time your Vacation made you happier than a Seagull with a french fry? If you’ve been searching for just the right place - or just the right Experience, we should say - boy, do we have the place for you! K and S Paradise is nestled right in the heart of Chincoteague Islan
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K and S Paradise
House Pet Friendly
$106 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
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Your Song
House
$160 - $541 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
If you have ever been to Chincoteague Island, you already know what an incredibly special place it is. Those who visit our island fall madly in love with our little slice of heaven, and return year after year. Imagine finding a Vacation Home worthy of such a Vacation Experience......To the Lighthouse is just that kind of home, and has had some fabu
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To the Lighthouse
House
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
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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Calypso
House
$150 - $345 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
New Flooring, New Furnishings, and Updated Decor!Live for the moments you can’t put into words…..When was the last time you took a Vacation that truly took your breath away? A Vacation Home shouldn’t be just a place to lay your head at night - it’s the heart of your Vacation - a place to relax, rewind, and reconnect with those who matter most. A pl
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Coastal Retreat
House Pet Friendly
$141 - $650 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Have you ever asked yourself what the purpose of life is? Here at Seaside, we believe it’s all about spending time with those that matter most, and making memories you’ll cherish forever. And if you can make the time, we’ve got the most amazing home to tell you about…..Welcome to The Porpoise of Life in the very heart of Chincoteague Island. This
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The Porpoise of Life
House
$154 - $550 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Give me the Sea and a little Cottage just to be….The first time we saw ‘Crepe Myrtle Cottage’, we felt an inviting warmth pulling us in. Very difficult to describe, it’s the feeling of true Southern Charm, mixed with the appeal of modern amenities and chic decor. To us, it is the absolutely perfect combination of the quintessential Chincoteague Cot
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Crepe Myrtle Cottage
House
$135 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to Chris' Cottage 3!Tucked away in a peaceful setting just a short stroll from the Sea Shell Motel and the beach, Chris’ Cottages offer the perfect blend of comfort, convenience, and classic Eastern Shore charm. This property features three identical cottage-style units, thoughtfully updated and designed for a relaxing coastal getaway. All
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Chris' Cottage 3
Cottage
$125 - $226 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests

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