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 106 properties available
The welcome mat is out at spectacular Ariel's Grotto -  only minutes from Assateague National Seashore, home of the Famous Wild Ponies! This 3 Bedroom/2.5 Bath Home is simply stunning. Located on a very quiet street mid-island, this awesome Chincoteague Vacation Home is sure to make all of your Vacation Dreams come true!As you enter this Coastal Ca
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Ariels Grotto
House
$90 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to Breezy Corner on our little slice of Heaven, Chincoteague Island. Located at the corner of Willow and Jester, you'll be tucked away in a quiet location in the heart of our Island, yet close to everywhere you want to be. The Attractions of Historic Main Street with so many quaint Shops and Restaurants, Robert Reed Waterfront Park, and the
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Breezy Corner
House
$90 - $285 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
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 - $375 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
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
Hot HOT 27
The Good Life on Ocean
House
$110 - $250 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
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
Hot HOT 30
Beachgrass Bungalow
House Pet Friendly
$99 - $285 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Marsh Madness - Because saltwater is simply good for the soul…..**Marsh Madness now sleeps 12 and is Dog Friendly with a $100 Pet Fee per dog! AND, has a fully enclosed fence in the backyard!Break away from the daily grind at Marsh Madness - leave your troubles at the door, you won't be needing them here! This incredibly unique Waterfront Home trul
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Marsh Madness
House Pet Friendly
$175 - $700 / per night
Bedrooms 5 bedrooms
Bathrooms 2 baths
Guests 11 guests
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
Hot HOT 16
Sandy Bottoms
House
$128 - $425 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Channel View Charmer - Every moment has the potential to be amazing….**Now Dog Friendly!** Channel View Charmer is totally Renovated for 2023 - you're going to love it!Looking for the perfect beach getaway for your family? Channel View Charmer will charm it’s way into your heart forever! This adorable Water View Home has to be in one of the best lo
Hot HOT 27
Channel View Charmer
Cottage Pet Friendly
$90 - $325 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 8 guests
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
Hot HOT 16
Shell of a Time
House
$95 - $250 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
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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Shore to Please
House Pet Friendly
$95 - $350 / per night
Bedrooms 4 bedrooms
Bathrooms 1 bath
Guests 10 guests
Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe Ocean Pearl Cottage, but the words comfy, cozy, and charming come to mind. This quintessential Chincoteague Cottage is just a short stroll from Main Street Restaurants, Shops, and Robert Reed Waterfront Park - home to THE most ama
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Ocean Pearl Cottage
House Pet Friendly
$95 - $250 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 6 guests
Traveling - it leaves you speechless, then turns you into a Storyteller. Welcome to the Chincoteague Island Retreat you've been longing for - tucked away on a quiet lane in the heart of our tiny Island. George's Retreat is in the perfect location, just off of Maddox Boulevard, aka the Beach Road - you can walk or ride your bike to many, Restaurants
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Georges Retreat
House
$75 - $240 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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