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
Ava’s Beach Cottage - Relax, Rejuvenate, and Reconnect…..Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe Ava’s Beach Cottage, but the word Charming is the first to come to mind. This quintessential Chincoteague Cottage simply oozes it. The perfect blend of Yesteryear and Modern
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Ava's Beach Cottage
House Pet Friendly
$125 - $225 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
Sand Dollars wash upon the shore like smiles from the Sea…..The things we treasure most in this life aren’t ‘things’ at all - time with those we love, precious memories made by the seashore - the most valuable treasure to be had. Welcome to Sand Dollar on beautiful Chincoteague Island - the perfect place to relax, rejuvenate, and reconnect with tho
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Sand Dollar
House
$135 - $450 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 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 Painted Pony Cottage, but the word Charming is the first to come to mind. This quintessential Chincoteague Cottage simply oozes it. The perfect blend of Yesteryear and Modern Amenities, there's no better home base for making Chinc
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Painted Pony Cottage
House Pet Friendly
$75 - $224 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 6 guests
Welcome to beautiful Saltwater Cottage, in the heart of Chincoteague Island, Virginia. You've heard stories about our little piece of Paradise - the Wild Ponies running free, Saltwater Cowboys leading the way, the Saltiest, Sweetest Oysters to be found, and hands down THE best Sunsets over the water. Guess what? It's ALL true - isn't it time you di
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Saltwater Cottage
House Pet Friendly
$85 - $275 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Octopus’s Garden - “I’d like to be under the Sea ~ in an Octopus’s Garden in the shade!”When was the last time your Vacation took your breath away? If that is what you’ve been yearning for, clear your schedule - Paradise awaits you in beautiful Captain’s Cove Golf and Yacht Club! Octopus’s Garden is Brand New 2021 Construction, and beyond stunning.
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Octopus's Garden
House
$125 - $450 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Changes in Latitude, Changes in Attitude…..As Jimmy Buffet would say, welcome to One Particular Harbor! And just as his music has a way of relaxing and rejuvenating us, so does this fabulous Vacation Home in the heart of Chincoteague Island. This absolutely adorable Cottage is not only Pet Friendly (see restrictions below), it’s in an awesome locat
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One Particular Harbour
House Pet Friendly
$110 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 10 guests
Casa Playa - Peace, Love, and Sandy Feet……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 Casa Playa is all about - kicking back, tak
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Casa Playa
House
$100 - $275 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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
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The Good Life on Ocean
House
$110 - $250 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 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
Happy Pines has some great updates for 2024 including New Floors throughout and updated Bathrooms!As you turn onto Pine Creek Drive, you will feel the hustle and bustle of the busy world melt away. Happy Pines is located near the end of this quiet street, nestled in a Pine Grove, and surrounded by beautiful trees and Beach Grasses. This lovely 3 Be
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Happy Pines
House
$125 - $335 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
The Robinson Family Beach House is now dog friendly with a $100 Pet Fee!There is no time to be bored in a world as beautiful as this….Welcome to The Robinson Family Beach House on our little slice of Heaven, Chincoteague Island. Located on ever-popular North Main, you'll enjoy the peace and quiet, yet still be close to everywhere you want to be. Th
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The Robinson Family Beach House
House Pet Friendly
$135 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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

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