Chincoteague Pet Friendly Rentals

Chincoteague Pet Friendly Rentals

Pictured is our beloved rescue Boxer, Phoebe

Your Best Friend deserves a vacation, too!

Here at Seaside Vacations, we understand that your pets are part of the family and where one goes, everyone goes. That's why we have provided a variety of Chincoteague Pet Friendly Vacation Rentals, including Waterfront Pet Friendly Rentals for your convenience, because it's not a vacation without your pup. No need to sacrifice style or location. With a wide range of Pet Friendly Homes varying in size and amenities, you are sure to find the perfect Chincoteague vacation rental that suits the needs of the WHOLE family!


IMPORTANT NOTE: Families that bring dogs are required to follow Seaside Vacations pet policies and pay non-refundable Pet Fee for each dog as applicable with their reservations. If you have more than one dog, please check with us for approval. Please note that pets are never allowed into Assateague National Seashore and the Wildlife Refuge - not even in your car.


Properties Available 56 properties available
Reach for the Stars on your next Chincoteague Island Vacation…..Welcome to whimsical Starbright Cottage on beautiful Chincoteague Island! This adorable 4 Bedroom home is not only in an amazing mid-Island location, it welcomes your whole family - including your friendly Dog! Starbright Cottage has the allure of a bygone era, combined with the modern
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Starbright Cottage
House Pet Friendly
$125 - $400 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 9 guests
The very definition of ‘Amistad’ is friendship - and that suits this beautiful home so well, as you’ll feel like you’re visiting a long, lost friend on our Little Island by the Sea. You’ll love making unforgettable family memories in this charming historic home that has graced Chincoteague Island with its presence since the early 1900’s. With the q
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Amistad
House Pet Friendly
$150 - $375 / per night
Bedrooms 4 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
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Beachgrass Bungalow
House Pet Friendly
$99 - $285 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Wind Rose has some great updates for 2024 including a New Outdoor Shower and Arcade1Up Pac-Man Legacy Machine with 12 different games! Now Dog Friendly with a $100 Pet Fee each!Wanderlust - "a strong desire or urge to wander or travel and explore the world." Have YOU experienced the beauty and wonder of Chincoteague Island yet? Beautiful Wind Rose
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Wind Rose
House Pet Friendly
$100 - $275 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 7 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
Welcome to The Pearl at Marsh Island - leave your troubles at the door, you won't be needing them here! This super charming and newly renovated 1 Bedroom/1 Bath Condo is on the 1st Floor, and will make you feel a million miles away from the real world. Located on Marsh Island, you'll have amazing Views of both Black Narrows Channel, the Causeway, a
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The Pearl at Marsh Island
Condominium Pet Friendly
$60 - $200 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge, and the best Sunsets to be found. Lounge by the Bayfront Pool and watch Herons and Egrets frolic over the water. Try your hand at crabbing or fishing from the Community Dock - or w
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Sunset Bay Villa 209
Condominium Pet Friendly
$141 - $525 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Island Days and Sunny Rays…..Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous Condos sit directly on the Bay with stunning Views of the Bay, Marsh, Drawbridge, and the best Sunsets to be found. Lounge by the Bayfront Pool and watch Herons and Egrets frolic over the water. Try your hand at crabbing or fi
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Sunset Bay Villa 306 - Our Pleasure
Condominium Pet Friendly
$126 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
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 Pines
Town House Pet Friendly
$145 - $325 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Big Updates in 2021! New Queen Bed, New Twin Bunks, Daybeds in Sunroom, New Flooring, New Detached Screen Room, and more! Welcome to Safe Harbor on magical Chincoteague Island - the perfect place to relax, rewind, and reconnect. This adorable Dog-Friendly Cottage simply oozes that quintessential Chincoteague Charm you love so much, while giving you
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Safe Harbor
Cottage Pet Friendly
$76 - $200 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
At the Beach, life is different. Time doesn't move hour to hour, but with the flow of the Ocean. 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? Now is the time - grab the kids, the dogs, and the horses - that’s right - Seahorse Shanty is Dog AND Horse Friendly! There is a n
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Seahorse Shanty
House Pet Friendly
$150 - $605 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Relax, Rejuvenate, and Reconnect…..Welcome to Brand New ‘Shellfish Time’ on the beautiful Eastern Shore of Virginia! If you have been looking for a “different” kind of Vacation - a totally new Experience, yet not too far from Home, boy, do we have the place for you! Get ready for an awesome Adventure at this fabulous Brand New Home - the Beach, Wi
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Shellfish Time
House Pet Friendly
$125 - $300 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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