Pet Friendly Rentals

Pet Friendly Vacation Rentals

Seaside Vacation Rentals provides families with a wide selection of Chincoteague rentals, some even that are Pet Friendly! Now you don't have to leave anyone behind on your next vacation; bring your family dog with you. The entire family can enjoy the Chincoteague shoreline, several pet friendly establishments, and a well-deserved vacation.

Each Chincoteague Island Vacation rental provides your family with quality amenities, spacious rooms, and prime location to all of Chincoteague's attractions, dining, and shopping, Choose from 2-4 bedroom rentals...all pet friendly.

Browse below and start planning your next Chincoteague vacation today!


Properties Available 66 properties available
You work hard all year long. Now is the time to slow down, and spend some hard earned, quality time with the ones who matter most in your life. Well, look no further, we have the place you’ve been dreaming about! 116 Pine Forest Drive is an absolutely stunning, newly constructed 5 Bedroom, 4 Bath home tucked back in Ocean Pines South community, wit
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116 Pine Forest Drive
House Pet Friendly
$175 - $840 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
We travel not to escape Life, but for Life not to escape us…..When was the last time you slowed down - took time to watch the birds dance over the water, or just listen to the breeze rustle the trees? Life is crazy - we know! We’re rushing to work, the kids are rushing to school - and the family pup just wants to tag along for all of it. What you n
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The Mane Escape
House Pet Friendly
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
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
Sugar Shores - Your next Vacation can be both Salty and Sweet!When was the last time you had a Vacation that took your breath away? It’s the perfect combination of the right Destination, the right Vacation Home, and the perfect Location. Sugar Shores on beautiful Chincoteague Island is all of that and more, and only a few minutes from Assateague Na
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Sugar Shores
House Pet Friendly
$125 - $300 / 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
Life takes you down many paths, but our favorite ones always lead to the Beach….There’s nothing like the smell of salt in the air and a warm breeze through your hair - the complete feeling of freedom that engulfs you the moment you know your Vacation is about to begin. And that’s what you’ll find at Dockside Dreams in fabulous Captain’s Cove Golf a
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Dockside Dreams
House Pet Friendly
$115 - $425 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Slack Tide rents Sunday to Sunday during the Peak Season. Huge Updates for 2024 - New Flooring, Fresh Paint, New Couples Shower, and lots of New Furnishings and Fresh Decor!Slack Tide - by its very definition is a time when the water is completely unstressed. This is a short period of time, kind of like your vacation, but such an important time.  W
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Slack Tide
House Pet Friendly
$135 - $425 / per night
Bedrooms 3 bedrooms
Bathrooms 2 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
Good Vibes happen on the Tides…..Welcome to High Tide Hideaway - Brand New Construction in July 2023! Tucked in the very heart of our Little Island by the Sea on Church Street, you’re close to everywhere you want to be. Downtown Main Street Shops and Restaurants are just a short stroll away, as is our famous Farmers Market! You’ll love wandering do
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High Tide Hideaway
House Pet Friendly
$150 - $395 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
GREAT UPDATES for 2024 ~ New Flooring, New Furnishings, and Updated Decor ~ New Pics coming soon!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
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Coastal Retreat
House Pet Friendly
$109 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Oyster Bay Hideaway - Beach Days are the Best Days…..Just imagine relaxing on the Deck taking in that salty, sweet bay breeze - listening to the Tree Frogs sing - and watching Herons, Eagles, and Egrets fish for their morning meal in Eel Creek just behind the house…..This is living the shore life at Oyster Bay Hideaway on beautiful Chincoteague Isl
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Oyster Bay Hideaway
Town House Pet Friendly
$85 - $300 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Looking for a different kind of Beach Vacation? Dad likes to Golf, Mom and the kids want the Beach, and you don't want to leave Fido behind? How do you please everyone, you ask? We’ve got the answer right here at Salty Paws in beautiful Captain’s Cove Golf and Yacht Club!One of the Best Kept Secrets on the Eastern Shore of Virginia, Captain’s Cove
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Salty Paws
House Pet Friendly
$125 - $275 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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