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 53 properties available
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
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
Carriage House - Relax, Rejuvenate, and Reconnect……The best things in Life are the people you love, the places you go, and the Memories you make! If you’ve been looking for that special place to make incredible Vacation Memories, you’re going to fall in love with beautiful Carriage House in Oyster Bay II! AND, your family dog (2 max) is welcome wit
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Carriage House
House Pet Friendly
$195 - $500 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 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
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
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
Travel - the only thing you pay for that makes you richer. But, you don't have to break the bank to have the Vacation of your Dreams on Chincoteague Island - welcome to fabulous Island Retreat! This adorable Duplex sleeps 7 in comfort and style, has amazing Water Views, AND welcomes your family's dog!Island Retreat is in the perfect location, just
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Island Retreat
Town House Pet Friendly
$70 - $250 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 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
$125 - $525 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
In Life, it's not where you go, but who you travel with. Family, Friends - those who mean the very most - are at times the hardest to get together. It's time - clear your calendar, grab those you love, and head to fabulous Chincoteague Island. If you make the time, we've got the place! Welcome to stately Great White - the perfect place to gather, r
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Great White
House Pet Friendly
$145 - $500 / per night
Bedrooms 5 bedrooms
Bathrooms 2 baths
Guests 12 guests
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
Are you all about ponies in paradise? If so, you will love comfy and cozy ‘Pony Paradise’ in the very heart of Chincoteague Island! Formerly ever-popular ‘Sunshine and Daydreams’, this Seaside Vacations’ fan-favorite is under New Ownership, and y’all are going to LOVE what they’ve done with the place! This adorable 3 Bedroom/2 Full Bath Cottage is
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Pony Paradise
House Pet Friendly
$105 - $500 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 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

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