Chincoteague Pet Friendly Rentals

Family Boxer, Phoebe enjoying a boat ride

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 pet-friendly vacation rentals on Chincoteague Island, including Waterfront Pet Friendly Rentals. No need to "settle" on style or location. We offer a wide range of pet-friendly homes, condos, and townhomes for your trip.

Browse our complete selection below and pack up everyone for a fun and memorable vacation.

Can't find the ideal rental below? Check out all of our Chincoteague Island vacation rentals for more options.


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 51 properties available
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
Hot HOT 15
Pony Paradise
House Pet Friendly
$125 - $428 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Sunsets are proof that no matter what happens, every day can end beautifully - and there is no better place to take in one of our famous Chincoteague Sunsets than fabulous Waterfront Wonder (formerly Sunset Foals). With gorgeous Newly Refinished, but still Historic, Hardwood Floors, and other upgrades, Waterfront Wonder still oozes the quintessenti
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Waterfront Wonder
House Pet Friendly
$125 - $495 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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 Paws and Relax in beautiful Captain’s Cove Golf and Yacht Club!One of the Best Kept Secrets on the Eastern Shore of Virginia, Captain’s C
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Paws and Relax
House Pet Friendly
$150 - $300 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 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 18
Beachgrass Bungalow
House Pet Friendly
$99 - $325 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
The Baywatch Bungalow - If you’re not barefoot, then you’re overdressed…..Close your eyes and feel the salty, sweet bay breeze wash over you. Breathe in the smell of Coppertone - hear the Gulls cry above. This is the very essence of The Baywatch Bungalow in beautiful Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern S
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The Baywatch Bungalow
House Pet Friendly
$125 - $295 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
‘Off the Record’, we have to tell you - you are in for quite a treat!Ready for a Vacation that will take your breath away?! We’ve got the perfect place for you - welcome to fabulous ‘Off the Record’ in Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom Waterfront Dream Home ha
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Off the Record
House Pet Friendly
$135 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Salty air breezes and the sweet serenity of pond-front living await you at The Pearl at Grand Bay. This Newly Remodeled End Unit Townhome has it all - magnificent Water Views, and a stunning interior. Located on the ever-popular East Side, you can have the Chincoteague Vacation you’ve been dreaming of at a very family-friendly price tag - and even
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The Pearl at Grand Bay
Town House Pet Friendly
$99 - $240 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 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 - $800 / per night
Bedrooms 5 bedrooms
Bathrooms 2 baths
Guests 11 guests
Step into Chamallow, a cozy beach retreat as soft and sweet as its name, which is French for marshmallow! Inspired by the comfort of marshmallows and the calm of seaside living, this home invites you to unwind in pure comfort and style. Whether you’re sipping coffee on the porch, enjoying sunsets by the water, or curling up inside after a day of ad
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Chamallow
House Pet Friendly
$199 - $550 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 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 and the dogs, that’s right - Seahorse Shanty is Dog and Horse friendly! Up to 2 well-trained dogs
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Seahorse Shanty
House Pet Friendly
$175 - $474 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Were you dazzled by your last Vacation? If not, you clearly weren’t staying at absolutely stunning and Brand New ‘Gallops Point’ in Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom Waterfront Dream Home has something for everyone in the family. Located at the water’s edge o
Hot HOT 35
Gallops Point
House Pet Friendly
$160 - $515 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Ocean East 1 on the Eastside of Chincoteague Island.  This lovely End-Unit Townhome has it all - a comfortable layout, sweeping Views of the Assateague Channel and Lighthouse, Water Access, and even welcomes your well-trained Family Dog!As you enter Ocean East 1, all eyes will be on your breathtaking Views - you can already feel yourself
Hot HOT 29
Ocean East 1
Town House Pet Friendly
$100 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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