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 52 properties available
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
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
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
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Ocean East 1
Town House Pet Friendly
$90 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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
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 is welcome with no add
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Carriage House
House Pet Friendly
$195 - $575 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
If you’ve been longing for a totally different vacation experience, we cannot wait to introduce you to The Pearl at Wallops, tucked on 4.5 acres in beautiful Wallops Island, less than 15 minutes from Chincoteague Island and Assateague National Seashore, where our famous wild ponies roam free! What makes The Pearl at Wallops so special, you ask?This
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The Pearl at Wallops
House Pet Friendly
$150 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Sunset Bay 110 - Relax, Rejuvenate, Reconnect....Sunset Bay 110 is now DOG FRIENDLY with no additional pet fee! Must be pre-approved and max of 2.Welcome to Sunset Bay 110 - Hawk’s Nest - at fabulous Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge, a
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Sunset Bay Villa 110 - Hawk's Nest
Condominium Pet Friendly
$150 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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
High Tides and Good Vibes…..Welcome to Tranquil Tides Retreat - a newly renovated and beyond adorable Waterfront Townhome located on Marsh Island, directly across the Channel from Chincoteague Island. Perfect for a small family or a couples getaway, you can take that beach break you’ve been longing for - without breaking the bank! And, Tranquil Tid
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Tranquil Tides Retreat
Town House Pet Friendly
$125 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 4 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
$75 - $195 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Welcome to Oasis on Main — a charming retreat nestled in the heart of Chincoteague Island. This beautifully updated home sits right on Historic Main Street, offering the perfect blend of island convenience and peaceful seclusion. Step out front to explore the shops, galleries, and restaurants, just a short stroll away, or slip out back to your own
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Oasis on Main
House Pet Friendly
$115 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 10 guests

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