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 43 properties available
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 - $275 / per night
Bedrooms 2 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 - $425 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
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
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
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
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 - $300 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Heron Creek - Relax, Rejuvenate, and Reconnect…..Life is busy - schedules, school, meetings, and games - it’s nonstop. When was the last time you spent time with those who matter most simply playing - relaxing - giggling - making memories sure to last a lifetime?If this is what you’ve been yearning for, just wait til we tell you about fabulous Hero
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Heron Creek
Town House Pet Friendly
$150 - $495 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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
Changes in Latitude, Changes in Attitude….Jimmy Buffet sure does know what he’s talking about, doesn’t he?! 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
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Sunset Bay Villa 309 - Changes in Latitude
Condominium Pet Friendly
$150 - $425 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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! Bring your family dog at NO additional cost!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
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Slack Tide
House Pet Friendly
$135 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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 - $325 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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