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 53 properties available
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
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Gallops Point
House Pet Friendly
$160 - $625 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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
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
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!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 truly has it all, including a waterfront Pier shared
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Marsh Madness
House Pet Friendly
$175 - $700 / per night
Bedrooms 5 bedrooms
Bathrooms 2 baths
Guests 11 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
Slack Tide rents Sunday to Sunday during the Peak Season. HUGE Updates for 2022, including New Flooring, Fresh Paint, and an ALL New Kitchen with the addition of a Dishwasher!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. 
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Slack Tide
House Pet Friendly
$135 - $475 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
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, and reconnect with those who matter most. A place to make memories, savor moments, and just “be
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Coastal Retreat
House Pet Friendly
$109 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Yearning to take a break from the real world - even for just a little while? Seabattical is THE perfect Vacation Destination. This adorable Cottage is quintessentially Chincoteague in every way. Tucked away on a quiet lane, yet close to everywhere you want to be, this lovely Home is absolutely perfect for a Romantic Getaway, a few friends traveling
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Seabattical
House Pet Friendly
$65 - $195 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Channel View Charmer - Every moment has the potential to be amazing….**Now Dog Friendly!** Channel View Charmer is totally Renovated for 2023 - you're going to love it!Looking for the perfect beach getaway for your family? Channel View Charmer will charm it’s way into your heart forever! This adorable Water View Home has to be in one of the best lo
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Channel View Charmer
Cottage Pet Friendly
$90 - $325 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 8 guests
Just a short stroll from the Boardwalk is Parrot Bay Townhouse 28, a charming 3 Bedroom/2.5 Bath Beach Home comfortably sleeping up to 10. Upon entering, it will instantly bring back memories of Ocean City days long ago. You will love the bright, Beachy Decor and layout of the 1st floor Living Room, Dining Area, and Kitchen - make the most of qual
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Parrot Bay Townhouse 28
Town House Pet Friendly
$155 - $600 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Located on Ocean Block 78th Street, Captain’s Bridge 8 is indeed a breath of fresh air - or salty, sweet Sea air, we should say! With Beach Access just a short stroll away and lovely Ocean Views from the Balcony, this awesome 3 Bedroom Townhome sleeps 9 without anyone ever feeling crowded, and you can bring the family Dog!You’ll enter this beautifu
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Captains Bridge 8
Town House Pet Friendly
$150 - $739 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
**Teague Time has a Brand New Fenced Yard for your Furbaby!**The best things in Life are the people we love, the places we've been, and the Memories we've made along the way. Welcome to Teague Time on beautiful Chincoteague Island - the perfect place to relax, rejuvenate, and reconnect with those who matter most. This beyond-adorable Vacation Cotta
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Teague Time
House Pet Friendly
$85 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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