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 70 properties available
Life takes you down many paths, but our favorite ones always lead to the Beach….There’s nothing like the smell of salt in the air and a warm breeze through your hair - the complete feeling of freedom that engulfs you the moment you know your Vacation is about to begin. And that’s what you’ll find at Bay Breeze in fabulous Captain’s Cove Golf and Ya
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Bay Breeze
House Pet Friendly
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
The best things in life are the people we love, the places we’ve been, and the memories we’ve made together….Feel like you’re going a million miles an hour every single day? We get it - life is so busy that it’s hard sometimes to just find time to BE together. But it’s so important to gather those who matter most and make it happen, and we’ve got
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The Blue Crab
House Pet Friendly
$125 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
When was the last time that you had a Vacation that took your breath away? Clear the calendar, grab those that matter most, and head to Seaside Bliss in West Ocean City to make Memories that will without a doubt last a lifetime. Seaside Bliss is the perfect place to relax, rejuvenate, and reconnect with your special loved ones - the Sun, the Sea,
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Seaside Bliss
House Pet Friendly
$400 - $1,482 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 15 guests
Have you been yearning for a little sun and sand? Perhaps a getaway that won’t break the bank? If you can make the time, we certainly have the place! Yawl Drive 404 is a delightfully renovated single family home in the quiet neighborhood of Montego Bay. Montego Bay offers 2 pools, a kiddie pool, mini golf, and tennis courts. With a great location,
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Yawl Drive 404
House Pet Friendly
$125 - $420 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Slack Tide rents Sunday to Sunday during the Peak Season. Huge Updates including a new Screened In Room on the Deck, 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
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Slack Tide
House Pet Friendly
$135 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
There’s only one thing more precious than our time, and that is who we spend it on. Even in today’s world, it isn’t always easy to find true quality time with those who matter most. There are Zoom meetings and virtual lessons - the days are still demanding, and perhaps even more stressful than ever. Making that special time for nothing more than ‘t
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The Salty Scottie
House Pet Friendly
$175 - $625 / per night
Bedrooms 5 bedrooms
Bathrooms 2 baths
Guests 10 guests
Lily Pad has had some BIG updates including a Fenced In Back Yard for your furbabies, New Flooring in the Kitchen, New Furnishings, New Washer and Dryer, the addition of a Dishwasher!Lily Pad on beautiful Chincoteague Island is the perfect place to make your Vacation Dreams come true. This adorable and affordable Vacation Home is located on the eve
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Lily Pad
House Pet Friendly
$85 - $268 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
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 - $524 / per night
Bedrooms 3 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
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 Alexander Mini Mansion 203C in family-friendly Ocean City, Maryland - THE perfect Escape for your next OCMD Vacation. This fabulous 3 Bedroom/3.5 Bath Luxury Townhome is sure to take your breath away. Sleeping only 8 adults and 1 child, it is located on the Bayside on St. Louis Ave.in downtown OC, you're just a short stroll from our famo
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Alexander Mini Mansion 203C
Town House Pet Friendly
$175 - $1,038 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Life’s a Beach - If you’re not barefoot, you’re overdressed….When was the last time your Vacation made you happier than a Seagull with a french fry? If you’ve been searching for just the right place - or just the right Experience, we should say - boy, do we have the place for you! K and S Paradise is nestled right in the heart of Chincoteague Islan
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K and S Paradise
House Pet Friendly
$100 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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