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 64 properties available
In the heart of Ocean Pines awaits the family vacation home you have been dreaming of! 36 Rabbit Run Lane is a fabulous and recently updated home on a quiet street that still offers all of the wonderful amenities and serenity that Ocean Pines has to offer. Ocean Pines boasts a plethora of dining and activities for all ages right within the communit
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36 Rabbit Run Lane
House Pet Friendly
$125 - $362 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Life is good - but Island Life is better!Welcome to The Salty Crab in the very heart of Chincoteague Island! This gorgeous Brand New Home is nestled on Church Street, just a short stroll from our famous Farmers Market and Downtown Historic Main Street’s many Shops and Restaurants. Robert Reed Waterfront Park is also only steps away and home of the
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The Salty Crab
House Pet Friendly
$99 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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, the dogs, and the horses - that’s right - Seahorse Shanty is Dog AND Horse Friendly! Up to 2 well
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Seahorse Shanty
House Pet Friendly
$150 - $583 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Surf Crest 101 - Let the waves kiss your feet, and the sand be your seat!Have you been yearning for a little sun and sand? Perhaps a Beach Break that won’t break the bank? If you can make the time, we certainly have the place! Surf Crest 101 is a delightful Newly Remodeled Condo in the very heart of OCMD. With a great Downtown Location, you are clo
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Surf Crest 101
Condominium Pet Friendly
$100 - $650 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Oyster Lane 103 - Let our world be your Oyster!You work hard all year long. When the time is right, you’re looking for just the right place to slow down, and spend some hard earned quality time with the ones who matter most in your life. Well, look no further! We have the place you’ve been dreaming of, and you can even bring the family Dog!! Oyster
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Oyster Lane 103
House Pet Friendly
$189 - $1,124 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 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 - $295 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 6 guests
There's only one thing more precious than our time, and that is who we spend it on. Life is busy - just getting the whole family together can be such a challenge in today's world, but nothing is more important than doing just that. Clear the calendar, grab those you love, and head to Chincoteague Island to make Memories that you'll treasure forever
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Island Haven
Town House Pet Friendly
$109 - $385 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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 - $425 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Black Skimmers are known for their unique grace as they forage in flight - the same can be said for this one-of-a-kind Vacation Home on Chincoteague Island. There's nothing quite like this beautiful Home that combines the Modern Amenities you want and need, with Historic Touches of yesteryear that only a Home born in the 1940's can offer. Located i
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Black Skimmer
House Pet Friendly
$175 - $700 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
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 - $250 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 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
Reach for the Stars on your next Chincoteague Island Vacation…..Welcome to whimsical Starbright Cottage on beautiful Chincoteague Island! This adorable 4 Bedroom home is not only in an amazing mid-Island location, it welcomes your whole family - including your friendly Dog! Starbright Cottage has the allure of a bygone era, combined with the modern
Hot HOT 29
Starbright Cottage
House Pet Friendly
$125 - $400 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 9 guests

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