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 51 properties available
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
Hot HOT 17
Saltwater Cottage
House Pet Friendly
$85 - $275 / 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
Hot HOT 27
Sunset Bay Villa 209
Condominium Pet Friendly
$125 - $525 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Beach More, Worry Less…..If you’re looking for a Vacation that is ‘Shore to Please’, we’ve got you covered! This New Addition to our Seaside Family has it all - that quintessential Chincoteague Charm you love, the Modern Amenities you want and need, and a fabulous Mid-Island Location - close to everywhere you want to be!Shore to Please is tucked on
Hot HOT 37
Shore to Please
House Pet Friendly
$134 - $350 / per night
Bedrooms 5 bedrooms
Bathrooms 1 bath
Guests 10 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
Hot HOT 119
The Salty Crab
House Pet Friendly
$99 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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
Hot HOT 34
The Blue Crab
House Pet Friendly
$125 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 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
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
Hot HOT 23
K and S Paradise
House Pet Friendly
$106 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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
Hot HOT 24
Ava's Beach Cottage
House Pet Friendly
$125 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
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
Hot HOT 34
Carriage House
House Pet Friendly
$195 - $575 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 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, with NO ADDITIONAL FEE! Starbright Cottage has the allure of a bygone era,
Hot HOT 26
Starbright Cottage
House Pet Friendly
$125 - $390 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 9 guests
Memories made together last a lifetime…..Welcome to Oyster Bay Oasis in ever-popular Oyster Bay I on Chincoteague Island - the perfect home base for your family’s next adventure! Only 5 minutes from Assateague National Seashore, where our Wild Ponies roam free, this adorable home has all the quintessential Chincoteague Charm you love, plus the mod
Hot HOT 45
Oyster Bay Oasis
House Pet Friendly
$102 - $425 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 6 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
Hot HOT 22
Pony Paradise
House Pet Friendly
$125 - $460 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests

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