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 66 properties available
Just a short stroll from the Boardwalk is Parrot Bay Townhouse 30, 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
Hot HOT 51
Parrot Bay Townhouse 30
Condominium Pet Friendly
$195 - $1,055 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
You work hard all year long. Now is the time 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 about! 116 Pine Forest Drive is an absolutely stunning, newly constructed 5 Bedroom, 4 Bath home tucked back in Ocean Pines South community, wit
Hot HOT 27
116 Pine Forest Drive
House Pet Friendly
$175 - $842 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Wind Rose has some great updates for 2024 including a New Outdoor Shower and Arcade1Up Pac-Man Legacy Machine with 12 different games! Now Dog Friendly with a $100 Pet Fee each!Wanderlust - "a strong desire or urge to wander or travel and explore the world." Have YOU experienced the beauty and wonder of Chincoteague Island yet? Beautiful Wind Rose
Hot HOT 51
Wind Rose
House Pet Friendly
$100 - $275 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 7 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 12
Shore to Please
House Pet Friendly
$95 - $350 / per night
Bedrooms 4 bedrooms
Bathrooms 1 bath
Guests 10 guests
You work hard all year long, right?!. 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! Bayside Blue is an absolutely charming 3 Bedroom/2 Bath Bayfront Home tucked back i
Hot HOT 22
Bayside Blue
House Pet Friendly
$175 - $973 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Welcome to Seaside Serendipity - where happiness comes in waves.... Looking for the perfect beach getaway for your family? You’ve serendipitously stumbled upon THE place to be on Chincoteague Island. This adorable Water View Home has to be in one of the best locations on our beautiful little island. Located adjacent to ever-popular Veteran’s Memori
Hot HOT 9
Seaside Serendipity
House Pet Friendly
$90 - $475 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
We travel not to escape Life, but for Life not to escape us…..When was the last time you slowed down - took time to watch the birds dance over the water, or just listen to the breeze rustle the trees? Life is crazy - we know! We’re rushing to work, the kids are rushing to school - and the family pup just wants to tag along for all of it. What you n
Hot HOT 16
The Mane Escape
House Pet Friendly
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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 25
Starbright Cottage
House Pet Friendly
$125 - $400 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 9 guests
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 about! 700 Gulf Stream is an absolutely beautiful 3 Bedroom/2 Bath home tucked back in Ocean City
Hot HOT 32
700 Gulf Stream
House Pet Friendly
$168 - $525 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
GREAT UPDATES for 2024 ~ New Flooring, New Furnishings, and Updated Decor ~ New Pics coming soon!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
Hot HOT 38
Coastal Retreat
House Pet Friendly
$109 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Looking for the Luxury OCMD Vacation of your dreams? Look no further than The Hingham House in the private community of The Townes of Inner Links in the heart of Ocean Pines! Ocean Pines boasts a plethora of dining and activities for all ages right within the community! There are indoor and outdoor pools, playgrounds, a library, restaurants, golf
Hot HOT 35
The Hingham House
House Pet Friendly
$175 - $600 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 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
Hot HOT 62
Oyster Lane 103
House Pet Friendly
$189 - $1,101 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests

Tell us what you're looking for and someone will contact you with available options.

I agree