Pet Friendly 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!
67 properties available
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
Ava's Beach Cottage
House
$125 - $250 / per night
2
bedrooms
1
bath
6
guests
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
Parrot Bay Townhouse 30
Condominium
$150 - $805 / per night
3
bedrooms
2
baths
10
guests
The very definition of ‘Amistad’ is friendship - and that suits this beautiful home so well, as you’ll feel like you’re visiting a long, lost friend on our Little Island by the Sea. You’ll love making unforgettable family memories in this charming historic home that has graced Chincoteague Island with its presence since the early 1900’s. With the q
Amistad
House
$150 - $375 / per night
4
bedrooms
2
baths
10
guests
Lily Pad has had some BIG updates including New Flooring in the Kitchen, New Furnishings, New Washer and Dryer, and 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 ever-popular East Side, tucked on a quiet
Lily Pad
House
$85 - $295 / per night
3
bedrooms
1
bath
6
guests
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
36 Rabbit Run Lane
House
$125 - $362 / per night
3
bedrooms
2
baths
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
Island Haven
Town House
$109 - $385 / per night
3
bedrooms
2
baths
8
guests
Trees listen to the Breeze; and then rustle its voice so beautifully….Looking for a getaway that makes you feel a million miles from the real world? Just imagine kicking back under the shade of tall Pine Trees - swaying in the breeze, while you listen to the Tree Frogs sing - pure bliss. Whispering Pines is not just a place to lay your head at nigh
Whispering Pines
Town House
$145 - $325 / per night
3
bedrooms
2
baths
9
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
Surf Crest 101
Condominium
$100 - $650 / per night
1
bedroom
1
bath
4
guests
Looking for the perfect Home Base for your next Chincoteague Island Adventure? Look no further than fabulous Eastwinds 18, located in the very heart of Chincoteague Island. This lovely Townhome is convenient to everywhere you want to be on our beautiful Island, yet a quiet and peaceful Retreat at the day's end. And, there's no need to leave Fido ou
Eastwinds 18
Town House
$70 - $225 / per night
2
bedrooms
2
baths
6
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
Black Skimmer
House
$175 - $700 / per night
4
bedrooms
3
baths
10
guests
Wind Rose has some great updates 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 is the p
Wind Rose
House
$100 - $275 / per night
3
bedrooms
1
bath
7
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
The Mane Escape
House
$125 - $400 / per night
3
bedrooms
2
baths
8
guests
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