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!
66 properties available
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,
Seaside Bliss
House
$400 - $1,583 / per night
4
bedrooms
4
baths
15
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
700 Gulf Stream
House
$168 - $525 / per night
3
bedrooms
2
baths
9
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 (2 max) is welcome wit
Carriage House
House
$195 - $500 / per night
4
bedrooms
3
baths
12
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
K and S Paradise
House
$100 - $375 / per night
3
bedrooms
2
baths
6
guests
Just a short stroll from the Boardwalk is Parrot Bay Townhouse 28, 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 28
Town House
$222 - $600 / per night
3
bedrooms
2
baths
10
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 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, and the Chincoteague Chann
The Pearl at Marsh Island
Condominium
$60 - $200 / per night
1
bedroom
1
bath
4
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! There is a n
Seahorse Shanty
House
$150 - $755 / per night
3
bedrooms
2
baths
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
Seaside Serendipity
House
$90 - $475 / per night
3
bedrooms
2
baths
8
guests
Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe Painted Pony 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 Amenities, there's no better home base for making Chinc
Painted Pony Cottage
House
$75 - $224 / per night
3
bedrooms
1
bath
6
guests
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 Dockside Dreams in fabulous Captain’s Cove Golf a
Dockside Dreams
House
$115 - $425 / per night
3
bedrooms
2
baths
6
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
Marsh Madness
House
$175 - $700 / per night
5
bedrooms
2
baths
11
guests
Sunset Bay 110 - Relax, Rejuvenate, Reconnect....Sunset Bay 110 is now DOG FRIENDLY with a $100 Pet Fee *PER PET*! Must be pre-approved and max of 2.Welcome to Sunset Bay 110 - Hawk’s Nest - at fabulous Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge
Sunset Bay Villa 110 - Hawk's Nest
Condominium
$150 - $375 / per night
3
bedrooms
2
baths
8
guests
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