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 69 properties available
Beachgrass Bungalow - High Tides and Good Vibes….The best things in Life are the people we love, the places we’ve been, and the memories we make along the way…..Life is busy - plain and simple. Work, meetings, schedules, lessons - pretty much chaos - all the time! This makes breaking away from the day to day more important than ever. Pack a bag, gr
Hot HOT 38
Beachgrass Bungalow
House Pet Friendly
$99 - $325 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Looking for a different kind of Beach Vacation? Dad likes to golf, Mom and the kids want the beach, and you don't want to leave Fido behind? How do you please everyone, you ask? We’ve got the answer right here at Paws and Relax in beautiful Captain’s Cove Golf and Yacht Club!One of the Best Kept Secrets on the Eastern Shore of Virginia, Captain’s C
Hot HOT 52
Paws and Relax
House Pet Friendly
$150 - $300 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to Oasis on Main — a charming retreat nestled in the heart of Chincoteague Island. This beautifully updated home sits right on Historic Main Street, offering the perfect blend of island convenience and peaceful seclusion. Step out front to explore the shops, galleries, and restaurants, just a short stroll away, or slip out back to your own
Hot HOT 21
Oasis on Main
House Pet Friendly
$115 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
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 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
Channel View Charmer - Every moment has the potential to be amazing….**Now Dog Friendly!** Channel View Charmer is totally Renovated for 2023 - you're going to love it!Looking for the perfect beach getaway for your family? Channel View Charmer will charm it’s way into your heart forever! This adorable Water View Home has to be in one of the best lo
Hot HOT 13
Channel View Charmer
House Pet Friendly
$90 - $325 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 8 guests
‘Off the Record’, we have to tell you - you are in for quite a treat!Ready for a Vacation that will take your breath away?! We’ve got the perfect place for you - welcome to fabulous ‘Off the Record’ in Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom Waterfront Dream Home ha
Hot HOT 35
Off the Record
House Pet Friendly
$135 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Heron Creek - Relax, Rejuvenate, and Reconnect…..Life is busy - schedules, school, meetings, and games - it’s nonstop. When was the last time you spent time with those who matter most simply playing - relaxing - giggling - making memories sure to last a lifetime?If this is what you’ve been yearning for, just wait til we tell you about fabulous Hero
Hot HOT 27
Heron Creek
Town House Pet Friendly
$150 - $495 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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 55
Oyster Bay Oasis
House Pet Friendly
$101 - $425 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 6 guests
Were you dazzled by your last Vacation? If not, you clearly weren’t staying at absolutely stunning and Brand New ‘Gallops Point’ in Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom Waterfront Dream Home has something for everyone in the family. Located at the water’s edge o
Hot HOT 28
Gallops Point
House Pet Friendly
$160 - $514 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
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,
Hot HOT 43
Seaside Bliss
House Pet Friendly
$400 - $1,482 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 15 guests
“To travel in the company of those we love is Home in motion.” ~ UnknownWhen was the last time you stepped away from the day to day to just BE together - to laugh, to play, to explore? With no appointments, no baseball practices, and no zoom calls, there’s nothing but time together, and nothing but incredible memories to be made, right here on Chin
Hot HOT 27
Bayside Haven
House Pet Friendly
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 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
Hot HOT 50
Tranquil Tides Retreat
Town House Pet Friendly
$125 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 4 guests

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