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!
68 properties available
Nothing soothes the soul like a day by the water…..If you love living at the water’s edge, we have the perfect Vacation Destination for you - with 360 degree gorgeous Water Views! Welcome to Anchors Away in Captain’s Cove Golf and Yacht Club! One of the Best Kept Secrets on the Eastern Shore of Virginia, Captain’s Cove is only 25 short minutes by c
z-3333 Blackbeard Rd
House
$72 - $634 / per night
3
bedrooms
3
baths
6
guests
Slack Tide rents Sunday to Sunday during the Peak Season. Huge Updates for 2024 - New Flooring, Fresh Paint, New Couples Shower, and lots of New Furnishings and Fresh Decor! Bring your family dog at NO additional cost!Slack Tide - by its very definition is a time when the water is completely unstressed. This is a short period of time, kind of like
Slack Tide
House
$135 - $425 / per night
3
bedrooms
2
baths
8
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
$150 - $800 / per night
3
bedrooms
2
baths
10
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
Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - a Water Lover’s 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
Sunset Bay Villa 310 - Nauti Girl
Condominium
$150 - $475 / per night
3
bedrooms
2
baths
6
guests
Changes in Latitude, Changes in Attitude….Jimmy Buffet sure does know what he’s talking about, doesn’t he?! 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
Sunset Bay Villa 309 - Changes in Latitude
Condominium
$150 - $495 / per night
3
bedrooms
2
baths
8
guests
Tucked back in the quiet North Ocean City neighborhood of Caine Woods is a simply decadent home we call Twin Tree. This much loved 4 Bedroom, 3 Bath home with a Loft and Garage is exactly the perfect space for the family, or families, looking to experience Ocean City, the Beach and all our great town has to offer, while still being able to settle i
Twin Tree
House
$200 - $1,100 / per night
4
bedrooms
3
baths
16
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 Salty Paws in beautiful Captain’s Cove Golf and Yacht Club!One of the Best Kept Secrets on the Eastern Shore of Virginia, Captain’s Cove
Salty Paws
House
$125 - $275 / per night
3
bedrooms
2
baths
6
guests
Good Vibes happen on the Tides…..Welcome to High Tide Hideaway - Brand New Construction in July 2023! Tucked in the very heart of our Little Island by the Sea on Church Street, you’re close to everywhere you want to be. Downtown Main Street Shops and Restaurants are just a short stroll away, as is our famous Farmers Market! You’ll love wandering do
High Tide Hideaway
House
$150 - $395 / per night
3
bedrooms
2
baths
10
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
Salty air breezes and the sweet serenity of pond-front living await you at The Pearl at Grand Bay. This Newly Remodeled End Unit Townhome has it all - magnificent Water Views, and a stunning interior. Located on the ever-popular East Side, you can have the Chincoteague Vacation you’ve been dreaming of at a very family-friendly price tag - and even
The Pearl at Grand Bay
Town House
$99 - $300 / per night
2
bedrooms
2
baths
8
guests
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