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
Sugar Shores - Your next Vacation can be both Salty and Sweet!When was the last time you had a Vacation that took your breath away? It’s the perfect combination of the right Destination, the right Vacation Home, and the perfect Location. Sugar Shores on beautiful Chincoteague Island is all of that and more, and only a few minutes from Assateague Na
Hot HOT 19
Sugar Shores
House Pet Friendly
$125 - $300 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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 38
Wind Rose
House Pet Friendly
$100 - $275 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 7 guests
Big Updates in 2021! New Queen Bed, New Twin Bunks, Daybeds in Sunroom, New Flooring, New Detached Screen Room, and more! Welcome to Safe Harbor on magical Chincoteague Island - the perfect place to relax, rewind, and reconnect. This adorable Dog-Friendly Cottage simply oozes that quintessential Chincoteague Charm you love so much, while giving you
Hot HOT 15
Safe Harbor
Cottage Pet Friendly
$75 - $200 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
Sunsets are proof that no matter what happens, every day can end beautifully - and there is no better place to take in one of our famous Chincoteague Sunsets than fabulous Waterfront Wonder (formerly Sunset Foals). With gorgeous Newly Refinished, but still Historic, Hardwood Floors, and other upgrades, Waterfront Wonder still oozes the quintessenti
Hot HOT 17
Waterfront Wonder
House Pet Friendly
$112 - $535 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Changes in Latitude, Changes in Attitude…..As Jimmy Buffet would say, welcome to One Particular Harbor! And just as his music has a way of relaxing and rejuvenating us, so does this fabulous Vacation Home in the heart of Chincoteague Island. This absolutely adorable Cottage is not only Pet Friendly (see restrictions below), it’s in an awesome locat
Hot HOT 20
One Particular Harbour
House Pet Friendly
$110 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 10 guests
Just a short stroll from the Boardwalk is Parrot Bay Townhouse 27, 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 76
Parrot Bay Townhouse 27
Town House Pet Friendly
$150 - $1,000 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
The Robinson Family Beach House is now dog friendly with a $100 Pet Fee!There is no time to be bored in a world as beautiful as this….Welcome to The Robinson Family Beach House on our little slice of Heaven, Chincoteague Island. Located on ever-popular North Main, you'll enjoy the peace and quiet, yet still be close to everywhere you want to be. Th
Hot HOT 12
The Robinson Family Beach House
House Pet Friendly
$135 - $350 / 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 17
The Mane Escape
House Pet Friendly
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
**Teague Time has a Brand New Fenced Yard for your Furbaby!**The best things in Life are the people we love, the places we've been, and the Memories we've made along the way. Welcome to Teague Time on beautiful Chincoteague Island - the perfect place to relax, rejuvenate, and reconnect with those who matter most. This beyond-adorable Vacation Cotta
Hot HOT 14
Teague Time
House Pet Friendly
$85 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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 Ocean Pearl Cottage, but the words comfy, cozy, and charming come to mind. This quintessential Chincoteague Cottage is just a short stroll from Main Street Restaurants, Shops, and Robert Reed Waterfront Park - home to THE most ama
Hot HOT 22
Ocean Pearl Cottage
House Pet Friendly
$95 - $250 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 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
Hot HOT 17
High Tide Hideaway
House Pet Friendly
$150 - $395 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 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
Hot HOT 19
Sunset Bay Villa 110 - Hawk's Nest
Condominium Pet Friendly
$150 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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