Rentals


Properties Available 544 properties available
Ahhh, Chincoteague Island—where the salty marsh breeze greets you, and wild ponies roam Assateague as if they’re welcoming you home. One trip here, and it’s love at first sight—it’s the kind of place that sticks with you forever. But let’s face it, life’s a whirlwind, and carving out a whole week to escape isn’t always in the cards. Maybe you’re mo
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Assateague Inn 110-S
Condominium
$62 - $269 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 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
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The Pearl at Grand Bay
Town House Pet Friendly
$99 - $285 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Looking for the Luxury OCMD Vacation of your dreams? Look no further than Seaside Village 4, a hidden Treasure right in West Ocean City! A short stroll from Tanger Outlets, dining, and the Bay, it really doesn’t get much better than this location. This beautiful townhome is a short drive to the Beach, multiple Marinas and local golf courses, and t
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Seaside Village 4
Town House
$175 - $678 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Welcome to Go with the Flow — your laid-back waterfront escape on Marsh Island, just across the channel from Chincoteague Island. Here, days move at the pace of the tide, with salty breezes, glowing sunsets, and front-row seats to island life. Whether you’re sipping coffee on the deck or watching boats drift by, this is a place where you can truly
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Go with the Flow
Town House
$89 - $325 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 4 guests
Assateague Inn 106 is newly renovated with New Flooring, Cabinets, Renovated Bathroom, and Fresh Paint - it's gorgeous!Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the Refuge. Once you visit our beautiful Island, it stays with you forever. But life is so busy - it's hard to get
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Assateague Inn 106-S
Condominium
$45 - $240 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
The Teal on Eel Creek - Beach Days are the Best Days…..Just imagine relaxing on the Deck taking in that salty, sweet bay breeze - listening to the Tree Frogs sing - and watching Herons, Eagles, and Egrets fish for their morning meal in Eel Creek just behind the house…..This is living the shore life at The Teal on Eel (formerly Oyster Bay Hideaway)
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The Teal on Eel Creek
Town House
$125 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
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
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Beachgrass Bungalow
House Pet Friendly
$99 - $325 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Calm Tide – Waterfront Serenity on Chincoteague Island!Welcome to Calm Tide, a peaceful waterfront escape on beautiful Chincoteague Island. Tucked on South Main Street, this charming townhome offers the perfect blend of privacy and scenery, with only one neighboring home and a shared pier that invites you to slow down and soak it all in.Wake to bre
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Calm Tide
Town House
$165 - $425 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Harbor Breeze 58 is everything a small family looking to get away could ask for and all at a family friendly price tag! This lovely 2nd floor walk up Condo features 1 Bedroom and 2 Full Baths, sleeping only 4 adults and 2 children comfortably. Even better, Harbor Breeze 58 allows you to avoid the weekend traffic by offering mini week stays! While c
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Harbor Breeze 58
Condominium
$89 - $607 / per night
Bedrooms 1 bedroom
Bathrooms 2 baths
Guests 6 guests
Welcome to Reel Nauti at Ocean Village! A fabulous 2nd floor condo tucked in a quiet community in West Ocean City, close to OCMD, Assateague, and everywhere you want to be. The community of Ocean Village is centered around a large pond with a gazebo and relaxing fountain, and the community offers Pickleball, Basketball, Tennis, a kids Playground, a
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Reel Nauti at Ocean Village
Condominium Pet Friendly
$149 - $349 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Every Seashell has a story…..And isn’t that what this life is about? Our stories - our Memories - precious times spent with those who matter most. Welcome to The Shell Hunter in the very heart of Chincoteague Island. This adorable Cottage is THE place to make memories, build dreams, and find treasures. Tucked on a super quiet side street, this beau
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The Shell Hunter
House
$125 - $400 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Breezy Corner on our little slice of Heaven, Chincoteague Island. Located at the corner of Willow and Jester, you'll be tucked away in a quiet location in the heart of our Island, yet close to everywhere you want to be. The Attractions of Historic Main Street with so many quaint Shops and Restaurants, Robert Reed Waterfront Park, and the
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Breezy Corner
House
$90 - $285 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 7 guests

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