Chincoteague Waterfront Rentals
Select from our many waterfront vacation rentals on Chincoteague Island and in Captains Cove. Enjoy boating, fishing, crabbing, clamming, or just relaxing by the water. The amenities that are included in your vacation rental will make your vacation not only the best vacation ever, but the most memorable one as well.
Browse through our Waterfront House Rentals, Waterfront Condo Rentals, Captain's Cove Golf & Yacht Club, or search all of our Chincoteague vacation rental here.
94 properties available
Sea Breeze - Life’s at ease with an Ocean Breeze…..Close your eyes and imagine breathing in that salty, sweet air - the sound of the Gulls, the Watermen harvesting Oysters - you’re beginning to relax, and you’re not even here yet! This is a feeling deep in your soul - this is Sea Breeze…..Located on Marsh Island, you'll have amazing Views of both B
Sea Breeze
House
$275 - $400 / per night
3
bedrooms
2
baths
6
guests
Ocean air, salty hair, not a care, take me there……Life is so busy - our days are filled with one commitment after another. Isn’t it time for a Beach Break - time to reconnect and rejuvenate with those who matter most? If you can make the time, we have the perfect Vacation Destination for you at Vineyard Cove on Chincoteague Island….Vineyard Cove si
Vineyard Cove
House
$175 - $475 / per night
3
bedrooms
2
baths
8
guests
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 away for a whole week every year, isn't it? Or maybe you're one who prefers to take many shorter trips over the course
Assateague Inn 211-S
Condominium
$45 - $405 / per night
1
bedroom
1
bath
4
guests
We are big believers that every Home has a story.......a story rich in happiness and sadness, struggles and successes - that creates its very essence. The C-Ray Cottage has a story you will love.......This adorable Bayfront Waterman's Cottage exudes that quintessential Chincoteague Charm. The C-Ray Cottage is the former working office of C. Ray Jes
The C-Ray Cottage
House
$150 - $275 / per night
2
bedrooms
1
bath
4
guests
Island days, Island ways, surf, sun, and happy days…..We believe that finding the “perfect” Vacation Home is so much more than merely finding a place to lay your head at night. We are all about “Experiences” ~ and a stay at Nunzs Cove is just that ~ a blissful Experience that will be treasured by your family for years to come.As you pull down the
Nunzs Cove
House
$175 - $425 / per night
4
bedrooms
2
baths
7
guests
Island Sunset - “Every Sunset brings the promise of a new dawn.” ~ Ralph Waldo EmersonAnd we cannot think of a better place to begin this new dawn than at Newly Renovated ‘Island Sunset’ on beautiful Chincoteague Island. This one-of-a-kind home not only sits on South Main Street - home of THE most spectacular Sunsets - it features a Private Pier an
Island Sunset
House
$125 - $495 / per night
3
bedrooms
2
baths
8
guests
Lighthouse Overlook - Every day should be a Beach Day…..Life is busy - too busy at times, it seems. When was the last time you grabbed those who matter most and just broke away from the daily grind? We’ve had quite a bit of “togetherness” this year, but isn’t it time for “experiences” together once again?! This is what Lighthouse Overlook was made
Lighthouse Overlook
House
$125 - $335 / per night
3
bedrooms
2
baths
6
guests
Live for the moments you can’t put into words…..When was the last time you took a Vacation that truly took your breath away? A Vacation Home shouldn’t be just a place to lay your head at night - it’s the heart of your Vacation - a place to relax, rewind, and reconnect with those who matter most. A place to make memories, savor moments, and just “be
Coastal Retreat
House
$109 - $450 / per night
3
bedrooms
2
baths
8
guests
Wonderview 208 ~ Take the Journey to enjoy the View…..Life gets busy - work, kids, appointments, pets - it never seems to stop. This makes it more important than ever to take time to stop and smell the roses - or more appropriately, the salty, sweet sea breeze. If you can make the time, we most definitely have the place….Welcome to fabulous Wonderv
Wonderview 208
Condominium
$100 - $375 / per night
2
bedrooms
2
baths
4
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
Waterfront Wonder
House
$112 - $535 / per night
3
bedrooms
2
baths
8
guests
Sunny Shack - The Best Days are Beach Days..…..Welcome to Sunny Shack on wild and wonderful Chincoteague Island! This stunning Waterfront Dream Home is brand new to the Seaside Vacations’ Family, but has been a fan-favorite Vacation Rental for years!Ahhhh, South Main Street - if you aren’t familiar, South Main is home to some of THE most amazing Su
Sunny Shack
Town House
$145 - $450 / per night
3
bedrooms
2
baths
10
guests
Just give me the Sea, and a little Cottage just to be…..One of Chincoteague’s most beloved Vacation Homes, Shackeau East, is now part of our Seaside Vacations’ Family! Resting by the water’s edge in ever-popular Piney Island, this adorable Cottage has quite the following! Piney Island is the closest community to Assateague National Seashore, where
Shackeau East
Cottage
$105 - $325 / per night
1
bedroom
1
bath
4
guests
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