Chincoteague Waterfront Rentals

Ahhh, there’s nothing like being directly on the water, right?! 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.
Browse through our Waterfront House Rentals, Waterfront Condo Rentals, Captain's Cove Golf & Yacht Club, or search all of our Chincoteague vacation rentals here.
97 properties available
Stop for a moment and imagine your dream vacation - what would it be like? A spectacular Custom Home perched on the Assateague Channel with breathtaking Views? Or maybe a Dream Home in which everyone has a Master Bedroom with Waterfront Balcony and Private Master Bath? How about a warm and inviting Great Room where you can gather with those who mat
Stoney Point
House
$600 - $900 / per night
4
bedrooms
4
baths
8
guests
Welcome to Ocean East 1 on the Eastside of Chincoteague Island. This lovely End-Unit Townhome has it all - a comfortable layout, sweeping Views of the Assateague Channel and Lighthouse, Water Access, and even welcomes your well-trained Family Dog!As you enter Ocean East 1, all eyes will be on your breathtaking Views - you can already feel yourself
Ocean East 1
Town House
$90 - $350 / 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 - $395 / per night
3
bedrooms
2
baths
10
guests
Welcome to The Pearl at Marsh Island - leave your troubles at the door, you won't be needing them here! This super charming and newly renovated 1 Bedroom/1 Bath Condo is on the 1st Floor, and will make you feel a million miles away from the real world. Located on Marsh Island, you'll have amazing Views of both Black Narrows Channel, the Causeway, a
The Pearl at Marsh Island
Condominium
$60 - $200 / per night
1
bedroom
1
bath
4
guests
Welcome to Assateague Inn 107 in the heart of Chincoteague Island at the The Assteague Inn. The Inn is a long time favorite of Beach Lovers, and sits less than 5 minutes from Assateague National Seashore, where our Wild Ponies roam free!What makes Assateague Inn 107 different from the other Suites at this beloved building? It’s the ONLY Suite that
Assateague Inn 107-A
Condominium
$65 - $300 / per night
1
bedroom
1
bath
4
guests
“Live in the Sunshine, swim in the sea, drink the wild air.” ~ Ralph Waldo EmersonWhen was the last time you had a Vacation that truly took your breath away? Life is so busy - work, school, non-stop commitments, or so it seems. If you’ve been yearning for a getaway that will relax, refresh, and rejuvenate you, clear the calendar, because we have th
Lighthouse Pointe
Town House
$220 - $400 / per night
3
bedrooms
2
baths
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
Off the Record
House
$135 - $375 / per night
3
bedrooms
2
baths
6
guests
Octopus’s Garden - “I’d like to be under the Sea ~ in an Octopus’s Garden in the shade!”When was the last time your Vacation took your breath away? If that is what you’ve been yearning for, clear your schedule - Paradise awaits you in beautiful Captain’s Cove Golf and Yacht Club! Octopus’s Garden is almost brand new, and beyond stunning. Tucked Can
Octopus's Garden
House
$125 - $450 / per night
4
bedrooms
3
baths
8
guests
Cove’s Point - Of all the paths you take in life, make sure a few of them are sandy…….When was the last time you had a vacation that took your breath away? If this is what you’ve been craving, Cove’s Point is the place for you. Located in gorgeous Captain’s Cove Golf and Yacht Club - one of the best kept secrets on the Eastern Shore of Virginia, yo
Coves Point
House
$135 - $450 / 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
Collect Memories, not things…..Life is busy - crazy busy! Work, school, meetings, sports - and repeat. Precious moments together that used to be easy to find, are hard to come by these days. This is why we must MAKE them happen! So, clear the calendar and grab those who matter most - we’ve got the Vacation of a lifetime for you right here on Chinco
Teal Cottage
House
$150 - $500 / per night
3
bedrooms
3
baths
10
guests
Welcome to Ducks, Docks, and Flip Flops - what more could you want, right? This recently renovated and beyond adorable Waterfront Townhome is located on Marsh Island, directly across the Channel from Chincoteague Island. Offering amazing Channel Views and a Community Dock, it is the perfect Vacation Destination for a couples getaway or small family
Ducks, Docks, and Flip Flops
Town House
$89 - $325 / per night
2
bedrooms
1
bath
4
guests
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