Chincoteague Waterfront Rentals

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.


Properties Available 94 properties available
Oyster Bay Hideaway - 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 Oyster Bay Hideaway on beautiful Chincoteague Isl
Hot HOT 17
Oyster Bay Hideaway
Town House Pet Friendly
$85 - $300 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Welcome to Waterfront Sunsets - Sunsets are proof that no matter what happens, every day can end beautifully…..This adorable Efficiency Condo 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, and the Chincoteague Channel. Perfect for a Romanti
Hot HOT 15
Waterfront Sunsets
Condominium
$60 - $200 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 3 guests
Traveling - it leaves you speechless, then turns you into a storyteller…..And oh, the stories that newly renovated ‘Lookout on Main’ has in store for you! This one-of-a-kind Dream Home is located on South Main Street, directly facing THE most amazing Chincoteague Sunsets you could imagine. And you want waterfront, you say? It doesn’t get much more
Hot HOT 38
Lookout on Main
House
$133 - $885 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 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
Hot HOT 15
Island Sunset
House
$125 - $495 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 31
Coves Point
House
$135 - $385 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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
Hot HOT 16
Sunny Shack
Town House
$145 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
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
Hot HOT 13
Sea Breeze
House
$275 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
If you have ever been to Chincoteague Island, you already know what an incredibly special place it is. Those who visit our island fall madly in love with our little slice of heaven, and return year after year. Imagine finding a Vacation Home worthy of such a Vacation Experience......To the Lighthouse is just that kind of home, and has had some fabu
Hot HOT 20
To the Lighthouse
House
$125 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 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
Hot HOT 17
Assateague Inn 211-S
Condominium
$45 - $363 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 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
Hot HOT 15
Island Haven
Town House Pet Friendly
$109 - $385 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Isn't it time for a new romance.....with Life?! A visit to fabulous Seaside Rendezvous is certainly the place to begin.  This phenomenal End-Unit Townhome is located in a wonderful little community, Silver Sails. One of the most unique and wonderful features of this Neighborhood is that it has a spectacular Community Swimming Pool for you to enjoy
Hot HOT 37
Seaside Rendezvous
Town House
$119 - $395 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
This lovely Home is the perfect Vacation Destination for your next Beach Getaway. Located on Lewis Creek, you'll enjoy stunning Views of Lewis Creek and the Chincoteague Bay - simply magical in every way. Lewis Creek is a Nature Lover's Dream - teeming with life. Watch Herons and Egrets fish for their morning meal from the Screened Porch or your up
Hot HOT 5
Channel View Cottage
House
$200 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 6 guests

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