Chincoteague Waterfront House Rentals

Wake up to the sun rising over the water with your own Chincoteague Waterfront Home Rental. Take a seat and soak in the water-views. Enjoy the comforts and peaceful surroundings of Chincoteague Island. Our Waterfront Rentals are located throughout Chincoteague Island, so no matter which home you select you will be close to the water and all attractions this island has to offer. We even offer Pet Friendly Waterfront Vacation Rentals so you can bring your furry family members with you. Everyone can enjoy Chincoteague Island.

Browse the selection below or check out all our Chincoteague Rentals here!


Properties Available 50 properties available
Life takes you down many paths, but our favorite ones always lead to the Beach….There’s nothing like the smell of salt in the air and a warm breeze through your hair - the complete feeling of freedom that engulfs you the moment you know your Vacation is about to begin. And that’s what you’ll find at Bay Breeze in fabulous Captain’s Cove Golf and Ya
Hot HOT 8
Bay Breeze
House Pet Friendly
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
Hot HOT 22
Stoney Point
House
$600 - $900 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Coastal Crab in Captain’s Cove - Just another day in Paradise…..There’s nothing like the smell of salt in the air and a warm breeze through your hair - and that’s just what you’ll find at beautiful Coastal Crab in Captain’s Cove Golf and Yacht Club. One of the best kept secrets on the Eastern Shore of Virginia, Captain’s Cove sits directly on the C
Hot HOT 9
Coastal Crab
House
$150 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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
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Nunzs Cove
House
$175 - $425 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 7 guests
Bayview - Time wasted at the Beach is Time well spent......Looking for the perfect Eastern Shore Vacation Destination? Look no further than stunning Bayview in Captain's Cove Golf and Yacht Club - one of the best kept secrets on the Eastern Shore of Virginia. This gorgeous 4 Bedroom/2.5 Bath Waterfront Dream Home has something for everyone in the f
Hot HOT 13
Bayview
House Pet Friendly
$160 - $575 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 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
Hot HOT 14
The C-Ray Cottage
House
$150 - $295 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 4 guests
Serenity Now - It's exactly what you need!Welcome to Serenity Now in gorgeous Captain’s Cove - one of the best kept secrets on the Eastern Shore of Virginia! This spectacular Vacation Home will make all your dreams come true with something for everyone in the family. Located directly on the Chincoteague Bay, this home is only 25 short minutes by c
Hot HOT 5
Serenity Now
House
$250 - $395 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Life is simple….just add water!The way we live today is crazy - we’re always in a hurry! Work, school, meetings, repeat. It’s so hard to find the time to gather those who mean the most to simply BE together. This is where “Dock Holiday” comes in - this home was made for making family memories together. This spectacular Waterfront Home is Brand New
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Dock Holiday
House
$175 - $475 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Seas the Moment - Happiness comes in waves….Life moves fast, and is oh, so busy. When was the last time you grabbed those who matter most and made time to just BE together? No meetings - no sports practice - no homework - just time to play, talk, and make amazing memories that will last a lifetime….We invite you to “Seas the Moment” right here on C
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Seas the Moment
House
$325 - $800 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Have you ever asked yourself what the purpose of life is? Here at Seaside, we believe it’s all about spending time with those that matter most, and making memories you’ll cherish forever. And if you can make the time, we’ve got the most amazing home to tell you about…..Welcome to The Porpoise of Life in the very heart of Chincoteague Island. This
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The Porpoise of Life
House
$150 - $550 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Life’s at ease with an Ocean Breeze……You know that feeling you get when you step onto the Beach for the first time each Summer? That first deep breath - the saltiness of the Sea, the scent of Coppertone, the sound of the Gulls - this is life at Barefoot Breeze on Chincoteague Island. It’s not just a Vacation Rental, it’s a Destination, an Experienc
Hot HOT 23
Barefoot Breeze
House
$150 - $550 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 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 6
Sea Breeze
House
$275 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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