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
Looking for the Modern Amenities you need, but still want the Character and Charm of a true Chincoteague Island Historic Home? Look no further than lovely Waterfront Angel's View - a heavenly home located on Main Street directly across from the Chincoteague Bay that offers you amenities, charm, water access and more! And new for 2021, Angel's View
Hot HOT 12
Angels View
House
$90 - $285 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 21
Assateague Inn 110-S
Condominium
$45 - $382 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 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 26
Waterfront Sunsets
Condominium
$60 - $200 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 3 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
Hot HOT 22
The Porpoise of Life
House
$150 - $550 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 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 79
Seaside Rendezvous
Town House
$119 - $395 / per night
Bedrooms 3 bedrooms
Bathrooms 2 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 14
Assateague Inn 208-S
Condominium
$45 - $363 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
GREAT UPDATES for 2024 ~ New Flooring, New Furnishings, and Updated Decor ~ New Pics coming soon!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
Hot HOT 35
Coastal Retreat
House Pet Friendly
$109 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
**Captain's Rest is now Flex-Stay ALL year long!**We travel not to escape Life, but so that Life doesn't escape us. It's so hard to find time to break away from the daily grind and spend time with those who matter most - but, we all know there's nothing more important. Make time to make Memories, because we've got the place for you! Welcome to Capt
Hot HOT 18
Captains Rest
Town House
$99 - $575 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
“Life is a journey that is not measured in miles or years, but in Experiences.” ~ Jimmy BuffettClose your eyes and feel the salty, sweet bay breeze wash over you. Breathe in the smell of Coppertone - hear the Gulls cry above. This is the very essence of Lammers Largo in beautiful Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on
Hot HOT 13
Lammers Largo
House
$195 - $550 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Nothing soothes the soul like a day by the water…..If you love living at the water’s edge, we have the perfect Vacation Destination for you - with 360 degree gorgeous Water Views! Welcome to Anchors Away in Captain’s Cove Golf and Yacht Club! One of the Best Kept Secrets on the Eastern Shore of Virginia, Captain’s Cove is only 25 short minutes by c
Hot HOT 26
Anchors Away
House Pet Friendly
$44 - $800 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 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
Hot HOT 26
The Pearl at Grand Bay
Town House Pet Friendly
$85 - $300 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Sky above, Sand below, Peace within…..Here at Seaside, 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 ‘East Side Breezes’ is just that ~ a blissful Experience that will be treasured by your family for years to come. This specta
Hot HOT 13
East Side Breezes
House
$125 - $300 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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