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.
95 properties available
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 - $385 / per night
3
bedrooms
2
baths
6
guests
Have you always wanted to Vacation on Chincoteague Island, but couldn't bear the thought of 4 of you in a hotel room? Love the idea of a Vacation Home, but don't want to break the bank? Look no further than Sunrise Serenade at Sea Tag Lodge, formerly "Sea Tag # 24". These fabulous Condos are located directly on the Assateague Channel with some of t
Sunrise Serenade
Condominium
$65 - $200 / per night
1
bedroom
1
bath
4
guests
Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge, and the best Sunsets to be found. Lounge by the Bayfront Pool and watch Herons and Egrets frolic over the water. Try your hand at crabbing or fishing from the Community Dock - or w
Sunset Bay Villa 216
Condominium
$150 - $375 / per night
3
bedrooms
2
baths
6
guests
HUGE UPDATES for 2023 - it's gorgeous!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 ta
Assateague Inn 105-S
Condominium
$45 - $389 / per night
1
bedroom
1
bath
4
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
The Pearl at Grand Bay
Town House
$85 - $300 / per night
2
bedrooms
2
baths
8
guests
‘At the Water’s Edge’ - is there anywhere you’d rather be?! Welcome to this absolutely stunning Brand New Luxury Townhome on Marsh Island - just across the Channel from Chincoteague Island. As you take the exit for Marsh Island from the Causeway, you'll feel like you're pulling onto your own private island. With only a handful of homes here, you'l
At the Waters Edge
Town House
$135 - $425 / per night
3
bedrooms
3
baths
8
guests
Beachgrass Bungalow - High Tides and Good Vibes….The best things in Life are the people we love, the places we’ve been, and the memories we make along the way…..Life is busy - plain and simple. Work, meetings, schedules, lessons - pretty much chaos - all the time! This makes breaking away from the day to day more important than ever. Pack a bag, gr
Beachgrass Bungalow
House
$99 - $285 / per night
2
bedrooms
2
baths
6
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
Sea Breeze
House
$275 - $400 / per night
3
bedrooms
2
baths
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
Barefoot Breeze
House
$150 - $500 / per night
4
bedrooms
3
baths
8
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
$125 - $400 / per night
3
bedrooms
2
baths
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
East Side Breezes
House
$125 - $300 / 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
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