Chincoteague Waterfront Rentals

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.




Properties Available 94 properties available
"We cannot control the wind, but we can direct the sail" - Life is busy. It gets more and more difficult to find that cherished time with family and friends. This is the sole purpose of Smooth Sailing on Chincoteague Island. It is a retreat. A destination. A place to rejuvenate and reconnect with those who matter the most. This wonderful Home was c
Hot HOT 24
Smooth Sailing
House
$135 - $475 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Memories are timeless treasures of the heart….When was the last time you took a Vacation that truly touched your heart and took your breath away? They aren’t easy to find, but when you do, you never forget the special moments and the memories that were made. Belle Vue is THIS kind of Vacation - an Experience that you will never forget, not just a p
Hot HOT 25
Belle Vue
House
$250 - $600 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 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
Hot HOT 21
At the Waters Edge
Town House
$135 - $425 / per night
Bedrooms 3 bedrooms
Bathrooms 3 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 15
Assateague Inn 205-S
Condominium
$45 - $309 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Calypso - Dance to the Song of the Sea.....You know that feeling you get while relaxing on the beach and listening to steel drums play while the Sea Breeze blows through your hair? Enjoy this feeling every day at fabulous Calypso in Captain's Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 4 B
Hot HOT 64
Calypso
House
$150 - $375 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Life’s at ease with a bay breeze…..Do you yearn to be so close to the water that you can take in that salty, sweet sea breeze while you sleep? Imagine fishing and crabbing only steps from your house - or having your Boat docked just behind the house - all the joys of living at the Water’s Edge.Welcome to Water’s Edge in the heart of Chincoteague Is
Hot HOT 19
Water's Edge
Town House
$100 - $350 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Island Days and Sunny Rays…..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, Marsh, 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 fi
Hot HOT 20
Sunset Bay Villa 306 - Our Pleasure
Condominium Pet Friendly
$125 - $450 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 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
Hot HOT 21
Assateague Inn 107-A
Condominium
$65 - $300 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Shell Shack - High Tides and Good Vibes….When was the last time you took a Vacation that truly took your breath away?! If you have been looking for a true Vacation Experience - not just a place to lay your head at night - boy, do we have a wonderful surprise for you - welcome to Shell Shack!This incredible home is Brand New to our Seaside Family, a
Hot HOT 41
Shell Shack
House
$195 - $700 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Ahhh, Chincoteague Island—where the salty marsh breeze greets you, and wild ponies roam Assateague as if they’re welcoming you home. One trip here, and it’s love at first sight—it’s the kind of place that sticks with you forever. But let’s face it, life’s a whirlwind, and carving out a whole week to escape isn’t always in the cards. Maybe you’re mo
Hot HOT 8
Assateague Inn 110-S
Condominium
$62 - $310 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Looking for the perfect beach break close to everywhere you want to be? The Assateague Inn is a long time favorite of Chincoteague Island Lovers, and sits less than 5 minutes from the Beach! Assateague National Seashore is one of the most visited beaches in America - after a visit, you will understand why! Home of our famous Wild Ponies, our pristi
Assateague Inn 103-S
Condominium
$45 - $300 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
“The Ocean stirs the heart, inspires the imagination, and brings eternal Joy to the Soul.” ~ R. WylandWhen was the last time you experienced the pure Joy of time spent with those who matter most - away from all the distractions of our daily lives? Work, school, chores, homework - the hamster wheel seems to never stop spinning. It’s more important n
Hot HOT 21
A Shore Joy
House
$200 - $700 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests

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