Chincoteague House Rentals

Chincoteague Island Home Rentals

Take the vacation you and your family deserve! Enjoy the open, less-crowded, and beautiful surroundings of Chincoteague Island, VA. No vacation is complete without the perfect place to stay. Check out the large selection of Chincoteague Home Rentals. Select from waterfront homes, pet-friendly houses, and houses with pool access.

A Chincoteague House Rental provides more than just a cozy place to rest your head. Each home is packed with amenities, such as FREE WiFi, furnishing, close proximity to all attractions, shopping, and dining on Chincoteague.

Browse our selection below and start planning the vacation you and your family deserve! You can also browse all of our Chincoteague Rentals here.


Properties Available 119 properties available
May you always have a shell in your pocket, and sand in your shoes…..Sandy Bottoms - the name alone stirs up fond memories of family vacations from long ago. This wonderful 4 Bedroom Home is brand new to the Seaside Vacations’ Family, and we couldn’t be happier - and it’s ready to make your Vacation Dreams come true!With Classic Coastal Cape good l
Hot HOT 12
Sandy Bottoms
House
$128 - $450 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
"Temenos is a Greek word used to designate a special place - a place of unique beauty - where you can go to separate yourself, to serve as a Retreat, a place for quiet Reflection, a place to recover your sacred center when the world is overwhelming." These words from the thoughtful Owners of this beautiful Home say it all - and encompass what we fe
Hot HOT 22
Island Temenos
House
$98 - $325 / per night
Bedrooms 4 bedrooms
Bathrooms 1 bath
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 40
Coves Point
House
$135 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
In Life, it's not where you go, but who you travel with. Family, Friends - those who mean the very most - are at times the hardest to get together. It's time - clear your calendar, grab those you love, and head to fabulous Chincoteague Island. If you make the time, we've got the place! Welcome to stately Great White - the perfect place to gather, r
Hot HOT 23
Great White
House Pet Friendly
$159 - $450 / per night
Bedrooms 5 bedrooms
Bathrooms 2 baths
Guests 12 guests
Life takes us down many paths, but our favorite ones lead to the Beach. Looking for the perfect Island getaway for your family? Welcome to Bertie Street Cottage - adorable and affordable in the heart of the Island. Located in a peaceful, quiet part of our wonderful Island, you'll enjoy the serenity here after a busy day of exploring Assateague Isla
Hot HOT 129
Bertie Street Cottage
House
$99 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 5 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 14
Calypso
House
$150 - $375 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Sky above, Sand below, Peace within….Life is short - and busy - OH, so busy. When was the last time you grabbed those who matter most and left it all behind, even if just for a few days?! If you’ve been longing for a Beach Break, we’ve got the perfect place for you, right here in the very heart of Chincoteague Island! Welcome to The Virginia Lee -
Hot HOT 48
The Virginia Lee
House Pet Friendly
$99 - $315 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
There’s nothing like the smell of salt in the air, the sound of the trees swaying, and a warm breeze through your hair - and that’s just what you’ll find at The Shore Shanty 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 Chincoteague Bay, just 25 short minut
Hot HOT 53
The Shore Shanty
House Pet Friendly
$125 - $250 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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 20
Island Sunset
House
$130 - $495 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 32
Beachgrass Bungalow
House Pet Friendly
$99 - $285 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Carriage House - Relax, Rejuvenate, and Reconnect……The best things in Life are the people you love, the places you go, and the Memories you make! If you’ve been looking for that special place to make incredible Vacation Memories, you’re going to fall in love with beautiful Carriage House in Oyster Bay II! AND, your family dog (2 max) is welcome wit
Hot HOT 45
Carriage House
House Pet Friendly
$195 - $525 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Welcome to Saltwater Pony - Beach Mode activated!Have you been longing for a Beach Vacation that is truly easy-breezy? Clear your calendar and grab those who matter most, because we’ve got you covered with this gorgeous Custom Home in the very heart of Chincoteague Island! Saltwater Pony is tucked on Ridge Road - close to everywhere you want to be
Hot HOT 19
Saltwater Pony
House
$125 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests

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