Chincoteague House Rentals

Chincoteague Island Home Rentals

Enjoy the open, less-crowded, and beautiful natural surroundings of Chincoteague Island, VA. No vacation is complete without the perfect place to stay. Check out our large selection of Chincoteague Island Home Rentals. Select from waterfront homes, pet-friendly houses, and houses with pool access. Each home is packed with amenities, such as free WiFi, comfy furnishings, and close proximity to all attractions, shopping, and dining on Chincoteague Island.

Browse our selection below and start planning the vacation you and your family deserve! You can also browse all of our Chincoteague Island vacation rentals for more options.


Properties Available 141 properties available
The welcome mat is out at spectacular Ariel's Grotto -  only minutes from Assateague National Seashore, home of the Famous Wild Ponies! This 3 Bedroom/2.5 Bath Home is simply stunning. Located on a very quiet street mid-island, this awesome Chincoteague Vacation Home is sure to make all of your Vacation Dreams come true!As you enter this Coastal Ca
Hot HOT 14
Ariels Grotto
House
$115 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Are you all about ponies in paradise? If so, you will love comfy and cozy ‘Pony Paradise’ in the very heart of Chincoteague Island! Formerly ever-popular ‘Sunshine and Daydreams’, this Seaside Vacations’ fan-favorite is under New Ownership, and y’all are going to LOVE what they’ve done with the place! This adorable 3 Bedroom/2 Full Bath Cottage is
Hot HOT 22
Pony Paradise
House Pet Friendly
$125 - $460 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Casa Del Canal - Captivating. Canalfront. Calling your name.....Looking for the perfect Eastern Shore Vacation Destination? Look no further than Casa Del Canal in gorgeous Captain's Cove - one of the best kept secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom/2 Bath Waterfront Home has something for everyone in the family. Located C
Hot HOT 23
Casa Del Canal
House
$140 - $250 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Bishop House - a wonderful family home rich in the history and traditions of our wonderful Little Island by the Sea! Tucked on a spacious corner lot on Church Street, Bishop House truly is close to everywhere you want to be, yet still feels a million miles away from the real world. From this home base, you’re only a few steps away from o
Hot HOT 18
Bishop House
House
$150 - $375 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 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 27
Saltwater Pony
House
$125 - $415 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
The very definition of ‘Amistad’ is friendship - and that suits this beautiful home so well, as you’ll feel like you’re visiting a long, lost friend on our Little Island by the Sea. You’ll love making unforgettable family memories in this charming historic home that has graced Chincoteague Island with its presence since the early 1900’s. With the q
Hot HOT 15
Amistad
House Pet Friendly
$150 - $375 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 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 29
Island Sunset
House
$125 - $495 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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
Hot HOT 43
Seas the Moment
House
$325 - $800 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
New Screened Porch, Expanded Sunroom, New Front Deck, and Electric Vehicle Charger! "Les Bon Temps" loosely translates to "Let the good times roll" - can you think of a better phrase to kick off your Chincoteague Island Vacation this year? Tucked away on the East Side, this quintessential Chincoteague Cottage is beyond charming.  Located only steps
Hot HOT 10
Les Bon Temps
House
$55 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Deja Blue - there is no color quite like this…..You know that feeling when you see the Ocean and all your worries just wash away? That’s the feeling you get as soon as you walk through the French Doors at Deja Blue on Chincoteague Island. This adorable Cottage oozes that quintessential Chincoteague Charm you love, plus has the Modern Amenities you
Hot HOT 14
Deja Blue
House
$90 - $225 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 4 guests
Happy Pines has some great updates including New Floors throughout and updated Bathrooms!As you turn onto Pine Creek Drive, you will feel the hustle and bustle of the busy world melt away. Happy Pines is located near the end of this quiet street, nestled in a Pine Grove, and surrounded by beautiful trees and Beach Grasses. This lovely 3 Bedroom, 2
Hot HOT 11
Happy Pines
House
$150 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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
Hot HOT 48
Nunzs Cove
House
$175 - $425 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 7 guests

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