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 our 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, comfy furnishings, and 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 112 properties available
Traveling - it leaves you speechless, then turns you into a storyteller…..And oh, the stories that newly renovated ‘Lookout on Main’ has in store for you! This one-of-a-kind Dream Home is located on South Main Street, directly facing THE most amazing Chincoteague Sunsets you could imagine. And you want waterfront, you say? It doesn’t get much more
Hot HOT 38
Lookout on Main
House
$187 - $885 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe Painted Pony Cottage, but the word Charming is the first to come to mind. This quintessential Chincoteague Cottage simply oozes it. The perfect blend of Yesteryear and Modern Amenities, there's no better home base for making Chinc
Hot HOT 26
Painted Pony Cottage
House Pet Friendly
$75 - $224 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 6 guests
Life is simple….just add water!The way we live today is crazy - we’re always in a hurry! Work, school, meetings, repeat. It’s so hard to find the time to gather those who mean the most to simply BE together. This is where “Stacked Deck” comes in - this home was made for making family memories together!This spectacular Waterfront Home is Brand New a
Hot HOT 19
Stacked Deck
House
$175 - $600 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
At the Beach, life is different. Time doesn't move hour to hour, but with the flow of the Ocean. We live by the currents, plan by the tides, and follow the sun. When is the last time you can say you had a day like this? Now is the time - grab the kids, the dogs, and the horses - that’s right - Seahorse Shanty is Dog AND Horse Friendly! Up to 2 well
Hot HOT 25
Seahorse Shanty
House Pet Friendly
$150 - $556 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 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 44
Saltwater Pony
House
$125 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
“Time has a wonderful way of showing us what really matters…..” ~ UnknownTime flies, as they say - you blink and the kids are off to college. This is why it’s so important to make time to just BE together now - to break away from the day to day and play together, laugh together, make unbelievable memories that will last a lifetime. Welcome to Cedar
Hot HOT 9
Cedar Haven
House
$90 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Just give me the Sea, and a little Cottage just to be…..One of Chincoteague’s most beloved Vacation Homes, Shackeau East, is now part of our Seaside Vacations’ Family! Resting by the water’s edge in ever-popular Piney Island, this adorable Cottage has quite the following! Piney Island is the closest community to Assateague National Seashore, where
Hot HOT 26
Shackeau East
Cottage
$125 - $325 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Octopus’s Garden - “I’d like to be under the Sea ~ in an Octopus’s Garden in the shade!”When was the last time your Vacation took your breath away? If that is what you’ve been yearning for, clear your schedule - Paradise awaits you in beautiful Captain’s Cove Golf and Yacht Club! Octopus’s Garden is almost brand new, and beyond stunning. Tucked Can
Hot HOT 41
Octopus's Garden
House
$125 - $450 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
So, you'd like to be only minutes from the Beach, close to Shopping and Dining, able to walk to the park that has THE best Sunsets anywhere, and stay in an affordable, yet awesome Vacation Home? You may think that is a tall order for us to fill, but it's not! Welcome to Victoria Cottage on Church Street - This truly delightful 3 Bedroom/ 2.5 Bath V
Hot HOT 20
Victorian Cottage
House
$85 - $265 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Give me the Sea and a little Cottage just to be….The first time we saw ‘Crepe Myrtle Cottage’, we felt an inviting warmth pulling us in. Very difficult to describe, it’s the feeling of true Southern Charm, mixed with the appeal of modern amenities and chic decor. To us, it is the absolutely perfect combination of the quintessential Chincoteague Cot
Hot HOT 13
Crepe Myrtle Cottage
House
$90 - $300 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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 23
Bertie Street Cottage
House
$99 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 5 guests
Ready for a Vacation that will take your breath away?! We’ve got the perfect place for you - welcome to fabulous Pier Pressure in Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom Waterfront Dream Home has something for everyone in the family. Located at the water’s edge dir
Hot HOT 30
Pier Pressure
House
$125 - $325 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

Tell us what you're looking for and someone will contact you with available options.

I agree