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 106 properties available
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
Hot HOT 10
East Side Breezes
House
$125 - $300 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
History. Charm. Allure. Just a few of the things that make The Inn at Poplar Corner such a special Island Retreat. This incredible 5 Bedroom and 5 Bath Home has quite a story to tell. In its past life, it was a wildly popular Bed and Breakfast. A Local Family owned The Watson House, and was so blessed with Guests they bought two other Cottages in t
Hot HOT 12
The Inn at Poplar Corner
House
$170 - $600 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 10 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
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Pony Paradise
House Pet Friendly
$105 - $500 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
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, grab those who matter most, and get ready to make s
Hot HOT 12
Kindred Tides
House
$125 - $400 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Relax, Rejuvenate, and Reconnect…..Welcome to Brand New ‘Shellfish Time’ on the beautiful Eastern Shore of Virginia! If you have been looking for a “different” kind of Vacation - a totally new Experience, yet not too far from Home, boy, do we have the place for you! Get ready for an awesome Adventure at this fabulous Brand New Home - the Beach, Wi
Hot HOT 19
Shellfish Time
House Pet Friendly
$125 - $300 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
The Ocean stirs the heart, inspires imagination, and brings joy to the soul….Welcome to The Good Life on Ocean - the perfect homebase for your family’s Chincoteague Island Adventures! Only 5 minutes from Assateague National Seashore, where our famous Wild Ponies roam free, this adorable home has all the quintessential Chincoteague Charm you love, p
Hot HOT 5
The Good Life on Ocean
House
$110 - $250 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 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 112
Nunzs Cove
House
$175 - $425 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 7 guests
Nothing soothes the soul like a day by the water…..If you love living at the water’s edge, we have the perfect Vacation Destination for you - with 360 degree gorgeous Water Views! Welcome to Anchors Away in Captain’s Cove Golf and Yacht Club! One of the Best Kept Secrets on the Eastern Shore of Virginia, Captain’s Cove is only 25 short minutes by c
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Anchors Away
House Pet Friendly
$150 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
This lovely Home is the perfect Vacation Destination for your next Beach Getaway. Located on Lewis Creek, you'll enjoy stunning Views of Lewis Creek and the Chincoteague Bay - simply magical in every way. Lewis Creek is a Nature Lover's Dream - teeming with life. Watch Herons and Egrets fish for their morning meal from the Screened Porch or your up
Waterfront! Waterfront!
Waterfront!
Channel View Cottage
House
$110 - $425 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 6 guests
“Life is a journey that is not measured in miles or years, but in Experiences.” ~ Jimmy BuffettClose your eyes and feel the salty, sweet bay breeze wash over you. Breathe in the smell of Coppertone - hear the Gulls cry above. This is the very essence of Lammers Largo in beautiful Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on
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Lammers Largo
House
$195 - $550 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Reach for the Stars on your next Chincoteague Island Vacation…..Welcome to whimsical Starbright Cottage on beautiful Chincoteague Island! This adorable 4 Bedroom home is not only in an amazing mid-Island location, it welcomes your whole family - including your friendly Dog! Starbright Cottage has the allure of a bygone era, combined with the modern
Hot HOT 31
Starbright Cottage
House Pet Friendly
$125 - $400 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 9 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 18
Shackeau East
Cottage
$105 - $300 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests

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