Available Chincoteague Rentals for 2024

Chincoteague Island Rentals for 2024

Planning your 2024 Beach Vacation? What better place to bring the family together for some quality time than Chincoteague?! With over 170 properties in the area, you're sure to find the perfect place to call home for your visit! Use our search filters above to help narrow your results, or Contact Us if you'd like some help finding the perfect Chincoteague Rentals for 2024!

Booking early is an essential step in planning your perfect getaway. Having a wide range of options, ensuring you're able to secure your Pony Swim or Seafood Festival dates, and that peace of mind knowing you won't have to plan last minute are just a few reasons you'll want to get your 2024 reservation booked early. Avoid the chaos of booking last minute, and spend more time creating a memorable itinerary for your family.


Properties Available 182 properties available
Freedom - it's a State of Mind. The sense of freedom that comes with being on Vacation is like none other. When was the last time you broke away from the day-to-day with those who matter most? Well, the time is now, and the Vacation Destination is Gray Pearl in the heart of Chincoteague Island. This beautiful Canal Front Home is located in prestigi
Hot HOT 29
Gray Pearl
House
$150 - $700 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 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 16
Shackeau East
Cottage
$125 - $325 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
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, 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 fishing from the Community Dock - or w
Hot HOT 17
Sunset Bay Villa 111
Condominium
$125 - $475 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Mmmmm., 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 20
Assateague Inn 104-S
Condominium
$45 - $300 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 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 22
Assateague Inn 204-S
Condominium
$45 - $311 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Expanded Deck and Boardwalk!You know that favorite song that just stays with you - the one you long to hear again and again? This is the feeling you will get while staying at Rhythm and Blues on beautiful Chincoteague Island. Tucked away on the East Side, this Charming Chalet will steal your heart. Located only steps from the Public Boat Launch and
Hot HOT 12
Rhythm & Blues
House
$105 - $325 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 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 25
Pier Pressure
House
$125 - $325 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
New Flooring, New Furnishings, and Updated Decor!Live for the moments you can’t put into words…..When was the last time you took a Vacation that truly took your breath away? A Vacation Home shouldn’t be just a place to lay your head at night - it’s the heart of your Vacation - a place to relax, rewind, and reconnect with those who matter most. A pl
Hot HOT 35
Coastal Retreat
House Pet Friendly
$133 - $600 / per night
Bedrooms 3 bedrooms
Bathrooms 2 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 20
Seahorse Shanty
House Pet Friendly
$150 - $535 / 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 11
Crepe Myrtle Cottage
House
$90 - $300 / per night
Bedrooms 3 bedrooms
Bathrooms 2 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 16
Assateague Inn 206-S
Condominium
$45 - $300 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Take a Vacation that makes you forget to check your cell phone….Looking to leave the real world behind - just for a few days? Grab those who matter most, and clear your calendar - Caribbean Ketch is waiting for you! This charming home is located in the ever-popular Piney Island, which happens to be the closest community to Assateague National Seash
Hot HOT 25
Caribbean Ketch
House
$125 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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