Destination guide

Assateague Island is where the wild ponies roam

It may be just 8 miles south of Ocean City, but Assateague Island feels worlds away from Maryland's favorite beachside resort. With its secluded beaches and rolling sand dunes, this undeveloped barrier island offers a unique glimpse at untamed America. And of course, no mention of Assateague Island is complete without a nod to its herd of wild ponies, made famous by Marguerite Henry's iconic novel, Misty of Chincoteague. If you're looking for reading material while relaxing on the deck of your Assateague Island vacation rental, why not try this American classic?

Things to do

Beachcombing on Assateague Island

Stretching for 2 miles along the coast, Assateague State Park showcases everything that's great about this whimsical barrier island. The beach is sheltered, which makes it a great place to swim, sunbathe, or unpack a picnic. If you're traveling with a pet, some areas are even dog friendly. Assateague Island vacation rentals make it easy to bring along Fido, with a fantastic lineup of pet-friendly properties. From wild ponies to migratory birds, the Chincoteague National Wildlife Refuge gets you up close and personal with the island's most famous residents.


Discover the Assateague Island seashore

Managed by the government, the Assateague Island National Seashore offers fun for the whole family. Whether you want to cruise along the 4-mile cycling trail, catch a ranger talk, or check out the exhibits at the visitor center, the seashore is made for discovery. Camping is available year-round, but if you'd rather not rough it Assateague Island vacation rentals put you just minutes from the island. Most are located in nearby Chincoteague, a characterful town that serves as the gateway to Assateague Island.


Lazy days in the Assateague sunshine

Summer brings high season in Assateague Island, with warm weather and calm waters that are perfect for unhurried beach days. Chincoteague kicks into full swing vacation mode, with plenty of breezy caf_s, seafood restaurants, and pony-themed gift stores to explore. Every July the island hosts the annual Chincoteague Wild Pony Swim. It's quite the event, with 10s of 1000s of visitors gathering on the seashore to watch the spectacle. Winter feels wild and windswept, and is the perfect time to enjoy a laid-back island escape.

Natural features

Enjoy birdwatching on Assateague Island

Sitting just off the Delmarva Peninsula, Assateague Island is a constantly shifting ribbon of sand, shaped by powerful winds and waves. It backs onto the expanse of the Atlantic Ocean, with a mosaic of salt marshes, sand dunes, and maritime forests making up the interior. Beyond its famous wild ponies, Assateague Island is a bucket list destination for birders. Both resident and migratory birds flock to the 14,000 acre Chincoteague National Wildlife Refuge, where you can spot piping plovers, great blue herons, ruby-crowned kinglets, and northern saw-whet owls.

How many vacation rentals are available around Assateague Island, US?

Our 2020 property listings offer a large selection of 3,547 vacation rentals around Assateague Island. From 22 cabin rentals to 550 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a seaside property near Assateague Island?

Don't just visit the beach. Round up your chums and stay as close as you can to it! The sound of rippling waves and remarkable ocean vistas? Coming right up! Vrbo has 1,336 vacation homes by the beach. Looking for a different atmosphere? See if any of our other properties tick your boxes. Our options for this destination include:

  • 1,010 resort vacation rentals.
  • 926 water-view vacation rentals.
  • 841 waterfront vacation rentals.

Can I rent a condo near Assateague Island?

Sharing is good. But sharing bunks and bathrooms with a bunch of strangers can be a bit much. Make the most of the time you've got with your loved ones in a condo. The extra space and convenience makes for a much more comfortable stay. In this destination, Vrbo has 2,333 to pick from. Book now and you could be parting with as little as $75 per night. Or perhaps you'd prefer one of the area's other sought-after rental options, like:

  • House: 573 vacation homes. Prices start from $114 per night.
  • Townhome: 435 vacation homes. Prices start from $120 per night.
  • Apartment: 85 vacation homes. Prices start from $99 per night.

Can I stay near Assateague Island in a large group?

Whether you're taking off on a vacation with the entire family or spending a week away with your old school mates, it's always heaps of fun staying in a new place together! And the good news is that Vrbo has options that'll suit. Why not have a peek at the 820 condo vacation homes available here? They're the top choice for big groups of travelers. Around this area, the rental options that can house large groups include:

  • Are you looking for vacation homes that can hold 6 people? We have 1,022 that will fit the bill. Prices start from $75 per night.
  • After a rental property for 8 guests? We have 964 that will serve you well. You can get one for as low as $118 a night.
  • Organizing a trip away with 10 guests? We have 407 vacation homes that fit the bill. Prices begin at just $135 a night.

So don't worry! When you travel with us you'll be able to bring your mom, your sister and all your mates to Assateague Island.

Where are the cheapest rentals near Assateague Island?

Show the door to soulless chain-hotel rooms! Appreciate the charm of living like a local in an affordable rental instead. Get a load of the amazing options that can be snapped up now on Vrbo. Bayside at Ocean City is a great area to look at if you want to keep your budget under control. Vrbo has 42 rentals, and the average price is an agreeable $184 per night. Assateague Pointe is another great option. We've got 43 rentals here, and the average price is around $231 per night.

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