Discover a selection of 5,000 vacation rentals in Assateague Island, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $99 per night, and houses and cabins are popular options for a stay in Assateague Island. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Assateague Island
Destination guide

Choose a vacation rental for your Assateague Island getaway

Experience the unique character of Assateague Island with a stay in a vacation home rental. There's no shortage of things to see and do in the area.Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

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.

What are the best tiny house vacation rentals in Assateague Island?

Punching above its weight when it comes to charm and ingenuity, a tiny house vacation rental in Assateague Island promises big adventure. Power down all your tech and switch your focus to outdoor fun at one of these fun-sized escapes:

  • Leave the world behind and disappear to "Annapolis Waterfront "tiny House" In Garden Setting". This retreat in Parole packs plenty of conveniences into its compact space, such as a blender and towels.
  • Alternatively, get comfy at "Secluded Log Cabin Tiny House In The Woods And On Lake Russell". Located in Elberton, this teensy abode comes with golf and a toaster.

Can I find family cabin rentals in Assateague Island?

Roast marshmallows over a roaring fire and enjoy a game of charades. These cabins in Assateague Island are ideal bases to relax and unwind with the fam:

  • "Cozy Creekside Cabin - Lehigh Valley" - Book a weekend or more at this escape in Appalachian Mountains. Amenities like coffee and tea making facilities and a theme park will help make your stay comfortable.
  • "A Luxurious Cabin Quietly Tucked Away In The Woods" - Make fond memories with the kiddos at this popular hideaway. Located in Berkeley Springs, it provides guests with outdoor furniture, a TV and more.

For more options, use the search bar at the top of the page and adjust the filters to find the Assateague Island vacation rental that's perfect for your needs.