Skip to content

Vacation rentals in Assateague Island

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Assateague Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

Pony Pines!Your Waterfront Getaway Cottage Awaits!
SUPERHOST
Entire cottage · 7 guests · 4 beds · 2 baths
Pony Pines!Your Waterfront Getaway Cottage Awaits!Imagine a quiet retreat on the water where the sunsets are magnificent, and wildlife such as geese, raccoons, deer, owls, and egrits are to be experience in the backyard. Pony Pines offers a firepit, a master bedroom with a jacuzzi tub, and a clawfoot tub on the main floor. We have 2 Kayaks for your use on the canal, and a storage shed with some of the beach accessories you may need for your days at the Ocean. Linens are provided! Relax with your whole family at this peaceful, Happy Place.
Tranquil Shores - Nature Inspired Relaxation!
SUPERHOST
Entire residential home · 6 guests · 3 beds · 2 baths
Tranquil Shores - Nature Inspired Relaxation!My place is close to restaurants and dining, family-friendly activities. You’ll love my place because of the comfy bed, the light, and the beautiful nature views. My place is good for couples, solo adventurers, families (with kids), and furry friends (pets).
On a Whim, a family retreat!
Entire vacation home · 8 guests · 6 beds · 2 baths
On a Whim, a family retreat!Relax with the whole family at this peaceful place to stay. Our house is located close to restaurants, beach entrance, and family friendly activities. You will love our house, located on a quiet private street but just a short walk to explore Chincoteague.

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Assateague Island vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Assateague Island

SUPERHOST
  1. Entire cottage
  2. Chincoteague
Ole’ School St Charm
G$15,546 per night
SUPERHOST
  1. Entire cottage
  2. Chincoteague Island
★ Jay’s Waterfront Retreat: Kayaks-Fire Pit-Bikes-Beach-Hunting-Bird Watching-Pet Friendly
G$20,896 per night
SUPERHOST
  1. Entire townhouse
  2. Chincoteague Island
Dancing Water View -Sea Tag Lodge
G$23,765 per night
SUPERHOST
  1. Entire residential home
  2. Chincoteague
Seas the Day Getaway
G$20,118 per night
SUPERHOST
  1. Entire residential home
  2. Chincoteague Island
Rest A'Shored charming Chincoteague getaway
G$36,320 per night
SUPERHOST
  1. Entire cottage
  2. Chincoteague
★ Pearl in the Pines: Kayaks-Fire Pit-Bikes-Beach-Pet Friendly-High Speed Internet
G$16,531 per night
  1. Entire cottage
  2. Chincoteague
Holiday Cottages (Your home away from home)
G$24,483 per night
  1. Entire condominium (condo)
  2. Chincoteague
Beautiful Bayfront & you can bring your Dog!
G$12,555 per night
SUPERHOST
  1. Entire residential home
  2. Chincoteague
Hopkin's House, Chincoteague Beach Vacations
G$21,582 per night
SUPERHOST
  1. Entire residential home
  2. Chincoteague
Chincoteague Island Creekside Cottage
G$47,082 per night
SUPERHOST
  1. Entire townhouse
  2. Chincoteague Island
Waterfront Community -Waters Edge newly built
G$36,619 per night
  1. Entire cottage
  2. Chincoteague Island
Key West Cottages on the Chincoteague Bay
G$33,755 per night