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Holiday rentals in Assateague Island

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Top-rated holiday rentals in Assateague Island

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

Beautiful Bayfront & you can bring your Dog!
Entire apartment · 4 guests · 2 beds · 1 bathroom

Beautiful Bayfront & you can bring your Dog!The Pearl at Marsh Island is a stunning, newly renovated 1 Bedroom Condo located on Marsh Island, only steps to all of the hustle and bustle of Chincoteague. So close to the water you feel as if you`re on a cruise ship, you`ll not soon forget these captivating views.

Seas the Day Getaway
SUPERHOST
Entire house · 4 guests · 3 beds · 1 bathroom

Seas the Day GetawaySeas the Day Getaway is located on a private drive in the perfect spot to explore Chincoteague.

Regi’s Retreat (formally beacon’s reach)
SUPERHOST
Entire townhouse · 6 guests · 3 beds · 2.5 bathrooms

Regi’s Retreat (formally beacon’s reach)Direct view of Assateague Island, lighthouse, and on great days, ponies! Enjoy the pool for an easy fun-filled day or crabbing, fishing, and watching the sunset from the shared dock on the bay. This two story, water view, townhome has 2 bedrooms and 2.5 bathrooms along with newly replaced flooring. The first floor has a fully-equipped kitchen, dining room, laundry, a half bath, and indoor electric fireplace. living room and all bedrooms are equipped with TVs. 2 full baths upstairs, one master.

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Popular amenities for Assateague Island holiday rentals

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

Other great holiday rentals in Assateague Island

SUPERHOST
  1. Entire cottage
  2. Chincoteague
Ole’ School St Charm
SUPERHOST
  1. Entire townhouse
  2. Chincoteague Island
Waterfront Community -Waters Edge newly built
SUPERHOST
  1. Entire cottage
  2. Chincoteague
Maggie’s Cottage on Poplar - Our Happy Place!
  1. Entire cottage
  2. Chincoteague
Welcome to pet-friendly 'Oystercatcher' on Chincoteague Island!
SUPERHOST
  1. Entire townhouse
  2. Chincoteague Island
Dancing Water View -Sea Tag Lodge
  1. Entire cottage
  2. Chincoteague Island
Safe Harbor - The Charm you love and the Amenities you need!
SUPERHOST
  1. Entire cottage
  2. Chincoteague Island
Once Upon A Tide
SUPERHOST
  1. Entire house
  2. Chincoteague Island
Rest A'Shored charming Chincoteague getaway
SUPERHOST
  1. Entire townhouse
  2. Chincoteague Island
Horseshoe Haven
  1. Entire cottage
  2. Berlin
Bayfront cottage offers amazing views
  1. Entire house
  2. Chincoteague
Adorable Newly Renovated 'Bertie Street Cottage' on Chincoteague Island!!
SUPERHOST
  1. Entire house
  2. Chincoteague
Tin Cup Palace-One of a Kind, Oyster Bay, FirePit