Holiday Rentals Assateague Island from 2.117.777 ₫: Find Short-Term Rentals & Holiday Accommodations

A beach with gentle waves and a clear sky.

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Our top choices for Assateague Island holiday rentals

1. Blufin Bungalows & Marina

Down the Marsh

Angela

5.906.915 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A covered porch with white wooden walls and large windows. There are two rocking chairs with floral cushions and a small table with a chair.

2. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

Up the Neck

8.995.634 ₫ total

includes taxes & fees

26 Sept - 27 Sept

A waterfront house with a balcony, dock, and a view of the water.

3. Key West Cottages

Downtown Chincoteague

Debra

5.893.475 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A living room with a sofa, ottoman, and a lamp. There is a television mounted on the wall and a window with blinds.

4. Pool + Bay Access! Home 13 Mi to Ocean City Beach

Ocean Pines

11.146.448 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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Top Assateague Island Hotel Reviews

Francis Scott Key Family Resort

8/10 Good

"I want to first highlight a gentleman by the name Donald; He was the nicest guy there., we arrived on Sunday. and the pools ware closed. now mind you it was after Labor Day weekend, but the main reason why I picked this place was because it showed on the website that the pool was still open outdoor and indoor. i went to the front desk the next day to ask why the pools weren't open the gentleman wasn't there. there were two ladies and the older one was extremely rude. I went back the next day to see if there was another person and I found Donald :) i mention to him the pool situation and he said I am so sorry about this yes, a lot of people that just got here have been having concerts about it. I will let the manager know. long story short he took care of it. we had a great time in the outdoor pool & indoor in the afternoon. it was a very nice place for my family, and I will definitely book my stay again next year. hoping that they will keep the pool open again. :)"