Assateague Island Holiday Rentals

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Holiday Rentals in Assateague Island

Property grounds
Near it all OC beaches,Assateague island.Family-friendly white horse park
10.0 out of 10, Exceptional, (11)
"Wonderful host and an even more wonderful place!"
Near it all OC beaches,Assateague island.Family-friendly white horse park
Terrace/patio
Shackeau East - Magnificent Views!
10.0 out of 10, Exceptional, (2)
"Cozy place with a wonderful view"
Shackeau East - Magnificent Views!
Property grounds
Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties
10.0 out of 10, Exceptional, (21)
"Nice neat had lot of fun. Everything you need was with in walking. just very enjoyable. Thanks the Motes family."
The price is AU$1,927
includes taxes & fees
7 June - 8 June
Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties
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Exterior
Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (233)
"I loved everything about this property and our stay. The only drawback was somehow I understood that the swimming pool was heated - it wasn’t. Still, one of the best holiday for me."
The price is AU$340
includes taxes & fees
27 May - 28 May
Key West Cottages
TV, DVD player
Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC
9.8 out of 10, Exceptional, (7)
"clean - updated - fabulous location!"
Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
9.8 out of 10, Exceptional, (258)
"We loved the cottage. Perfect location to everything on the island. Was within walking distance to the seafood festival and shops. The screened porch was a nice place to enjoy our morning coffee. The cottage had everything we needed. The bed was super comfy. We highly recommend staying there. We are considering a summer visit and hope the cottage is available if we do."
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
Fridge, microwave, oven, stovetop
New Listing! Amazing View from 2 BR 2 BA Beachfront Building with Indoor Pool
9.6 out of 10, Exceptional, (26)
"Marvelous Condo, such great amenities. Awesome view of the ocean."
New Listing! Amazing View from 2 BR 2 BA Beachfront Building with Indoor Pool
Property grounds
Cozy Little Cottage on chincoteague island va.
9.6 out of 10, Exceptional, (17)
"This was our second time staying here, with our first being during the summer. The cottage is very clean and overall quite pleasant with a location perfect for bicycling into town and to the beach. However, this cottage really needs heat if it is to be rented during the cooler months. The owner did provide a portable heater at our request, which did warm the place, but was very noisy. Would stay again but only in the warmer weather. "
Cozy Little Cottage on chincoteague island va.
TV
Newly updated condo with water views & balcony - less than a block to the beach
9.6 out of 10, Exceptional, (19)
"Everything was as expected."
Newly updated condo with water views & balcony - less than a block to the beach
Microwave, dishwasher, coffee/tea maker
Renovated condo in desirable North Ocean City on the ocean block
9.6 out of 10, Exceptional, (18)
"Exceeded all expectations! Perfect choice!"
Renovated condo in desirable North Ocean City on the ocean block
Property grounds
Oceanfront condos with rare 2 night minimum rentals and linens included!
9.6 out of 10, Exceptional, (31)
"Be prepared for stairs to the third level, the unit e was cozy but for two it was fine. Great view of beach with easy access."
Oceanfront condos with rare 2 night minimum rentals and linens included!
Family Apartment | Private kitchen
Safari Apartments
3.0 star property
9.4 out of 10, Exceptional, (10)
"I stayed there for vacation with my two young children and I had to upgrade my room to a bigger room with a small kitchen. Although it was a little more expensive it was worth it because you have a full refrigerator and a place to eat. We really enjoyed the hospitality of the property manager. We also really enjoyed saying there it was in walking distance to everything."
The price is AU$188
includes taxes & fees
23 May - 24 May
Safari Apartments
Fridge, microwave, stovetop, dishwasher
Shore Point Cottages
3.0 star property
9.2 out of 10, Wonderful, (56)
"Great little spot. Convenient. Nice condition. Well def stay again. "
Shore Point Cottages
Property grounds
Lovely ocean-side condo with balcony, parking & pool - walk to beach access
9.2 out of 10, Wonderful, (21)
"A few friends and I decided to take an Ocean City trip. We booked BEFORE we heard there would be a full blown tropical storm! We got all of the rain and wind. We had a little bit of trouble getting the key from the lock to check in. It wasn't clear how to retrieve it from the lockbox even though we had the accurate code. The lock may need replacement as it was hard to maneuver. As well, the lock on the door was a bit wobbly. It is probably due to the direct ocean air as the condo is located a...
Lovely ocean-side condo with balcony, parking & pool - walk to beach access
Property grounds
Delightful Beach Condo Near the Boardwalk W/ Private Balcony & Ocean Views
9.2 out of 10, Wonderful, (15)
"Great location and nice view. 2 minute walk through the parking lot to the beach. Short drive to the boardwalk and plenty of places to walk to on the strip. The condo was clean of dust and dirt, however there was an ant issue. Sitting on the couch on several occasions random ants crawled on us, they were also found on the kitchen counter, stove and in the bathroom. Keep in mind of the 3 flights of stairs when packing. The beds were not very comfortable and the pillows were flat. It would be...
Delightful Beach Condo Near the Boardwalk W/ Private Balcony & Ocean Views
Beach
Ocean View Pet Friendly Condo on the Beach
9.0 out of 10, Wonderful, (65)
"The unit was very clean and comfortable. It’s a bit inconvenient that I had to bring my own linen but will definitely stay here again."
Ocean View Pet Friendly Condo on the Beach
On the beach
Beachfront Condo w/Water Views, Central AC, WiFi, Shared Pool - Next to Beach
9.0 out of 10, Wonderful, (34)
"Property was very clean"
Beachfront Condo w/Water Views, Central AC, WiFi, Shared Pool - Next to Beach
Beach nearby
Spacious Two-Story Condo w/Deck, Balcony, Beach Access, Free WiFi, Central A/C
8.8 out of 10, Excellent, (32)
"Great location, free convenient parking, good lay out. However, furniture and decor very outdated. Only one TV ( no TV’s in bedrooms). Saw a mouse run by and noted mouse droppings on lower level. However, we had a great time."
Spacious Two-Story Condo w/Deck, Balcony, Beach Access, Free WiFi, Central A/C
View from property
Beachfront condo with ocean views, pool, enclosed balcony, AC, & W/D
8.6 out of 10, Excellent, (4)
Beachfront condo with ocean views, pool, enclosed balcony, AC, & W/D
On the beach
Fourth-Floor Condo near the Beach w/Private Balcony, Ocean View, A/C, Free WiFi
8.6 out of 10, Excellent, (8)
"Property was in good condition. Dishes and glasses practically new. However, pots and pans are in need of replacing but would rent again."
Fourth-Floor Condo near the Beach w/Private Balcony, Ocean View, A/C, Free WiFi
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See all available properties in Assateague Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Assateague Island you may be interested in

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Hyatt Place Ocean City / Oceanfront
3.0 star property
9.2 out of 10, Wonderful, (1325)
"UPON ARRIVAL WE WERE GREETED BY A VERY FRIENDLY STAFF. WE HAD A LITTLE GLITCH WHEN CHECKING IN BUT MANAGER AMANDA WAS ABLE TO GET IT ALL IRONED OUT. SHE ALSO CHECKED IN WITH US ALMOST DAILY, EVERYTHING OKAY,IS THEIR ANYTHING WE NEED ETC. GREAT CUSTOMER SERVICE AMANDA ."
The price is AU$298
includes taxes & fees
29 May - 30 May
Hyatt Place Ocean City / Oceanfront
Front of property
Grand Hotel Ocean City Oceanfront
3.0 star property
8.8 out of 10, Excellent, (2000)
"Na"
The price is AU$287
includes taxes & fees
27 May - 28 May
Grand Hotel Ocean City Oceanfront
Exterior
Ashore Resort & Beach Club
3.5 star property
8.2 out of 10, Very good, (297)
"To expensive but good "
The price is AU$254
includes taxes & fees
29 May - 30 May
Ashore Resort & Beach Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Assateague Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Assateague Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Assateague Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Assateague Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Assateague Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Assateague Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Assateague Island holiday rentals we have selected for you start as low as AU$108 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Assateague Island rentals

At Expedia, we put the best Assateague Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Assateague Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Assateague Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Assateague Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Recent reviews of Assateague Island properties
Expedia verified reviews