Search Holiday Rentals in Assateague Island

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Top Holiday Rentals in Assateague Island

Basic Apartment, 2 Bedrooms, Non Smoking | Private kitchen
Majestic Hotel & Apartments
3.0 star property
6.4 out of 10, (70)
"We stayed in one of the majestic apartments. I liked how it was an apartment, but it wasn't like dealing with a rental company. It was dealing with a hotel company. It was very simple and easy to get set up. We were lucky enough to get one of the apartments that was detached a block away. So it was a lot more quiet. The property is definitely dated, if you're looking for some modern place this is not it. With that being said though it was very clean. Which I'm not going there to stay in a hotel...
The price is £57
includes taxes & fees
27 May - 28 May
Majestic Hotel & Apartments
Fridge, microwave, stovetop, dishwasher
Shore Point Cottages
3.0 star property
9.2 out of 10, Wonderful, (56)
"Beautiful space! We’ll stay again!"
Shore Point Cottages
Studio, 1 King Bed, Non Smoking | Balcony
Coconut Malorie Resort Ocean City a Ramada by Wyndham
3.0 star property
7.4 out of 10, Good, (1180)
"Staff was extremely kind and helpful. We will look to stay here during the season and will stay here again for cheerleading competition in the future"
Coconut Malorie Resort Ocean City a Ramada by Wyndham
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Exterior
Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (234)
"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 £152
includes taxes & fees
3 Jun - 4 Jun
Key West Cottages
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
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
Family Apartment | Private kitchen | Fridge, microwave
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 £228
includes taxes & fees
24 May - 25 May
Safari Apartments
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
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
Beach | On the beach
Ocean View Pet-Friendly Condo just steps from the Beach; Central Location
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 just steps from the Beach; Central Location
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
Beach
Charming house & casita near the ocean with private pool, W/D & central AC
8.4 out of 10, Very good, (33)
"We are OC locals and did a staycation for my husband’s 52nd birthday. The property was spacious. The two houses in one location was great foe privacy."
Charming house & casita near the ocean with private pool, W/D & central AC
Property grounds
2nd-floor oceanfront condo with balcony, AC, & stunning beach view
7.6 out of 10, Good, (4)
"Location of this condo was great however it was very dirty when we arrived. Moldy half eaten food was beside and around all couches in the family room. Shower curtain in master bath was very moldy. Shelves in both bathrooms were very dirty. Cupboards were so dirty we had to remove all dishes and glasses and clean them out. Dryer did not work very well, it took 3 cycles to get the clothes/towels dry. All board games have most of the pieces missing. The only good thing about this condo was it’s...
2nd-floor oceanfront condo with balcony, AC, & stunning beach view
Terrace/patio
Shackeau East - Magnificent Views!
10.0 out of 10, Exceptional, (2)
"Cozy place with a wonderful view"
Shackeau East - Magnificent Views!
View from property
Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool
7.4 out of 10, Good, (10)
"UNIT WAS CLEAN AND LOCATION GREAT"
Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool
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!
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
On the beach
Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer
8.4 out of 10, Very good, (17)
"Great view and location"
Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer
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.
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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

Front of property
Grand Hotel Ocean City Oceanfront
3.0 star property
8.8 out of 10, Excellent, (2002)
"It was great"
The price is £141
includes taxes & fees
28 May - 29 May
Grand Hotel Ocean City Oceanfront
Exterior
Ashore Resort & Beach Club
3.5 star property
8.2 out of 10, Very good, (299)
"We had a great stay"
The price is £133
includes taxes & fees
27 May - 28 May
Ashore Resort & Beach Club
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Hyatt Place Ocean City / Oceanfront
3.0 star property
9.2 out of 10, Wonderful, (1330)
"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 £174
includes taxes & fees
29 May - 30 May
Hyatt Place Ocean City / Oceanfront
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, apart-hotels, 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 favorite 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 depends 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 £57 per night. Entering your travel dates in the search wizard you might find 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. 

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