Holiday Rentals in Assateague Island

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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, (10)
"We had such a comfortable stay! Thoughtful hosts, adorable home in a safe and quiet area. We would definitely recommend and stay here again! Thank you so much!"
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 €1,237
per night
7 Jun - 8 Jun
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, (232)
"Property in great condition, pool and fire pit great, being near the beach was nice. The power outlets didn’t work initially, front desk was notified and it was fixed fast. Tv remotes had no batteries, once front desk notified it was fixed. Great parking, safe area. "
The price is €178
per night
28 May - 29 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!
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
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
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!
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
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 €115
per night
23 May - 24 May
Safari Apartments
Fridge, microwave, stovetop, dishwasher
Shore Point Cottages
3.0 star property
9.2 out of 10, Wonderful, (51)
"It seems like perfect place for family with kids and dogs. We have 3 people, a dog and infant. We love the place which is so convenient and clean. Everything is new and fully prepared. Definitely recommend and come back here when we have a chance"
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
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
Beach nearby
Spacious Two-Story Condo w/Deck, Balcony, Beach Access, Free WiFi, Central A/C
8.6 out of 10, Excellent, (31)
"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
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
Microwave
New Listing! Modern studio ocean block with a pool
8.6 out of 10, Excellent, (11)
"Stayed here for 3 nights, the location of the place is great, it’s less then a minute walk to the beach. The reason I am giving it 4 stars instead of 5 is the hallway entering the place smelt like cigarette smoke and there are signs saying no smoking. The place is older but the inside is updated. The bathroom wasn’t cleaned well at all when we got there, I had to reclean it because you could tell they didn’t clean the floor (as there was hair on it) and bathtub didn’t seemed to be cleaned...
New Listing! Modern studio ocean block with a pool
Don't see what you're looking for?
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, (1330)
"All good except for the hot water in the bathroom sink. Hot water isnt steadying. Its a mix of cold and hot. Unpredictable. "
The price is €183
per night
23 May - 24 May
Hyatt Place Ocean City / Oceanfront
Front of property
Grand Hotel Ocean City Oceanfront
3.0 star property
8.8 out of 10, Excellent, (2006)
"The staff was very friendly. Our room was clean and comfortable and the ocean view was beautiful you can walk out to the boardwalk. I like that the hotel had a few restaurants, game rooms, bar and a pool. I will definately stay at this hotel again. "
The price is €109
per night
20 May - 21 May
Grand Hotel Ocean City Oceanfront
Fireplace
Ashore Resort & Beach Club
3.5 star property
8.2 out of 10, Very good, (282)
"To expensive but good "
The price is €112
per night
19 May - 20 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, 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. 

Recent reviews of Assateague Island properties
Expedia verified reviews

Fenwick Inn

Fenwick Inn

5/5 Excellent
"Rooms are very modern and clean. The staff is very accommodating as well. Great hotel!!!"
A verified traveller stayed at Fenwick Inn
Posted 14 hours ago
Fenwick Inn