Assateague Island Holiday Rentals

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Holiday Rentals in Assateague Island

Majestic Hotel & Apartments

3.0 star property
6.6 out of 10, (187)
"Great apartment "
Majestic Hotel & Apartments

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (314)
"Just overall a great place to stay."
The price is AU$220
includes taxes & fees
27 Jan - 28 Jan
Key West Cottages

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (201)
"Awesome place to visit "
Shore Point Cottages

Coconut Malorie Resort Ocean City a Ramada by Wyndham

3.0 star property
7.4 out of 10, Good, (1236)
"Nice to have a kitchen and separate bedroom "
Coconut Malorie Resort Ocean City a Ramada by Wyndham

Near it all OC beaches,Assateague island.Family-friendly white horse park

10.0 out of 10, Exceptional, (26)
"My husband and I spent the weekend and the neighborhood as well as the neighbors were just lovely! John checked in to make sure we were ok and to reach out if we needed anything! We really enjoyed ourselves!"
Near it all OC beaches,Assateague island.Family-friendly white horse park

Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC

9.4 out of 10, Exceptional, (24)
"Stayed for Country Calling festival and it was on shuttle drop off line after concert. Lots in walking distance! Condo was nicely decorated and comfortable for two people. We enjoyed the deck area very much!"
Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC

Amazing View from 2 BR 2 BA Beachfront Building with Indoor Pool

9.4 out of 10, Exceptional, (49)
"Our family stayed for a long weekend ahead of Christmas, to enjoy Winterfest and other off-season activities. The condo was a perfect spot for this! The kids loved the indoor pool, and the condo had a perfect ocean view from warm recliners inside the building. We had a great time!"
Amazing View from 2 BR 2 BA Beachfront Building with Indoor Pool

Wilmington Terrace

3.0 star property
9.0 out of 10, Wonderful, (7)
"great porch. Inside a little Older Ocean City but perfect for the stay. Roomy and easy access."
Wilmington Terrace

The Plaza - Direct Oceanfront Luxury Condo with Beach bar-Discount weekly

9.2 out of 10, Wonderful, (61)
"The winter views of the ocean from the condo are absolutely beautiful!! The owner, Robert, made check in a breeze and made sure we had everything we needed during our stay. The condo was stocked upon arrival, was very clean & comfortable. Highly recommend!!"
The Plaza - Direct Oceanfront Luxury Condo with Beach bar-Discount weekly

Beachfront condo with private balcony & amazing views

9.4 out of 10, Exceptional, (26)
"This sweet condo is great for watching sunrises with coffee on the deck. Prepare a nice meal in the equipped kitchen. Bath and a half saves time. Comfy cozy living area and bedroom were great. "
Beachfront condo with private balcony & amazing views

Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool

7.6 out of 10, Good, (15)
"This condo was very comfortable for our family. The kitchen was equipped. It has 2 full bathrooms. Three beds, one sofa bed. Cable tv. Great location, beautifully decorated. The thermostat being in 72 all the time was an issue for us since the back bdrm was hot. The floor was a bit sandy when we arrived. However, it wasn't a big deal, we're at the beach! The vacasa team was helpful and polite. The condo is a gem. We loved it and we're planning to come back!"
Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool

2nd-floor oceanfront condo with balcony, AC, & stunning beach view

6.8 out of 10, (8)
"We were booted from this condo due to pest infestation wish we could have stayed here instead of where they sent us. We were not happy with the Atlantis, was misrepresented."
2nd-floor oceanfront condo with balcony, AC, & stunning beach view

Charming house & casita near the ocean with private pool, W/D & central AC

8.2 out of 10, Very good, (36)
"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

Newly updated condo - less than a block to the beach

9.4 out of 10, Exceptional, (27)
"Probably will rent in may"
Newly updated condo - less than a block to the beach

Shackeau East - Magnificent Views!

9.8 out of 10, Exceptional, (8)
"Three nights, me and my hubby. Found the property easily. Clean. Decorated and comfortable. Disappointed that we didn’t have access to a working fireplace. Would have been nice on a cool windy evening but otherwise nice n warm. Loved the huge front deck wrapped myself in a quilt and read in the sunshine enjoying the peace and water view. "
Shackeau East - Magnificent Views!

Delightful Beach Condo Near the Boardwalk W/ Private Balcony & Ocean Views

9.2 out of 10, Wonderful, (17)
"Liked the lock code for the door, since didn’t have to arrive at a set time. Pictures made the place look newer than what it was. Kitchen and bathroom are nice."
Delightful Beach Condo Near the Boardwalk W/ Private Balcony & Ocean Views

Ocean View Pet-Friendly Condo just steps from the Beach; Central Location

9.0 out of 10, Wonderful, (72)
"No elevator and we were on the 3rd floor. Difficult to move items up and down stairs. Otherwise it was acceptable."
Ocean View Pet-Friendly Condo just steps from the Beach; Central Location

Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer

8.4 out of 10, Very good, (24)
"Great condo overlooking the ocean. Quiet, great location far away from crowds but close enough to all the attractions. Definitely will stay again."
Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer

Safari Apartments

3.0 star property
9.2 out of 10, Wonderful, (29)
"Property was newly renovated, and everything was new and clean. Had issue with lock but staff was very fast and efficient on assisting us. Enjoyed stay and would definitely come again."
Safari Apartments

Dog-friendly 1st-floor end condo with beach entrance view - steps to the beach

8.4 out of 10, Very good, (25)
"The location was definitely nice right next to the beach. Keep in mind you are no where close to the boardwalk. I may not have noticed in the picture that the one queen sized bed was up against a wall. I had to crawl into bed as my spouse was already asleep on the side that you can get in and out easily. Also had to crawl out when I had to get up at night which is not ideal. The living room was great. Love the big couch. TV stations were weird and I couldn’t for the life of me find a...
Dog-friendly 1st-floor end condo with beach entrance view - steps to the beach
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.
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Other types of properties in Assateague Island you may be interested in

Grand Hotel Ocean City Oceanfront

3.0 star property
9.0 out of 10, Wonderful, (2480)
"The Grand has an excellent location. Close to everything. The room was clean with a great ocean view."
The price is AU$124
includes taxes & fees
16 Jan - 17 Jan
Grand Hotel Ocean City Oceanfront

Hyatt Place Ocean City / Oceanfront

3.0 star property
9.0 out of 10, Wonderful, (1368)
"Good"
The price is AU$143
includes taxes & fees
4 Feb - 5 Feb
Hyatt Place Ocean City / Oceanfront

Holiday Inn & Suites Ocean City, an IHG Hotel

3.0 star property
9.6 out of 10, Exceptional, (1070)
"Great stay. We loved it"
The price is AU$166
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn & Suites Ocean City, an IHG Hotel
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.