Assateague Island Vacation Rentals

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Our top choices for Assateague Island vacation rentals

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (555 reviews)
"Lovely cottage for our family."
United States
nancy
The price is CA $268
CA $301 total
includes taxes & fees
May 27 - May 28
Key West Cottages

Majestic Hotel & Apartments

Majestic Hotel & Apartments
3.0 star property
Downtown Ocean City
6.2 out of 10, (350 reviews)
"Clean and very friendly staff"
United States
Randy
The price is CA $143
CA $195 total
includes taxes & fees
May 27 - May 28
Majestic Hotel & Apartments

Walk to Maryland Beach: Coastal Condo w/ Balcony

Walk to Maryland Beach: Coastal Condo w/ Balcony
3.5 star property
North Ocean City
The price is CA $250
CA $650 total
includes taxes & fees
May 11 - May 12
Walk to Maryland Beach: Coastal Condo w/ Balcony

OCHG VIRGINIA LEE

OCHG VIRGINIA LEE
2.0 star property
Downtown Ocean City
7.8 out of 10, Good, (8 reviews)
"Love the quaintness of the property. Very clean. Needs updating however did have the old school beach vibe. Really enjoyed our stay. "
United States
Kimberly
The price is CA $246
CA $593 total
includes taxes & fees
May 21 - May 22
OCHG VIRGINIA LEE

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,306 reviews)
"The room was dirty "
United States
Kayleigh
The price is CA $134
CA $168 total
includes taxes & fees
Jun 9 - Jun 10
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Boardwalk One

Boardwalk One
3.0 star property
Downtown Ocean City
7.4 out of 10, Good, (171 reviews)
"Close to boardwalk, beach, shopping and dining. Also it was very affordable."
United States
ANGELA
Boardwalk One

ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (5 reviews)
"Very nice place "
United States
Marvin R
The price is CA $162
CA $301 total
includes taxes & fees
May 11 - May 12
ELIS APARTMENT

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (246 reviews)
"My kids and I had a wonderful spring break stay at the bungalows!"
United States
Susan
The price is CA $215
CA $242 total
includes taxes & fees
May 14 - May 15
Blufin Bungalows & Marina

Safari Apartments

Safari Apartments
3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (35 reviews)
"Great place to stay and very close to the boardwalk. "
United States
Dawn J
The price is CA $122
CA $277 total
includes taxes & fees
May 11 - May 12
Safari Apartments

Wilmington Terrace

Wilmington Terrace
3.0 star property
Downtown Ocean City
8.4 out of 10, Very good, (10 reviews)
"Very clean and close to beach"
United States
Tony
The price is CA $147
CA $274 total
includes taxes & fees
May 11 - May 12
Wilmington Terrace

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay
3.0 star property
Midtown Ocean City
8.4 out of 10, Very good, (39 reviews)
"One of the cleanest places I’ve stay at loved it ! "
United States
Kelsey
The price is CA $148
CA $404 total
includes taxes & fees
May 11 - May 12
Bay Club Resort by Coolvacay

The Mallard Apartments

The Mallard Apartments
2.5 star property
Downtown Ocean City
6.0 out of 10, (42 reviews)
"It was a really nice and unique place to stay but windows were broken and didn’t have screens. The tv also did not work."
United States
Kaci
The price is CA $135
CA $172 total
includes taxes & fees
May 11 - May 12
The Mallard Apartments

Steps to Shore: Gem w/ Pool in Ocean City

Steps to Shore: Gem w/ Pool in Ocean City
4.0 star property
Midtown Ocean City
Steps to Shore: Gem w/ Pool in Ocean City

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
8.0 out of 10, Very good, (31 reviews)
"Nice staff. Large rooms. Close to all things Ocean city has to offer!"
United States
Kortney
The price is CA $97
CA $109 total
includes taxes & fees
May 11 - May 12
Ocean Terrace Family Apartments

Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
6.8 out of 10, (60 reviews)
"Unexpected pet fee on top of resort fees we did expect. Nice and close to boardwalk. Room was quiet, private, spacious."
United States
Ben
The price is CA $117
CA $299 total
includes taxes & fees
May 17 - May 18
Monte Carlo Condos

Nock Apartments

Nock Apartments
3.0 star property
Downtown Ocean City
6.2 out of 10, (102 reviews)
"Location was perfect for our weekend at the beach."
United States
Heather
The price is CA $111
CA $129 total
includes taxes & fees
May 11 - May 12
Nock Apartments

Boardwalk Terrace Apartments

Boardwalk Terrace Apartments
3.0 star property
Downtown Ocean City
5.6 out of 10, (107 reviews)
"Good Location, clean. Will stay again"
United States
Sean
The price is CA $126
CA $146 total
includes taxes & fees
May 11 - May 12
Boardwalk Terrace Apartments

Walk to Ocean! Bethany Beach Retreat w/ Balcony

Walk to Ocean! Bethany Beach Retreat w/ Balcony
3.0 star property
Bethany Beach
The price is CA $419
CA $707 total
includes taxes & fees
May 25 - May 26
Walk to Ocean! Bethany Beach Retreat w/ Balcony

Bikes, Kayaks, Pool: Getaway 3 Mi to Bethany Beach

Bikes, Kayaks, Pool: Getaway 3 Mi to Bethany Beach
3.0 star property
Ocean View
The price is CA $268
CA $973 total
includes taxes & fees
May 11 - May 12
Bikes, Kayaks, Pool: Getaway 3 Mi to Bethany Beach

1 Mi to Resort Marina! Greenbackville Retreat

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
Captain's Cove
The price is CA $250
CA $687 total
includes taxes & fees
May 11 - May 12
1 Mi to Resort Marina! Greenbackville Retreat
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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Top Assateague Island Hotel Reviews

Find out more about Assateague Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Assateague Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.