A beach with gentle waves and a clear sky.

Assateague Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Assateague Island vacation rentals

A waterfront house with a balcony, dock, and a view of the water.

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (630 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is CA $301
CA $338 total
includes taxes & fees
Sep 23 - Sep 24
Key West Cottages

2. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (317 reviews)
"Loved sitting on the porch and just seeing water, water everywhere!!"
United States
David
The price is CA $185
CA $285 total
includes taxes & fees
Sep 16 - Sep 17
Blufin Bungalows & Marina
A covered porch with white wooden walls and large windows. There are two rocking chairs with floral cushions and a small table with a chair.

3. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is CA $154
CA $486 total
includes taxes & fees
Sep 16 - Sep 17
2 Mi to Downtown: Tranquil Abode in Chincoteague!
A row of blue mobile homes with white railings and a covered porch area, located on a street with a 'One Way' sign visible.

4. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (371 reviews)
"Good and cute environment"
United States
junghyun
The price is CA $93
CA $128 total
includes taxes & fees
Sep 13 - Sep 14
Shore Point Cottages
A covered patio with a table and chairs, overlooking a beach.

5. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (502 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is CA $98
CA $117 total
includes taxes & fees
Oct 5 - Oct 6
Majestic Hotel & Apartments
A gym with treadmills, dumbbells, and exercise balls, large windows with a view of the ocean.

6. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,318 reviews)
"The hotel did not disappoint. The room, the tub and especially the shower was the best. We also loved the view. Would come back again and get the same room. We had the presidential suite."
United States
Nichole
The price is CA $152
CA $170 total
includes taxes & fees
Sep 9 - Sep 10
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
A view from a balcony with a striped awning, overlooking a beach with a wooden fence and benches.

7. OCHG VIRGINIA LEE

OCHG VIRGINIA LEE
2.0 star property
Downtown Ocean City
7.8 out of 10, Good, (9 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 $258
CA $610 total
includes taxes & fees
Sep 11 - Sep 12
OCHG VIRGINIA LEE
A balcony with a table and chairs, a flower arrangement, and a view of the street and buildings.

8. ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (6 reviews)
"It was clean and comfortable very cool and quiet didn't have to use AC"
United States
Norda
The price is CA $155
CA $350 total
includes taxes & fees
Sep 13 - Sep 14
ELIS APARTMENT
A wooden deck with white Adirondack chairs and a small round table.

9. Safari Apartments

Safari Apartments
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (44 reviews)
"Friendly staff. Easy check in/out. Clean place. Great area close to the boardwalk. Will definitely rent again."
United States
David
The price is CA $159
CA $285 total
includes taxes & fees
Sep 20 - Sep 21
Safari Apartments
A balcony with a view of a parking lot and buildings.

10. Americana Condos 10th street

Americana Condos 10th street
3.5 star property
Downtown Ocean City
8.4 out of 10, Very good, (29 reviews)
"Wonderful views and so big!"
United States
Liz
The price is CA $245
CA $661 total
includes taxes & fees
Oct 4 - Oct 5
Americana Condos 10th street
A living room with a green sofa, a matching armchair, a small round table, and a door.

11. The Mallard Apartments

The Mallard Apartments
2.5 star property
Downtown Ocean City
5.8 out of 10, (58 reviews)
"Not what is lists for, place was very dirty, sheets, sofa, carpets, beds, bathroom. Place smelled like must, humidity and mold. . Do not recommend anyone staying here"
United States
Diego
The price is CA $137
CA $174 total
includes taxes & fees
Sep 16 - Sep 17
The Mallard Apartments
A living room with a ceiling fan, a round coffee table, and two sofas.

12. Dagsboro Retreat

Dagsboro Retreat
2.0 star property
Dagsboro
10.0 out of 10, Exceptional, (1 review)
"I loved it"
United States
Alexandra
Dagsboro Retreat
A spacious living room with large windows, a ceiling fan, and a wooden floor.

13. 8 Mi to Ocean City: Warm & Cozy 3BR Family Home

8 Mi to Ocean City: Warm & Cozy 3BR Family Home
3.0 star property
Ocean Pines
The price is CA $234
CA $831 total
includes taxes & fees
Sep 30 - Oct 1
8 Mi to Ocean City: Warm & Cozy 3BR Family Home
A balcony with a view of the beach and ocean.

14. Boardwalk Terrace Apartments

Boardwalk Terrace Apartments
3.0 star property
Downtown Ocean City
5.8 out of 10, (111 reviews)
"Staff was very professional and polite. Ocean veiw was amazing from the balcony. Room was clean and comfortable. Location was perfect for beach and shops and restaurants."
United States
Melissa
The price is CA $97
CA $112 total
includes taxes & fees
Oct 6 - Oct 7
Boardwalk Terrace Apartments
A multi-story building with a white exterior, balconies, and a sign indicating it is an apartment complex.

15. Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.6 out of 10, Good, (58 reviews)
"the front desk was so lovely and friendly. i loved the convenience of the location and it was a pretty nice apt!"
United States
Ada
The price is CA $94
CA $105 total
includes taxes & fees
Sep 9 - Sep 10
Ocean Terrace Family Apartments
A covered patio with a table and chairs, a sliding glass door, and a white fence.

16. Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
7.0 out of 10, Good, (73 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 $192
CA $384 total
includes taxes & fees
Sep 20 - Sep 21
Monte Carlo Condos
A covered porch with wooden flooring, white railings, and two green chairs.

17. Wilmington Terrace

Wilmington Terrace
3.0 star property
Downtown Ocean City
8.2 out of 10, Very good, (12 reviews)
"Very clean and close to beach"
United States
Tony
The price is CA $150
CA $279 total
includes taxes & fees
Oct 7 - Oct 8
Wilmington Terrace
A wooden deck with a white railing, a bench, and a view of neighboring houses.

18. 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 $233
CA $593 total
includes taxes & fees
Sep 16 - Sep 17
Walk to Maryland Beach: Coastal Condo w/ Balcony
A sunroom with wicker furniture, large windows, and a ceiling fan.

19. 2 1/2 Mi to Bethany Boardwalk! Private Retreat!

2 1/2 Mi to Bethany Boardwalk! Private Retreat!
3.0 star property
Ocean View
The price is CA $253
CA $626 total
includes taxes & fees
Oct 4 - Oct 5
2 1/2 Mi to Bethany Boardwalk! Private Retreat!
A wooden deck with a view of the ocean, a white railing, and a black lounge chair.

20. Steps to Shore: Spacious Bethany Beach Retreat

Steps to Shore: Spacious Bethany Beach Retreat
3.0 star property
North Bethany Beach
10.0 out of 10, Exceptional, (1 review)
Steps to Shore: Spacious Bethany Beach 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Assateague Island Hotel Reviews

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"The resort is a little older, but is clean. I believe all the rooms have a balcony which we loved. The front desk and shop staff were fantastic. We were a little put off by housekeeping staff that told us to call the front desk for more towels. Her cart was 4 doors away from ours, so that seemed strange. That was really the only thing that was off. Parking is not free, it’s about $10 a day, in the lot or garage. You can park on the street for free, but it’s not always easy to find. Both pools are nice, but the indoor one is a little smaller. There are a couple areas to play arcade games, there is a coffee shop, bar, pizza/pasta place and breakfast restaurant. It’s about 11-12 blocks from where the boardwalk gets busy. We would absolutely stay there again."
Bethany 2-night trip
Posted 2 hours ago
Grand Hotel Ocean City Oceanfront

Find out more about Assateague Island

Everything you need to know about Assateague Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Assateague Island vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Assateague Island vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Assateague Island vacation rentals we have selected for you start as low as CA $105 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 vacation 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 vacation.

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.