A beach with gentle waves and a clear sky.

Assateague Island Vacation Rentals

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, (631 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
$242 nightly
The price is $272
Sep 13 - Sep 14
Total with taxes and fees
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
$187 nightly
The price is $210
Sep 29 - Sep 30
Total with taxes and fees
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
$313 nightly
The price is $351
Sep 16 - Sep 17
Total with taxes and fees
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, (373 reviews)
"Good and cute environment"
United States
junghyun
$95 nightly
The price is $107
Sep 13 - Sep 14
Total with taxes and fees
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
$83 nightly
The price is $93
Oct 5 - Oct 6
Total with taxes and fees
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
$130 nightly
The price is $146
Oct 5 - Oct 6
Total with taxes and fees
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
$414 nightly
The price is $464
Sep 11 - Sep 12
Total with taxes and fees
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
$223 nightly
The price is $237
Sep 13 - Sep 14
Total with taxes and fees
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
$197 nightly
The price is $221
Sep 20 - Sep 21
Total with taxes and fees
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
$457 nightly
The price is $511
Oct 5 - Oct 6
Total with taxes and fees
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
$114 nightly
The price is $126
Sep 16 - Sep 17
Total with taxes and fees
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
$536 nightly
The price is $600
Sep 30 - Oct 1
Total with taxes and fees
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
$73 nightly
The price is $81
Sep 29 - Sep 30
Total with taxes and fees
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
$89 nightly
The price is $100
Sep 13 - Sep 14
Total with taxes and fees
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
$237 nightly
The price is $265
Sep 20 - Sep 21
Total with taxes and fees
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
$173 nightly
The price is $194
Oct 7 - Oct 8
Total with taxes and fees
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
$383 nightly
The price is $429
Sep 14 - Sep 15
Total with taxes and fees
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
$428 nightly
The price is $453
Oct 4 - Oct 5
Total with taxes and fees
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

Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

8/10 Good
"Clean room, bathroom,, street bew half mile away from the hotel ,closet restaurant breakfast, lunch, aminities"
Thelma 3-night trip
Posted 1 hour ago
Princess Bayside Beach Hotel

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Assateague Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $81 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia