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Assateague Island Vacation Rentals

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Our top choices for Assateague Island vacation rentals

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (640 reviews)
"This was the perfect relaxing get away! Clean and quiet! Already booked for next spring 2027!"
United States
LaTonya
The price is CA $282
CA $317 total
includes taxes & fees
Oct 18 - Oct 19
Key West Cottages

2. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (325 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is CA $196
CA $298 total
includes taxes & fees
Sep 23 - Sep 24
Blufin Bungalows & Marina

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 $220
CA $564 total
includes taxes & fees
Sep 26 - Sep 27
2 Mi to Downtown: Tranquil Abode in Chincoteague!

4. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (514 reviews)
"Very bice"
United States
Robert
The price is CA $99
CA $118 total
includes taxes & fees
Oct 5 - Oct 6
Majestic Hotel & Apartments

5. Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.6 out of 10, Good, (59 reviews)
"it was really nice and easy to stay at!"
United States
aaniyah
The price is CA $112
CA $126 total
includes taxes & fees
Sep 21 - Sep 22
Ocean Terrace Family Apartments

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, (1,320 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 $90
CA $101 total
includes taxes & fees
Oct 17 - Oct 18
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

7. 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 $138
CA $176 total
includes taxes & fees
Oct 5 - Oct 6
The Mallard Apartments

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 $166
CA $308 total
includes taxes & fees
Sep 21 - Sep 22
ELIS APARTMENT

9. 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 $151
CA $372 total
includes taxes & fees
Sep 22 - Sep 23
Monte Carlo Condos

10. 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 $98
CA $114 total
includes taxes & fees
Sep 29 - Sep 30
Boardwalk Terrace Apartments

11. Americana Condos 10th street

Americana Condos 10th street
3.5 star property
Downtown Ocean City
8.4 out of 10, Very good, (32 reviews)
"Wonderful views and so big!"
United States
Liz
The price is CA $205
CA $621 total
includes taxes & fees
Sep 20 - Sep 21
Americana Condos 10th street

12. 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 $152
CA $282 total
includes taxes & fees
Oct 7 - Oct 8
Wilmington Terrace

13. 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 $236
CA $600 total
includes taxes & fees
Sep 22 - Sep 23
Walk to Maryland Beach: Coastal Condo w/ Balcony

14. 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 $497
CA $679 total
includes taxes & fees
Sep 24 - Sep 25
Safari Apartments

15. 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 $273
CA $652 total
includes taxes & fees
Oct 1 - Oct 2
2 1/2 Mi to Bethany Boardwalk! Private Retreat!

16. 2 Mi to Bethany Beach! Family Getaway w/ Deck

2 Mi to Bethany Beach! Family Getaway w/ Deck
3.0 star property
Savannah's Landing
10.0 out of 10, Exceptional, (1 review)
"Everything was fine, looking forward to come back!"
United States
Marlon
The price is CA $217
CA $593 total
includes taxes & fees
Oct 5 - Oct 6
2 Mi to Bethany Beach! Family Getaway w/ Deck
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.