A beach with gentle waves and a clear sky.

Assateague Island Holiday 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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Assateague Island holiday rentals

1 bedroom, premium bedding, laptop workspace, soundproofing

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 S$289
includes taxes & fees
18 Oct - 19 Oct
Key West Cottages
Exterior

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 S$275
includes taxes & fees
23 Sept - 24 Sept
Blufin Bungalows & Marina
Interior

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 S$514
includes taxes & fees
26 Sept - 27 Sept
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Terrace/patio

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 S$108
includes taxes & fees
18 Oct - 19 Oct
Majestic Hotel & Apartments
Front of property

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 S$115
includes taxes & fees
21 Sept - 22 Sept
Ocean Terrace Family Apartments
Fitness facility

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 S$92
includes taxes & fees
17 Oct - 18 Oct
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Living room

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 S$161
includes taxes & fees
5 Oct - 6 Oct
The Mallard Apartments
Terrace/patio

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 S$281
includes taxes & fees
21 Sept - 22 Sept
ELIS APARTMENT
Balcony view

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 S$339
includes taxes & fees
21 Sept - 22 Sept
Monte Carlo Condos
Terrace/patio

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 S$104
includes taxes & fees
29 Sept - 30 Sept
Boardwalk Terrace Apartments
City view

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 S$560
includes taxes & fees
20 Sept - 21 Sept
Americana Condos 10th street
Terrace/patio

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 S$259
includes taxes & fees
11 Oct - 12 Oct
Wilmington Terrace
Interior

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 S$547
includes taxes & fees
30 Sept - 1 Oct
Walk to Maryland Beach: Coastal Condo w/ Balcony
Terrace/patio

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 S$625
includes taxes & fees
24 Sept - 25 Sept
Safari Apartments
Interior

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 S$596
includes taxes & fees
1 Oct - 2 Oct
2 1/2 Mi to Bethany Boardwalk! Private Retreat!
Interior

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 S$541
includes taxes & fees
5 Oct - 6 Oct
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.
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

Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

8/10 Good
"Very nice hotel, clean and in a very convenient location. The only downfalls were only 1 elevator and it was slow, parking was limited and the one pool was in a different building. I will definitely stay here again."
MARCIA 4-night trip
Posted 8 hours ago
Tidelands Caribbean Hotel and Suites