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Assateague Island Holiday Rentals

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Check prices for these dates

Tonight
12 Dec - 13 Dec
Tomorrow
13 Dec - 14 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Assateague Island holiday rentals

1 bedroom, premium bedding, individually decorated
Key West Cottages

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (488)
"We love Key West Cottages!"
United States
Jonathan
Key West Cottages
Exterior
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

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, (1297)
"Scenic area with wonderful wooden bridges and view of water. There was no hot water to shower, but not a deal breaker."
United States
Isolda
The price is S$125
includes taxes & fees
11 Jan - 12 Jan, 2026
Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Terrace/patio
Majestic Hotel & Apartments

Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.5 star property
Downtown Ocean City
6.2 out of 10, (350)
"Clean and very friendly staff"
United States
Randy
Majestic Hotel & Apartments
Exterior
Club Ocean Villas II by Coolvacay

Club Ocean Villas II by Coolvacay

Club Ocean Villas II by Coolvacay
3.5 star property
North Ocean City
8.6 out of 10, Excellent, (59)
"Property was in a great location. Check in and check out was easy. Having a hot tub and deck with table and chairs was nice. Unit was clean with an exception of the floors. I can understand it being a little sandy because of being at the beach, but there were tortilla chips in several areas of the floor. "
United States
Tami
Club Ocean Villas II by Coolvacay
View from room
Shore Point Cottages

Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (300)
"Was a great place to bring kids and dogs! "
United States
AMANDA
Shore Point Cottages
Exterior
Saint Tropez

Saint Tropez

Saint Tropez
3.0 star property
North Ocean City
9.2 out of 10, Wonderful, (133)
"Our room was very clean and the ocean view was breathtaking. "
United States
Kelly
Saint Tropez
City view
Americana Condos 10th street

Americana Condos 10th street

Americana Condos 10th street
3.5 star property
Downtown Ocean City
8.4 out of 10, Very good, (19)
"straight fire, definitely going back"
United States
stephen
The price is S$596
includes taxes & fees
13 Dec - 14 Dec
Americana Condos 10th street
Exterior
Blufin Bungalows & Marina

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (207)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina
Balcony view
Monte Carlo Condos

Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
6.8 out of 10, (58)
"The condo was small, but it’s still accommodated my family of eight and we were right next to the pool, which was great for the kids anytime we needed something. We just called the Hotel and it was brought over in a reasonable amount of time or we could pick it up later. Staff were very friendly."
United States
Amy
Monte Carlo Condos
Living area
Bay Club Resort by Coolvacay

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)
"One of the cleanest places I’ve stay at loved it ! "
United States
Kelsey
Bay Club Resort by Coolvacay
Exterior
Boardwalk One

Boardwalk One

Boardwalk One
3.0 star property
Downtown Ocean City
7.4 out of 10, Good, (170)
"Close to boardwalk, beach, shopping and dining. Also it was very affordable."
United States
ANGELA
Boardwalk One
Terrace/patio
ELIS APARTMENT

ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (5)
"Everything around was excelente, only bad things wasn’t clean and need some updates, everything else was really nice. The hostess was friendly and helpful. "
United States
Anonymous traveller
ELIS APARTMENT
Living area
OCHG Townhouse 102 10

OCHG Townhouse 102 10

OCHG Townhouse 102 10
3.0 star property
Downtown Ocean City
8.4 out of 10, Very good, (5)
"I thought it was a lovely place to stay with the family. Not the coziest but definitely accommodating. "
United States
cynthia
OCHG Townhouse 102 10
Living room
The Mallard Apartments

The Mallard Apartments

The Mallard Apartments
2.5 star property
Downtown Ocean City
6.0 out of 10, (41)
"Very nice place to stay at, will come back again .'."
United States
Hugo
The price is S$736
includes taxes & fees
26 Dec - 27 Dec
The Mallard Apartments
Interior
Steps to Ocean City Beach: Condo w/ Balcony

Steps to Ocean City Beach: Condo w/ Balcony

Steps to Ocean City Beach: Condo w/ Balcony
3.5 star property
North Ocean City
10.0 out of 10, Exceptional, (1)
"it was a nice little home away from home"
United States
joshua
Steps to Ocean City Beach: Condo w/ Balcony
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

Aloft Ocean City

Aloft Ocean City

10/10 Excellent
"All the above. This place is great and clean. "
Chelsea 2-night trip
Posted 3 days ago
Aloft Ocean City