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Assateague Island Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Assateague Island holiday rentals

Exterior
Key West Cottages

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (492)
"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."
United States
julie
Key West Cottages
Private kitchen
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
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 HK$594
HK$759 total
includes taxes & fees
27 Jan - 28 Jan 2026
Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Outdoor pool
Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (43)
"This was the perfect little home for our stay. Everything was clean and comfortable and “cozy”. The location was wonderful with easy access to both Assateague Island and Ocean City. Everything needed for a great stay was provided. We are already planning our vacation for next year and will definitely book again. "
United States
Alecia C.
The price is HK$699
HK$2,372 total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfortable cottage in gated community, 5 mins to OC and Assateague
Pool
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""
Selbyville
9.2 out of 10, Wonderful, (118)
"Plenty of room, and everything you need for a few nights."
United States
Michael A.
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""
Outdoor pool, a heated pool
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
Selbyville
9.8 out of 10, Exceptional, (39)
"Loved this property! Owners were very responsive! "
United States
Michelle K.
The price is HK$979
HK$2,352 total
includes taxes & fees
29 Dec - 30 Dec
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
Exterior
Boardwalk One

Boardwalk One

Boardwalk One
3.0 star property
Downtown Ocean City
7.4 out of 10, Good, (171)
"Close to boardwalk, beach, shopping and dining. Also it was very affordable."
United States
ANGELA
Boardwalk One
Beach nearby
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Ocean View
9.2 out of 10, Wonderful, (79)
"The house and property was very spacious and comfortable. We enjoyed our stay and visit to the area very much."
United States
gisela j.
The price is HK$583
HK$2,855 total
includes taxes & fees
29 Dec - 30 Dec
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Smart TV
On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (28)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is HK$560
HK$1,742 total
includes taxes & fees
1 Jan - 2 Jan 2026
On Main Street - Apartment C - Berlin, MD
Beach nearby
Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!
North Ocean City
10.0 out of 10, Exceptional, (32)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is HK$1,057
HK$2,614 total
includes taxes & fees
29 Dec - 30 Dec
Charming 2-Bed Condo Steps From the Beach!
Property grounds
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
North Ocean City
9.6 out of 10, Exceptional, (93)
"Nice place. Great views"
United States
Jill M.
The price is HK$762
HK$3,416 total
includes taxes & fees
3 Jan - 4 Jan 2026
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
Interior
Only 5 min. from the Beach!

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.2 out of 10, Wonderful, (31)
"Great location that was very clean, kid friendly, and good amenities! Liked how close it was to everything, very walkable."
United States
Jeananne K.
The price is HK$782
HK$1,483 total
includes taxes & fees
4 Jan - 5 Jan 2026
Only 5 min. from the Beach!
Outdoor dining
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
North Ocean City
10.0 out of 10, Exceptional, (18)
"The condo is beautifully decorated and only steps from the beach! "
United States
Pamela H.
The price is HK$710
HK$1,947 total
includes taxes & fees
29 Dec - 30 Dec
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
Fridge, microwave, stovetop, coffee/tea maker
Clean, modern and well-equipped Ocean City condo

Clean, modern and well-equipped Ocean City condo

Clean, modern and well-equipped Ocean City condo
Downtown Ocean City
10.0 out of 10, Exceptional, (15)
"Great stay! Place was clean and good location. Would stay again "
United States
Christina A.
Clean, modern and well-equipped Ocean City condo
Property grounds
Quiet street in midtown that is close enough to walk to restaurants & shopping.

Quiet street in midtown that is close enough to walk to restaurants & shopping.

Quiet street in midtown that is close enough to walk to restaurants & shopping.
North Ocean City
10.0 out of 10, Exceptional, (14)
"The property was small but was perfect for what we needed it for , it had all the amenities and was cozy and quiet …short walk to the beach and restaurants …perfect location "
United States
Kirsten d.
The price is HK$874
HK$2,187 total
includes taxes & fees
29 Dec - 30 Dec
Quiet street in midtown that is close enough to walk to restaurants & shopping.
On the beach
⭐️203 Bimini Large Direct Oceanfront Epic Views⭐️

⭐️203 Bimini Large Direct Oceanfront Epic Views⭐️

⭐️203 Bimini Large Direct Oceanfront Epic Views⭐️
North Ocean City
9.6 out of 10, Exceptional, (24)
" Fantastic property. Great ocean view, clean, close to many different restaurants. Excellent amenities. We will be back. "
United States
Damian J.
The price is HK$839
HK$3,188 total
includes taxes & fees
29 Dec - 30 Dec
⭐️203 Bimini Large Direct Oceanfront Epic Views⭐️
Sun-loungers
Completely Renovated Perfect Beachtown Escape for the Whole Family

Completely Renovated Perfect Beachtown Escape for the Whole Family

Completely Renovated Perfect Beachtown Escape for the Whole Family
North Ocean City
9.2 out of 10, Wonderful, (24)
"Top notch kitchen for those who love to prepare their own food like us!"
Canada
albert r.
The price is HK$832
HK$2,425 total
includes taxes & fees
29 Dec - 30 Dec
Completely Renovated Perfect Beachtown Escape for the Whole Family
Interior
Ocean calling & country concert availability!

Ocean calling & country concert availability!

Ocean calling & country concert availability!
North Ocean City
9.0 out of 10, Wonderful, (35)
"We really enjoyed our stay here! Close to the beach and in walking distance of a lot of activities but also very quiet! Loved it!"
United States
Renee P.
The price is HK$420
HK$1,518 total
includes taxes & fees
29 Dec - 30 Dec
Ocean calling & country concert availability!
Terrace/patio
The purple door at the bay.

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (54)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is HK$1,224
HK$3,450 total
includes taxes & fees
29 Dec - 30 Dec
The purple door at the bay.
Dining
OC/Fenwick Island Townhouse with Pool!

OC/Fenwick Island Townhouse with Pool!

OC/Fenwick Island Townhouse with Pool!
North Ocean City
9.6 out of 10, Exceptional, (11)
"Perfect location, the house is very convenient and practical. We were 15 and slept comfortably. The host communicated quickly and answered any questions we had. "
United States
Sheyla L.
OC/Fenwick Island Townhouse with Pool!
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

Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

10/10 Excellent
"Awesome experience!"
travis 1-night trip
Posted 2 days ago
Hilton Garden Inn Ocean City Oceanfront

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