Assateague Island Holiday Rentals

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Our top choices for Assateague Island holiday rentals

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (505 reviews)
"Love the resort! "
United States
Hannah
Key West Cottages

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, (1,299 reviews)
"We had a really lovely time and the staff was incredibly helpful with all our needs to the music festival we were in town for."
United States
Dana
The price is NZ$168
includes taxes & fees
22 Feb - 23 Feb
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (303 reviews)
"The location of shore point cottages is a pleasant and peaceful one. It's far enough out of the hustle and bustle of the boardwalk area. Yet close enough to everything that makes Ocean City a fun place to visit. Definitely a place to come back to and stay again."
United States
Mike
Shore Point Cottages

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
Downtown Ocean City
9.8 out of 10, Exceptional, (62 reviews)
"Great location walking distance to everything. Thank you so much for a great stay."
United States
valerie0472
The price is NZ$597
includes taxes & fees
4 Feb - 5 Feb
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Americana Condos 10th street

Americana Condos 10th street
3.5 star property
Downtown Ocean City
8.4 out of 10, Very good, (19 reviews)
"straight fire, definitely going back"
United States
stephen
Americana Condos 10th street

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 reviews)
"great place, great location, safe secure and everything we needed to get to assateague where the rest of the family were camping"
United States
Thomas B.
The price is NZ$532
includes taxes & fees
25 Jan - 26 Jan
Comfortable cottage in gated community, 5 mins to OC and Assateague

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
Downtown Ocean City
10.0 out of 10, Exceptional, (18 reviews)
"Fantastic clean rental. Great location!"
United States
Jeremy & Karen W.
The price is NZ$524
includes taxes & fees
4 Feb - 5 Feb
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.2 out of 10, Wonderful, (29 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is NZ$393
includes taxes & fees
25 Jan - 26 Jan
On Main Street - Apartment C - Berlin, MD

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
North Ocean City
9.8 out of 10, Exceptional, (136 reviews)
"Very lovely pkace!! Would def book again!!"
United States
Brenda F.
The price is NZ$524
includes taxes & fees
26 Jan - 27 Jan
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
Downtown Ocean City
9.2 out of 10, Wonderful, (19 reviews)
"Really nice place,had everything we needed very elegant and relaxing,tvs nice and updated will come back again "
United States
George H.
The price is NZ$518
includes taxes & fees
25 Jan - 26 Jan
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk

BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk
2.0 star property
Downtown Ocean City
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay!"
United States
Joseph D.
The price is NZ$518
includes taxes & fees
25 Jan - 26 Jan
BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk

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 reviews)
"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 NZ$633
includes taxes & fees
2 Feb - 3 Feb
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Ocean calling & country concert availability!

Ocean calling & country concert availability!
North Ocean City
9.0 out of 10, Wonderful, (35 reviews)
"Perfect place to stay for oceans calling! On bus route but not in the craziness of the direct festival area."
United States
Jennifer F.
The price is NZ$351
includes taxes & fees
4 Feb - 5 Feb
Ocean calling & country concert availability!

Direct OceanFront Condo/ on the center of the Boardwalk/ Newly Remodeled w/Pool

Direct OceanFront Condo/ on the center of the Boardwalk/ Newly Remodeled w/Pool
Downtown Ocean City
9.6 out of 10, Exceptional, (72 reviews)
"Great location. "
United States
Connie N.
The price is NZ$514
includes taxes & fees
25 Jan - 26 Jan
Direct OceanFront Condo/ on the center of the Boardwalk/ Newly Remodeled w/Pool

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 reviews)
"Loved this property! Owners were very responsive! "
United States
Michelle K.
The price is NZ$510
includes taxes & fees
24 Jan - 25 Jan
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Beach Paradise 105 - Beach Home at Broad Marsh OC

Beach Paradise 105 - Beach Home at Broad Marsh OC
North Ocean City
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful property, great location, and very clean! We all enjoyed our stay and hope to be back!"
United States
Conor K.
The price is NZ$510
includes taxes & fees
22 Feb - 23 Feb
Beach Paradise 105 - Beach Home at Broad Marsh OC

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 reviews)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is NZ$560
includes taxes & fees
23 Jan - 24 Jan
Charming 2-Bed Condo Steps From the Beach!

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
2.0 star property
Deep Hole
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful home with everything needed for comfort and a great time! Great location for getting to the beach, shopping and dining out. Communication with host was very informative and helpful. Thank you Chip!"
United States
Gil R.
The price is NZ$429
includes taxes & fees
27 Jan - 28 Jan
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (66 reviews)
"Perfect trip!"
United States
Alexis A.
The price is NZ$493
includes taxes & fees
23 Jan - 24 Jan
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

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 reviews)
"Nicely decorated and fully equipped. Great location … within walking distance of anything you could need. "
United States
Joan C.
The price is NZ$481
includes taxes & fees
23 Jan - 24 Jan
Quiet street in midtown that is close enough to walk to restaurants & shopping.
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

Everything you need to know about Assateague Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Assateague Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Assateague Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Assateague Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Assateague Island holiday rentals we have selected for you start as low as NZ$168 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Assateague Island rentals

At Expedia, we put the best Assateague Island holiday 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 holiday.

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.