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, (540 reviews)
"Great place to stay very clean great location "
United States
Philip
The price is NZ$341
includes taxes & fees
3 May - 4 May
Key West Cottages

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (225 reviews)
"Everything was great dishes were provided had a stove microwave and full refrigerator and freezer. Even had sponge and soap to wash dishes. Very beautiful view."
United States
Steven
The price is NZ$212
includes taxes & fees
23 Apr - 24 Apr
Blufin Bungalows & Marina

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, (41 reviews)
"Great place for a quick weekend stay! So clean; had everything we needed!"
United States
Peggy M.
The price is NZ$500
includes taxes & fees
17 Apr - 18 Apr
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

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, (44 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$531
includes taxes & fees
27 Apr - 28 Apr
Comfortable cottage in gated community, 5 mins to OC and Assateague

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$648
includes taxes & fees
19 Apr - 20 Apr
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.2 out of 10, Wonderful, (30 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is NZ$402
includes taxes & fees
19 Apr - 20 Apr
On Main Street - Apartment C - Berlin, MD

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 NZ$583
includes taxes & fees
17 Apr - 18 Apr
2 Mi to Downtown: Tranquil Abode in Chincoteague!

"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, (120 reviews)
"Plenty of room, and everything you need for a few nights."
United States
Michael A.
The price is NZ$392
includes taxes & fees
19 Apr - 20 Apr
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Berlin
9.8 out of 10, Exceptional, (100 reviews)
"Property was perfect for us and our dogs."
United States
Jeffrey B.
The price is NZ$530
includes taxes & fees
1 May - 2 May
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

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$542
includes taxes & fees
19 Apr - 20 Apr
Charming 2-Bed Condo Steps From the Beach!

Cozy creekside cottage w/fire pit & patio

Cozy creekside cottage w/fire pit & patio
Up the Neck
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
The price is NZ$715
includes taxes & fees
23 Apr - 24 Apr
Cozy creekside cottage w/fire pit & patio

Fantastic Bay View with romantic sunsets!

Fantastic Bay View with romantic sunsets!
Midtown Ocean City
10.0 out of 10, Exceptional, (43 reviews)
"Absolutely wonderful place very nice owner"
United States
Joseph N.
The price is NZ$398
includes taxes & fees
20 Apr - 21 Apr
Fantastic Bay View with romantic sunsets!

Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!

Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!
North Ocean City
9.8 out of 10, Exceptional, (97 reviews)
"We had a wonderful time and enjoyed the lovely view! It was very clean and beautiful we are looking forward to going back!"
United States
Phonisha W.
The price is NZ$568
includes taxes & fees
20 Apr - 21 Apr
Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!

Oceanfront, Pristine 1br 1 Ba Condo, Relax And Rejuvenate By The Sea.

Oceanfront, Pristine 1br 1 Ba Condo, Relax And Rejuvenate By The Sea.
Downtown Bethany Beach
9.8 out of 10, Exceptional, (131 reviews)
"Loved the stay. The location is on point. The unit is cozy and comfortable. We will definitely stay here again. "
United States
Suzanne B.
The price is NZ$803
includes taxes & fees
30 Apr - 1 May
Oceanfront, Pristine 1br 1 Ba Condo, Relax And Rejuvenate By The Sea.

Ocean calling & country concert availability!

Ocean calling & country concert availability!
North Ocean City
9.0 out of 10, Wonderful, (35 reviews)
"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 NZ$348
includes taxes & fees
20 Apr - 21 Apr
Ocean calling & country concert availability!

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (55 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is NZ$700
includes taxes & fees
20 Apr - 21 Apr
The purple door at the bay.

1 Mi to Resort Marina! Greenbackville Retreat

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
Captain's Cove
The price is NZ$481
includes taxes & fees
19 Apr - 20 Apr
1 Mi to Resort Marina! Greenbackville Retreat

Bethany Bay Family & Friends Condo, Quiet setting, Wetland/Golf course/Bay Views

Bethany Bay Family & Friends Condo, Quiet setting, Wetland/Golf course/Bay Views
Ocean View
9.8 out of 10, Exceptional, (53 reviews)
"well maintained, as listed, fantastic pool, we enjoyed our stay, highly recommended"
United States
al p.
The price is NZ$690
includes taxes & fees
29 Apr - 30 Apr
Bethany Bay Family & Friends Condo, Quiet setting, Wetland/Golf course/Bay Views

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is NZ$528
includes taxes & fees
30 Apr - 1 May
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Assateague Inn 104 by Seaside Vacations & Sales

Assateague Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (25 reviews)
"Convenient location with everything we needed"
United States
John S.
The price is NZ$324
includes taxes & fees
20 Apr - 21 Apr
Assateague Inn 104 by Seaside Vacations & Sales
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$200 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.