Assateague Island Holiday Rentals

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Our top choices for Assateague Island holiday rentals

Majestic Hotel & Apartments

Majestic Hotel & Apartments
3.0 star property
Downtown Ocean City
6.2 out of 10, (350 reviews)
"Clean and very friendly staff"
United States
Randy
The price is NZ$150
includes taxes & fees
2 June - 3 June
Majestic Hotel & Apartments

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (567 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is NZ$558
includes taxes & fees
17 June - 18 June
Key West Cottages

3 Mi to Bethany Beach: Family Home w/ Movie Room!

3 Mi to Bethany Beach: Family Home w/ Movie Room!
3.0 star property
Ocean View
The price is NZ$686
includes taxes & fees
11 June - 12 June
3 Mi to Bethany Beach: Family Home w/ Movie Room!

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (33 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is NZ$472
includes taxes & fees
7 June - 8 June
On Main Street - Apartment C - Berlin, MD

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (259 reviews)
"Loved everything about our stay"
United States
Elizabeth
The price is NZ$582
includes taxes & fees
4 June - 5 June
Blufin Bungalows & Marina

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, (46 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$698
includes taxes & fees
2 June - 3 June
Comfortable cottage in gated community, 5 mins to OC and Assateague

Club Ocean Villas I 42

Club Ocean Villas I 42
North Ocean City
The price is NZ$762
includes taxes & fees
14 June - 15 June
Club Ocean Villas I 42

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, (104 reviews)
"This property and its owner were everything we look for in a vacation rental. Listing is as an old farm house does not do it justice. The owner has carefully curated it it with an electric collection of furniture ,pottery and various hand crafted items. She has put her heart and soul into this house and you can feel.it ad soon as you step inside. We will definitely be back.😍😍😍😍😍 The McCartney's and the Horneffs.......Thanks again for everything Laurie."
United States
Melinda
The price is NZ$520
includes taxes & fees
1 June - 2 June
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
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$743
includes taxes & fees
1 June - 2 June
Pet-friendly creekside cottage w/ backyard

401 142nd Street

401 142nd Street
North Ocean City
10.0 out of 10, Exceptional, (23 reviews)
"Wonderful stay at a clean cottage"
United States
Jenn C.
The price is NZ$815
includes taxes & fees
21 June - 22 June
401 142nd Street

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (43 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is NZ$726
includes taxes & fees
3 June - 4 June
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

The Escape at the Beach

The Escape at the Beach
North Ocean City
The price is NZ$898
includes taxes & fees
4 June - 5 June
The Escape at the Beach

Waterfront 2 Bedroom - 2 Blocks from the Beach - Premium Location

Waterfront 2 Bedroom - 2 Blocks from the Beach - Premium Location
North Ocean City
9.4 out of 10, Exceptional, (42 reviews)
"We had a great week. Loved being on the bayside and having the pier. The place is a quick and easy walk to the beach. The kids loved the bunk room. Great place for families to stay "
United States
Jennifer C.
The price is NZ$675
includes taxes & fees
1 June - 2 June
Waterfront 2 Bedroom - 2 Blocks from the Beach - Premium Location

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
North Ocean City
9.0 out of 10, Wonderful, (38 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$550
includes taxes & fees
1 June - 2 June
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
Midtown Ocean City
9.8 out of 10, Exceptional, (254 reviews)
"Great location and clean!"
United States
Susan V.
The price is NZ$531
includes taxes & fees
30 June - 1 July
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (56 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is NZ$743
includes taxes & fees
1 June - 2 June
The purple door at the bay.

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, (34 reviews)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is NZ$540
includes taxes & fees
1 June - 2 June
Charming 2-Bed Condo Steps From the Beach!

3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants

3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants
Bethany Beach
9.8 out of 10, Exceptional, (20 reviews)
"Our host Scott was very communicative. The accommodation was clean and so comfortable and an excellent location! This was our second stay and we will be back!! Highly recommend!"
United States
lisa M.
The price is NZ$625
includes taxes & fees
1 June - 2 June
3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants

Greenbackville Retreat w/ Deck: 1 Mi to Marina!

Greenbackville Retreat w/ Deck: 1 Mi to Marina!
3.0 star property
Captain's Cove
The price is NZ$953
includes taxes & fees
3 June - 4 June
Greenbackville Retreat w/ Deck: 1 Mi to Marina!

Assateague Inn 213 by Seaside Vacations & Sales

Assateague Inn 213 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (34 reviews)
"I liked the location of the Inn on the island. The room(s) were very clean, well furnished and bed was super comfortable. "
United States
Marie E.
The price is NZ$529
includes taxes & fees
27 June - 28 June
Assateague Inn 213 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$216 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.