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Assateague Island Holiday Rentals

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Holiday Rentals in Assateague Island

Key West Cottages

3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (483)
"Great place to stay!"
United States
Paul
The price is AU$161
includes taxes & fees
1 Dec - 2 Dec
Key West Cottages

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 AU$148
includes taxes & fees
29 Dec - 30 Dec
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

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

Assateague Pointe
9.8 out of 10, Exceptional, (43)
"This is a beautiful clean modern home."
United States
Toni R.
The price is AU$468
includes taxes & fees
1 Dec - 2 Dec
Comfortable cottage in gated community, 5 mins to OC and Assateague

"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.
The price is AU$346
includes taxes & fees
4 Dec - 5 Dec
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

2 Mi to Beach: Gem w/ Enclosed Patio in Selbyville

3.5 star property
Selbyville
10.0 out of 10, Exceptional, (3)
"We had a great couple of days here. The community is well located to get to and from the beaches (Fenwick and Bethany) and yet away from the crowds and in a really scenic part of Selbyville. We loved our stay and enjoyed the pool (there are 2). The place itself felt like home from the start, owner is really responsive and friendly, and it exceeded our expectations. Would definitely stay again. Felt like home away from home. "
United States
Lauren
The price is AU$467
includes taxes & fees
30 Nov - 1 Dec
2 Mi to Beach: Gem w/ Enclosed Patio in Selbyville

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

Downtown Ocean City
9.8 out of 10, Exceptional, (60)
"Perfect family beach house, we had a blast! Our family of 7 stayed for 3 nights. We loved the easy check-in, location, and spacious, clean condo. Thank you for letting us use your gorgeous home Kim, we really enjoyed our stay!"
United States
Amy R.
The price is AU$541
includes taxes & fees
30 Nov - 1 Dec
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

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

Ocean View
9.2 out of 10, Wonderful, (78)
"Location was great, very spacious. Quiet neighborhood and perfect for us to enjoy our stay. Plenty of utensils and seasonings in the kitchen to use. Check in and check out process was very smooth and easy. We did bring our own linens as requested, but the pillows we put our pillow covers on, were dirty so if you are picky on that matter, bring your own. "
United States
Nick R.
The price is AU$577
includes taxes & fees
1 Dec - 2 Dec
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

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

2.0 star property
Downtown Ocean City
10.0 out of 10, Exceptional, (1)
"Great place to stay!"
United States
Joseph D.
The price is AU$471
includes taxes & fees
30 Nov - 1 Dec
BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk

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

Downtown Ocean City
9.2 out of 10, Wonderful, (19)
"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 AU$476
includes taxes & fees
1 Dec - 2 Dec
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

Shore Point Cottages

3.0 star property
Berlin
9.4 out of 10, Exceptional, (299)
"Was a great place to bring kids and dogs! "
United States
AMANDA
Shore Point Cottages

BeachParadise107-DOWNTOWN OCEANVIEW Luxury Townhome 3BR-Steps to Beach&Boardwalk

Downtown Ocean City
9.6 out of 10, Exceptional, (80)
"Beautiful house in an awesome area! We had a fairly large group & were all very pleased with our stay. 10/10 would recommend!!"
United States
Alexis C.
The price is AU$471
includes taxes & fees
30 Nov - 1 Dec
BeachParadise107-DOWNTOWN OCEANVIEW Luxury Townhome 3BR-Steps to Beach&Boardwalk

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

North Ocean City
9.8 out of 10, Exceptional, (119)
"Great property in a great location. Host was quick to get ahold of and the instructions were incredibly easy. Highly recommend this property for a family or large group. We would stay here again!"
United States
Joseph G.
The price is AU$462
includes taxes & fees
30 Nov - 1 Dec
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

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 AU$470
includes taxes & fees
30 Nov - 1 Dec
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

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

Downtown Ocean City
10.0 out of 10, Exceptional, (17)
"All amenities available, perfect location and plenty of room for a large group. Would stay again!"
United States
Trish K.
The price is AU$471
includes taxes & fees
30 Nov - 1 Dec
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

On Main Street - Apartment B - Berlin, MD

Downtown Berlin
8.6 out of 10, Excellent, (36)
"Loved visiting Berlin. Greatest American town. "
United States
Michael F.
The price is AU$350
includes taxes & fees
8 Dec - 9 Dec
On Main Street - Apartment B - Berlin, MD

Beach Paradise 105 - Beach Home at Broad Marsh OC

North Ocean City
9.8 out of 10, Exceptional, (9)
"Lovely rental! Would stay again!"
United States
Kelly W.
The price is AU$464
includes taxes & fees
30 Nov - 1 Dec
Beach Paradise 105 - Beach Home at Broad Marsh 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, (134)
"A very clean property."
United States
David Y.
The price is AU$478
includes taxes & fees
3 Dec - 4 Dec
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

Ocean calling & country concert availability!

North Ocean City
9.0 out of 10, Wonderful, (35)
"Everything was as stated. We had zero issues and everything was great. Perfect for a family getaway! "
United States
James R.
The price is AU$302
includes taxes & fees
1 Dec - 2 Dec
Ocean calling & country concert availability!

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Captain's Cove
9.8 out of 10, Exceptional, (59)
"Nick is an excellent host. The home was so fun for our family to stay in. The view is so beautiful and peaceful. It is even more beautiful in person. Short drive to reach Chincoteague and Assateague. Stocked with everything you need. I walked down the street and got a massage using the info provided in the house. Thanks for a wonderful and beautiful stay. "
United States
Natalie K.
The price is AU$684
includes taxes & fees
2 Dec - 3 Dec
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

North Ocean City
9.6 out of 10, Exceptional, (92)
"Good location with great views."
United States
Mark M.
The price is AU$677
includes taxes & fees
30 Nov - 1 Dec
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
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 favourite 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 depend 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 AU$148 per night. Entering your travel dates in the search wizard might find you 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.