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Holiday Homes in Assateague Island

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Our top choices for Assateague Island holiday homes

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 AU$570
includes taxes & fees
22 Dec - 23 Dec
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
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$817
includes taxes & fees
19 Dec - 20 Dec
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
9.8 out of 10, Exceptional, (120)
"Great place to stay. We went down for bike week. Definitely coming back next year. Very ideal location close to everything we needed to get to. "
United States
Ramon L.
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
9.8 out of 10, Exceptional, (134)
"Very lovely pkace!! Would def book again!!"
United States
Brenda F.
The price is AU$470
includes taxes & fees
22 Dec - 23 Dec
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
10.0 out of 10, Exceptional, (17)
"Fantastic clean rental. Great location!"
United States
Jeremy & Karen W.
The price is AU$470
includes taxes & fees
28 Dec - 29 Dec
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Holiday Home in Downtown Ocean City

Newly Remodeled Condo - Steps to Beach & Boardwalk
9.8 out of 10, Exceptional, (9)
"A nice cozy condo for a small family. Overall a great place to stay with great parking and proximity to the beach. The floors could use a thorough mopping though."
United States
RJ M.
The price is AU$738
includes taxes & fees
19 Dec - 20 Dec
Newly Remodeled Condo - Steps to Beach & Boardwalk

Holiday Home in North Ocean City

Steps to the Beach : Sea Loft 103:
10.0 out of 10, Exceptional, (3)
"Too many lockboxes and under the step was a little deceiving due to finding the key on the pole right outside the door. Otherwise this was a great place and perfect location. "
United States
Kris K.
The price is AU$653
includes taxes & fees
27 Dec - 28 Dec
Steps to the Beach : Sea Loft 103:
10.0 out of 10, Exceptional, (1)
"Great place to stay!"
United States
Joseph D.
The price is AU$465
includes taxes & fees
5 Jan - 6 Jan 2026
BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk

Holiday Home in Ocean Pines

Ocean Pines Chalet !
9.8 out of 10, Exceptional, (10)
"Everything was wonderful. House was clean and comfortable. Perfect place for our family reunion. Would definitely book this house again! "
United States
Jenni D.
The price is AU$1,056
includes taxes & fees
22 Dec - 23 Dec
Ocean Pines Chalet !
9.8 out of 10, Exceptional, (9)
"Beautiful property, great location, and very clean! We all enjoyed our stay and hope to be back!"
United States
Conor K.
The price is AU$464
includes taxes & fees
4 Jan - 5 Jan 2026
Beach Paradise 105 - Beach Home at Broad Marsh OC
10.0 out of 10, Exceptional, (66)
"Great location. The house was perfect for our family. I especially enjoyed the swing on the porch "
United States
pat B.
The price is AU$413
includes taxes & fees
19 Dec - 20 Dec
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
10.0 out of 10, Exceptional, (7)
"Great stay. Great host. Very clean place. Couldn’t of asked for a better host and house ! "
United States
James E.
The price is AU$399
includes taxes & fees
6 Jan - 7 Jan 2026
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
10.0 out of 10, Exceptional, (26)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is AU$485
includes taxes & fees
19 Dec - 20 Dec
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
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$461
includes taxes & fees
15 Jan - 16 Jan 2026
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
10.0 out of 10, Exceptional, (37)
"Nice location in quiet neighborhood. Tastefully decorated. Well maintained and equipped."
United States
Natale M.
The price is AU$584
includes taxes & fees
19 Dec - 20 Dec
Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
9.8 out of 10, Exceptional, (9)
"Scott was very nice and communicative. The inside was clean and provided a home away from home. "
United States
Kimberley Y.
The price is AU$431
includes taxes & fees
23 Dec - 24 Dec
3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants
10.0 out of 10, Exceptional, (3)
"Wonderful stay at beautiful homeamazingly"
United States
Jonathan D.
The price is AU$619
includes taxes & fees
12 Jan - 13 Jan 2026
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

Holiday Home in North Ocean City

OC/Fenwick Island Townhouse with Pool!
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.
The price is AU$1,265
includes taxes & fees
31 Dec - 1 Jan 2026
OC/Fenwick Island Townhouse with Pool!
10.0 out of 10, Exceptional, (2)
"This rental was so nice and big! Loved the space and how clean the townhouse was! Loved that there was beach equipment for us to use! Will definitely stay at this place again!"
United States
Shelby S.
The price is AU$586
includes taxes & fees
19 Dec - 20 Dec
New Listing Bethany Beach Area Townhome, 2.5 miles from the beach!
9.0 out of 10, Wonderful, (7)
"This spot was perfect for what me and my girlfriend needed and the interior had a nice homey, nostalgic feel to it. "
United States
Devante S.
The price is AU$375
includes taxes & fees
29 Dec - 30 Dec
Beachy Studio Condo with Pool and steps from the OC Boardwalk
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

Assateague Island Holiday Homes information

Number of reviews
608
Accommodation
754 Holiday Homes
Lowest Price
AU$375
Highest Price
AU$1,265

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