Holiday Homes in Assateague Island

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Assateague Island holiday homes

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 AU$528
includes taxes & fees
4 Feb - 5 Feb
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

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

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
Captain's Cove
9.8 out of 10, Exceptional, (61 reviews)
"This is a unique home with beautiful views! The amenities were wonderful, the home was so clean, and Nick was great with checking in to make sure everything was good. Would definitely stay here again! "
United States
Kristy C.
The price is AU$589
includes taxes & fees
3 Feb - 4 Feb
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

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 AU$455
includes taxes & fees
3 Feb - 4 Feb
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

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, (42 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is AU$561
includes taxes & fees
3 Feb - 4 Feb
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Steps to the Beach : Sea Loft 103:

Steps to the Beach : Sea Loft 103:
North Ocean City
10.0 out of 10, Exceptional, (3 reviews)
"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$597
includes taxes & fees
3 Feb - 4 Feb
Steps to the Beach : Sea Loft 103:

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Ocean Pines
10.0 out of 10, Exceptional, (38 reviews)
"This is the second time we have stayed and we will definitely be staying here again. It is meticulously maintained and a perfect layout for our family. We especially enjoy the screened in porch for coffee in the mornings and hanging out on the evenings. Not to mention the house smells amazing! "
United States
Shawn D.
Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

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
10.0 out of 10, Exceptional, (11 reviews)
"Perfect location close to restaurants and boardwalk in Bethany. It also was a short trip to the Rehoboth outlets. Check in process was quick and easy for us. We definitely enjoyed our stay! "
United States
Tara M.
The price is AU$382
includes taxes & fees
3 Feb - 4 Feb
3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants

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

Beach Paradise IX-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk
Downtown Ocean City
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay!"
United States
Joseph D.
The price is AU$439
includes taxes & fees
3 Feb - 4 Feb
Beach Paradise IX-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Newark
10.0 out of 10, Exceptional, (4 reviews)
"Really comfortable and relaxing place to stay. Great service from host. "
United States
Roni V.
The price is AU$574
includes taxes & fees
8 Feb - 9 Feb
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

New Listing Bethany Beach Area Townhome, 2.5 miles from the beach!

New Listing Bethany Beach Area Townhome, 2.5 miles from the beach!
Millville
10.0 out of 10, Exceptional, (2 reviews)
"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$557
includes taxes & fees
3 Feb - 4 Feb
New Listing Bethany Beach Area Townhome, 2.5 miles 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!
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 AU$353
includes taxes & fees
3 Feb - 4 Feb
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 AU$408
includes taxes & fees
3 Feb - 4 Feb
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Newly Remodeled Condo - Steps to Beach & Boardwalk

Newly Remodeled Condo - Steps to Beach & Boardwalk
Downtown Ocean City
9.8 out of 10, Exceptional, (9 reviews)
"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$693
includes taxes & fees
3 Feb - 4 Feb
Newly Remodeled Condo - Steps to Beach & Boardwalk

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (19 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is AU$401
includes taxes & fees
22 Feb - 23 Feb
Cozy Barn Loft: Country Views & Central to Beaches

Ultra Luxurious New Pool Game Room Grill Bikes

Ultra Luxurious New Pool Game Room Grill Bikes
North Ocean City
10.0 out of 10, Exceptional, (2 reviews)
"The place was very nice. Perfect for our family. Property Management compay was very responsive and professional. I would highly recommend them! I would definitely rent this home again."
United States
Kim N.
The price is AU$813
includes taxes & fees
8 Feb - 9 Feb
Ultra Luxurious New Pool Game Room Grill Bikes

The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (4 reviews)
"House was clean, cozy and convenient for our weekend stay on the island. We will be there for the same event next year and will consider booking The Neigh Neigh again depending on who comes next time! Cheers"
United States
Bob S.
The price is AU$564
includes taxes & fees
3 Feb - 4 Feb
The Neigh-Neigh - Location! Location! Location!

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck
Downtown Ocean City
9.6 out of 10, Exceptional, (41 reviews)
"Everything was so perfect that we have stayed in the unit for the past two years and are already booked for next year. All rooms are clean the bedroom layouts are perfect for our group. The beach views are a perfect scene for our artist friend in the group who is a photographer."
United States
Kathy C.
The price is AU$665
includes taxes & fees
8 Feb - 9 Feb
PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Beach Paradise 8-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach & Boardwalk

Beach Paradise 8-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach & Boardwalk
Downtown Ocean City
9.6 out of 10, Exceptional, (11 reviews)
"Great location and accommodations. Everyone had a great time."
United States
Mark H.
The price is AU$498
includes taxes & fees
26 Feb - 27 Feb
Beach Paradise 8-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach & Boardwalk

1.5+mile Bethany Beach - Luxury Spacious Family Beach Home linens & towels incl.

1.5+mile Bethany Beach - Luxury Spacious Family Beach Home linens & towels incl.
Ocean View
10.0 out of 10, Exceptional, (29 reviews)
"Great time at the beach with family. Hosts were very obliging and facilities were great"
United States
Ralph B.
The price is AU$766
includes taxes & fees
3 Feb - 4 Feb
1.5+mile Bethany Beach - Luxury Spacious Family Beach Home linens & towels incl.

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 AU$439
includes taxes & fees
3 Feb - 4 Feb
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Assateague Island Hotel Reviews

Find out more about Assateague Island

Assateague Island Holiday Homes information

Number of reviews
463
Accommodation
754 Holiday Homes
Lowest Price
AU$353
Highest Price
AU$813

Explore a world of travel with Expedia