Search Holiday Homes in Assateague Island

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • 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 £271
includes taxes & fees
17 Feb - 18 Feb
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Down the Marsh
9.8 out of 10, Exceptional, (25 reviews)
"Loved that it was right on the bay. "
United States
Debra
The price is £117
includes taxes & fees
19 Feb - 20 Feb
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (54 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is £324
includes taxes & fees
17 Feb - 18 Feb
The purple door at the bay.

OC/Fenwick Island Townhouse with Pool!

OC/Fenwick Island Townhouse with Pool!
North Ocean City
9.6 out of 10, Exceptional, (11 reviews)
"It was very clean and nice! Owner was very helpful with the entire trip. It was perfect location and lots of comfy beds."
United States
Emma D.
The price is £592
includes taxes & fees
17 Feb - 18 Feb
OC/Fenwick Island Townhouse with Pool!

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 £230
includes taxes & fees
18 Feb - 19 Feb
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

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)
"Everything was just perfect! Enjoyed our three day stay! "
United States
Mary C.
The price is £202
includes taxes & fees
17 Feb - 18 Feb
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

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 £288
includes taxes & fees
17 Feb - 18 Feb
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Beds Made, Bikes, 7 TVs, Games, 2 Fireplaces, Bayside Resort Pools & Hot Tubs

Beds Made, Bikes, 7 TVs, Games, 2 Fireplaces, Bayside Resort Pools & Hot Tubs
Selbyville
10.0 out of 10, Exceptional, (28 reviews)
"The house was beautiful, clean, and spacious. Great location, great amenities, and great hospitality from our property manager. Highly recommended "
United States
Nicole M.
The price is £555
includes taxes & fees
17 Feb - 18 Feb
Beds Made, Bikes, 7 TVs, Games, 2 Fireplaces, Bayside Resort Pools & Hot Tubs

CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX...

CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX...
Ocean Pines
10.0 out of 10, Exceptional, (65 reviews)
"We had a great time. The house was nice, clean and was in a great location. We had a wonderful time! "
United States
Kim c.
The price is £614
includes taxes & fees
17 Feb - 18 Feb
CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX...

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 £198
includes taxes & fees
22 Feb - 23 Feb
Cozy Barn Loft: Country Views & Central to Beaches

9th ST Peachy Keen Beach House - Short Walk To The Beach & Boardwalk

9th ST Peachy Keen Beach House - Short Walk To The Beach & Boardwalk
Downtown Ocean City
9.6 out of 10, Exceptional, (16 reviews)
"The property was great for what we needed! The only down side is that it seemed as if the floors had not been cleaned for some time and if you walked around without shoes on, your feet were very dirty. Other than that, it was a great stay! Very accessible to a lot of things!"
United States
Lizzie B.
The price is £602
includes taxes & fees
17 Feb - 18 Feb
9th ST Peachy Keen Beach House - Short Walk To The Beach & Boardwalk

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 £320
includes taxes & fees
17 Feb - 18 Feb
Steps to the Beach : Sea Loft 103:

ONLY A 7 MINUTE WALK TO THE BEACH!

ONLY A 7 MINUTE WALK TO THE BEACH!
Bethany Beach
9.8 out of 10, Exceptional, (53 reviews)
"Great location, perfect space for our family. We had a wonderful stay!"
United States
Susan M.
The price is £433
includes taxes & fees
17 Feb - 18 Feb
ONLY A 7 MINUTE WALK TO 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
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 £191
includes taxes & fees
17 Feb - 18 Feb
3 BR End Unit Rowhouse 1 Mile to Bethany Boardwalk, Walk to Shops & Restaurants

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

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
Downtown Ocean City
10.0 out of 10, Exceptional, (19 reviews)
"Great vacation area and accommodation!"
United States
Letizia
The price is £228
includes taxes & fees
17 Feb - 18 Feb
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Ocean Pines
10.0 out of 10, Exceptional, (39 reviews)
"Host was wonderful...great communication! House and environment was absolutely beautiful!"
United States
Steph M.
The price is £264
includes taxes & fees
17 Feb - 18 Feb
Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

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 £228
includes taxes & fees
17 Feb - 18 Feb
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

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 £290
includes taxes & fees
24 Feb - 25 Feb
The Neigh-Neigh - Location! Location! Location!

A Bethany Beach Gem 1.5 miles to Ocean Pickle Ball

A Bethany Beach Gem 1.5 miles to Ocean Pickle Ball
Bethany Breeze
The price is £344
includes taxes & fees
23 Feb - 24 Feb
A Bethany Beach Gem 1.5 miles to Ocean Pickle Ball

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 £295
includes taxes & fees
17 Feb - 18 Feb
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
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.

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.
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
570
Accommodation
754 Holiday Homes
Lowest Price
£117
Highest Price
£614

Explore a world of travel with Expedia