A beach with gentle waves and a clear sky.

Holiday Homes in Assateague Island

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Assateague Island holiday homes

1. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (330 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is AU$310
includes taxes & fees
13 Oct - 14 Oct
Blufin Bungalows & Marina
A sandy beach with footprints and a person walking.

2. 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, (48 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is AU$565
includes taxes & fees
27 Sept - 28 Sept
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
A modern living room with a curved sofa, a small round table, and large windows offering a view of a river and buildings.

3. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (68 reviews)
"Overall nice stay!"
United States
Becky S.
The price is AU$674
includes taxes & fees
27 Sept - 28 Sept
Bayfront Modern Retreat • Dock, Kayaks, Views
A row of three-story townhouses with a front porch, a small garden, and a clear blue sky.

4. Central Location~Walk 2 Dining! Beach Pass & Gear!

Central Location~Walk 2 Dining! Beach Pass & Gear!
Deep Hole
10.0 out of 10, Exceptional, (10 reviews)
"Excellent space with everything needed!"
United States
Tianna B.
The price is AU$430
includes taxes & fees
28 Sept - 29 Sept
Central Location~Walk 2 Dining! Beach Pass & Gear!
A beach with waves and a sunset.

5. 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, (81 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is AU$401
includes taxes & fees
30 Sept - 1 Oct
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
A sunroom with wicker furniture, large windows, and a view of the water.

6. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (67 reviews)
"Everything was just perfect. I will be back. This time for a long stay. My entire family loves the place. Thanks Kelly."
United States
Francis
The price is AU$615
includes taxes & fees
25 Sept - 26 Sept
The purple door at the bay.
A cozy living room with a sofa, a coffee table, and a TV mounted on the wall.

7. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (6 reviews)
"The host was very responsive and brought toys over for our children to help occupy them while we were there. The host is also connected to the Daisey's Island Cruises and gave us a discounted price to take in the cruise while we were on the island. That was very enjoyable and helped us learn more about the island and the annual pony round-up. It suited our family of 5 well."
United States
Cleason H.
The price is AU$426
includes taxes & fees
4 Oct - 5 Oct
Cozy 2-bedroom house in Chincoteague
A kitchen with a farmhouse sign, a clock, and a refrigerator.

8. Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (23 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$381
includes taxes & fees
25 Sept - 26 Sept
Cozy Barn Loft: Country Views & Central to Beaches
A cozy living room with a dining area, featuring a ceiling fan, a sofa, a coffee table, and a bookshelf.

9. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Snotty Ridge
9.8 out of 10, Exceptional, (19 reviews)
"Great location, easy check in, very clean, well decorated"
United States
sue g.
The price is AU$440
includes taxes & fees
1 Oct - 2 Oct
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
A covered porch with a red swing chair, white chairs, and a view of the street.

10. The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place to stay close to town. Charming screened porch, well appointed kitchen, plenty of space for us."
United States
Veronika B.
The price is AU$656
includes taxes & fees
25 Sept - 26 Sept
The Neigh-Neigh - Location! Location! Location!
A house surrounded by dense trees and a wooden dock extending into a body of water.

11. 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, (20 reviews)
"This place was perfect. Beds were comfy, it had everything i needed in the kitchen, secluded enough to feel like you were alone with nature but close enough to drive to tourist attractions. Literally everything we we looking for. Added bonus was napping in the screened in porch."
United States
Jackie P.
The price is AU$649
includes taxes & fees
5 Oct - 6 Oct
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
A wooden gazebo with a table and chairs, surrounded by plants and a grill.

12. 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, (111 reviews)
"Great hosting by Laurie"
United States
Jim C.
The price is AU$529
includes taxes & fees
29 Sept - 30 Sept
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
A modern living room with a sofa, coffee table, dining table, and chairs. There is a TV mounted on the wall and artwork above the table.

13. BeachParadise107-OCEANVIEW Townhome-Steps to BEACH and BOARDWALK-LINENS INCLUDED

BeachParadise107-OCEANVIEW Townhome-Steps to BEACH and BOARDWALK-LINENS INCLUDED
Downtown Ocean City
10.0 out of 10, Exceptional, (4 reviews)
"The house was as listed, it was an enjoyable stay. Ann was easy to work with. Thanks VRBO."
United States
Anonymous traveller
The price is AU$505
includes taxes & fees
12 Oct - 13 Oct
BeachParadise107-OCEANVIEW Townhome-Steps to BEACH and BOARDWALK-LINENS INCLUDED
A beachside view with a wooden deck, a chair, and a table.

14. Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Down the Marsh
9.8 out of 10, Exceptional, (16 reviews)
"Nice pet friendly accommodation. "
United States
Claudia w.
The price is AU$411
includes taxes & fees
2 Oct - 3 Oct
Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
A living room with a sofa, ottoman, and a lamp. There is a television mounted on the wall and a window with blinds.

15. Pool + Bay Access! Home 13 Mi to Ocean City Beach

Pool + Bay Access! Home 13 Mi to Ocean City Beach
Ocean Pines
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful weekend staying here. My kids loved riding their bikes around the community, to the Farmer's Market, and playground. The pool is super close and a great way to cool off after a day at the beach.The location is a short to drive to Ocean City to enjoy the beach and all their activities.The patio is very relaxing to enjoy eating crabs and dinners.The place is very clean, organized, and comfortable. It stayed nice and cool inside during the hot days and nights. The kitchen is well...
United States
Sandy
The price is AU$578
includes taxes & fees
27 Sept - 28 Sept
Pool + Bay Access! Home 13 Mi to Ocean City Beach
A spacious living area with a large window, a ceiling fan, and a dining area with a view of the outdoors.

16. Spacious canal-front home with private dock, parking, and family-friendly amenities.

Spacious canal-front home with private dock, parking, and family-friendly amenities.
Ocean Pines
10.0 out of 10, Exceptional, (2 reviews)
"The home was beautiful, very clean and spacious. The back deck had a beautiful view of the canal and was very peaceful. Check in and out process was very easy. Owner was very communicative before, during and after our stay answering any questions I had. Location was perfect, just about 10 minutes from Ocean City, close to the beach and boardwalk. We very much enjoyed our stay here and would definitely return !"
United States
Alyssa L.
The price is AU$1,378
includes taxes & fees
29 Sept - 30 Sept
Spacious canal-front home with private dock, parking, and family-friendly amenities.
A dining area with a wooden table set for four, surrounded by wicker chairs.

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

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
North Ocean City
9.6 out of 10, Exceptional, (140 reviews)
"Great place to stay. There was plenty of room, easy access to close shopping."
United States
Rebecca D.
The price is AU$483
includes taxes & fees
28 Sept - 29 Sept
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
A spacious living area with a large window overlooking a body of water, a fireplace, and a modern staircase.

18. Game Room! Waterfront Group Haven in Ocean Pines

Game Room! Waterfront Group Haven in Ocean Pines
Ocean Pines
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful views, quiet neighborhood close to the beach. "
United States
James C.
The price is AU$1,505
includes taxes & fees
7 Oct - 8 Oct
Game Room! Waterfront Group Haven in Ocean Pines
A waterfront property with multiple-story buildings, a dock with boats, and a wooden pier.

19. BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN 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, (159 reviews)
"Great house, location was excellent "
United States
Mike G.
The price is AU$470
includes taxes & fees
18 Oct - 19 Oct
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
A modern kitchen with white cabinets, stainless steel appliances, a marble island, and wooden stools.

20. 3BR/2BA Ocean Pines Home w/ Screened Porch & Deck Near Pools, Golf & Yacht Club! NEW LISTING!

3BR/2BA Ocean Pines Home w/ Screened Porch & Deck Near Pools, Golf & Yacht Club! NEW LISTING!
Ocean Pines
10.0 out of 10, Exceptional, (1 review)
"We felt comfortable with the home and the host. Everything we need is available. The host has been gracious. The beach club is a plus. We enjoyed our stay. Thank you."
United States
Mila V.
The price is AU$1,478
includes taxes & fees
4 Oct - 5 Oct
3BR/2BA Ocean Pines Home w/ Screened Porch & Deck Near Pools, Golf & Yacht Club! NEW LISTING!
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

Crystal Beach Hotel

Crystal Beach Hotel

10/10 Excellent
"I come stay here at least twice a year. Great staff great location great amenities for the area."
Herbert 3-night trip
Posted 3 hours ago
Crystal Beach Hotel

Find out more about Assateague Island

Assateague Island Holiday Homes information

Number of reviews
1,030
Accommodation
677 Holiday Homes
Lowest Price
AU$310
Highest Price
AU$1,505