Assateague Island Vacation Homes

A beach with gentle waves and a clear sky.

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Our top choices for Assateague Island vacation homes

1. Blufin Bungalows & Marina

Down the Marsh

Angela

￥35,739 total

includes taxes & fees

Oct 13 - Oct 14

A sandy beach with footprints and a person walking.

2. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Birch Town

Lori D.

￥65,061 total

includes taxes & fees

Oct 4 - Oct 5

A sunroom with wicker furniture, large windows, and a view of the water.

3. The purple door at the bay.

Captain's Cove

Francis

￥70,935 total

includes taxes & fees

Oct 4 - Oct 5

A modern living room with a curved sofa, a small round table, and large windows offering a view of a river and buildings.

4. Bayfront Modern Retreat • Dock, Kayaks, Views

Captain's Cove

Becky S.

￥78,471 total

includes taxes & fees

Oct 4 - Oct 5

A cozy living room with a sofa, a coffee table, and a TV mounted on the wall.

5. Cozy 2-bedroom house in Chincoteague

Deep Hole

Cleason H.

￥47,739 total

includes taxes & fees

Oct 4 - Oct 5

6. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Downtown Chincoteague

Charles G.

￥48,804 total

includes taxes & fees

Oct 25 - Oct 26

A kitchen with a farmhouse sign, a clock, and a refrigerator.

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

Pocomoke City

Ryan B.

A row of three-story townhouses with a front porch, a small garden, and a clear blue sky.

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

Deep Hole

Tianna B.

￥45,685 total

includes taxes & fees

Oct 4 - Oct 5

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

Snotty Ridge

sue g.

￥51,625 total

includes taxes & fees

Oct 28 - Oct 29

A house surrounded by dense trees and a wooden dock extending into a body of water.

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

Newark

Jackie P.

￥67,197 total

includes taxes & fees

Oct 19 - Oct 20

A beachside view with a wooden deck, a chair, and a table.

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

Down the Marsh

Claudia w.

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

Berlin

Jim C.

￥60,478 total

includes taxes & fees

Oct 4 - Oct 5

A covered porch with a red swing chair, white chairs, and a view of the street.

13. The Neigh-Neigh - Location! Location! Location!

Downtown Chincoteague

Veronika B.

￥75,845 total

includes taxes & fees

Oct 3 - Oct 4

A living room with a sofa, ottoman, and a lamp. There is a television mounted on the wall and a window with blinds.

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

Ocean Pines

"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...

Sandy

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.

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

Downtown Ocean City

Anonymous traveler

￥61,801 total

includes taxes & fees

Oct 20 - Oct 21

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.

Ocean Pines

"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 !"

Alyssa L.

￥161,827 total

includes taxes & fees

Oct 3 - Oct 4