A beach with gentle waves and a clear sky.

Search Vacation 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 vacation homes

1. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (333 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is ¥24,044
¥35,875 total
includes taxes & fees
Oct 13 - Oct 14
Blufin Bungalows & Marina

2. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
Up the Neck
9.8 out of 10, Exceptional, (9 reviews)
"My experience was beyond perfect! The house and yard was perfect. The house was so cozy and had everything we needed. I loved the little game room."
United States
Katlyn
2 Mi to Downtown: Tranquil Abode in Chincoteague!

3. 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 ¥20,544
¥51,821 total
includes taxes & fees
Oct 3 - Oct 4
Misty Mare Townhouse - Gorgeous home on Chincoteague Island

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 ¥16,519
¥45,685 total
includes taxes & fees
Oct 4 - Oct 5
Central Location~Walk 2 Dining! Beach Pass & Gear!

5. 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 ¥19,477
¥77,087 total
includes taxes & fees
Oct 4 - Oct 5
Bayfront Modern Retreat • Dock, Kayaks, Views

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 ¥24,890
¥71,205 total
includes taxes & fees
Oct 4 - Oct 5
The purple door at the bay.

7. 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 ¥18,734
¥65,061 total
includes taxes & fees
Oct 7 - Oct 8
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

8. 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 ¥25,601
¥47,739 total
includes taxes & fees
Oct 4 - Oct 5
Cozy 2-bedroom house in Chincoteague

9. 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, (82 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is ¥21,334
¥48,804 total
includes taxes & fees
Oct 25 - Oct 26
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

10. 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 ¥20,267
¥67,197 total
includes taxes & fees
Oct 19 - Oct 20
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

11. 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 ¥25,189
¥75,845 total
includes taxes & fees
Oct 7 - Oct 8
The Neigh-Neigh - Location! Location! Location!

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, (112 reviews)
"Great hosting by Laurie"
United States
Jim C.
The price is ¥31,606
¥60,709 total
includes taxes & fees
Oct 4 - Oct 5
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

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 traveler
The price is ¥9,245
¥62,037 total
includes taxes & fees
Oct 20 - Oct 21
BeachParadise107-OCEANVIEW Townhome-Steps to BEACH and BOARDWALK-LINENS INCLUDED

14. 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 ¥22,417
¥162,444 total
includes taxes & fees
Oct 3 - Oct 4
Spacious canal-front home with private dock, parking, and family-friendly amenities.

15. Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!!

Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!!
Ocean Pines
10.0 out of 10, Exceptional, (1 review)
"It was very clean and comfortable a very beautiful property. Everything was great no complaints. I would recommend this property to family and friends. That is traveling to Ocean City for vacation. Mrs. Kim was a very pleasant person to meet. Thank u again"
United States
Shirley G.
The price is ¥25,388
¥169,786 total
includes taxes & fees
Oct 3 - Oct 4
Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!!

16. 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 ¥21,626
¥169,853 total
includes taxes & fees
Nov 2 - Nov 3
3BR/2BA Ocean Pines Home w/ Screened Porch & Deck Near Pools, Golf & Yacht Club! NEW LISTING!

17. BeachParadise1208-DOWNTOWN 4BR Townhome-Short walk from Boardwalk-LINEN INCLUDED

BeachParadise1208-DOWNTOWN 4BR Townhome-Short walk from Boardwalk-LINEN INCLUDED
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 ¥27,734
¥89,293 total
includes taxes & fees
Oct 16 - Oct 17
BeachParadise1208-DOWNTOWN 4BR Townhome-Short walk from Boardwalk-LINEN INCLUDED

18. "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 ¥12,010
¥54,160 total
includes taxes & fees
Oct 4 - Oct 5
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

19. 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
9.4 out of 10, Exceptional, (30 reviews)
"Great space, close to the beach, we had an amazing stay!"
United States
Olivia R.
The price is ¥7,111
¥46,549 total
includes taxes & fees
Nov 1 - Nov 2
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

20. Beach Paradise 105 - Beach Home at Broad Marsh OC

Beach Paradise 105 - Beach Home at Broad Marsh OC
North Ocean City
9.8 out of 10, Exceptional, (13 reviews)
"Loved this property. It was clean and had everything we needed. Had a wonderful stay!! Highly recommend!"
United States
renee d.
The price is ¥6,163
¥45,310 total
includes taxes & fees
Nov 1 - Nov 2
Beach Paradise 105 - Beach Home at Broad Marsh 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.
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 Vacation Homes information

Number of reviews
Accommodation
Vacation Homes
Lowest Price
Highest Price