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Holiday Homes in Assateague Island

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Our top choices for Assateague Island holiday homes

1. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
Up the Neck
10.0 out of 10, Exceptional, (7 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
The price is AU$670
includes taxes & fees
20 Aug - 21 Aug
2 Mi to Downtown: Tranquil Abode in Chincoteague!

2. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (68 reviews)
"We absolutely love staying here! "
United States
Maggie G.
The price is AU$886
includes taxes & fees
1 Sept - 2 Sept
Bayfront Modern Retreat • Dock, Kayaks, Views

3. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (6 reviews)
The price is AU$459
includes taxes & fees
23 Aug - 24 Aug
Cozy 2-bedroom house in Chincoteague

4. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (64 reviews)
"Great host, clean space, beautiful water view from the Master, great location right on the water."
United States
Melissa W.
The price is AU$623
includes taxes & fees
23 Aug - 24 Aug
The purple door at the bay.

5. The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
9.8 out of 10, Exceptional, (6 reviews)
"Loved staying at this house…plenty of room for everyone."
United States
ashley b.
The price is AU$809
includes taxes & fees
1 Sept - 2 Sept
The Neigh-Neigh - Location! Location! Location!

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, (78 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is AU$540
includes taxes & fees
7 Sept - 8 Sept
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

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, (47 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is AU$758
includes taxes & fees
8 Sept - 9 Sept
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

8. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Snotty Ridge
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful space. Lots of space for sleeping options. Easy check in process. Close to different shops!"
United States
Virginia D.
The price is AU$470
includes taxes & fees
8 Sept - 9 Sept
Misty Mare Townhouse - Gorgeous home on Chincoteague Island

9. 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, (14 reviews)
"Really comfortable and relaxing place to stay. Great service from host. "
United States
Roni V.
The price is AU$731
includes taxes & fees
8 Sept - 9 Sept
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

10. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (303 reviews)
"Excellent place to stay would definitely come again. Checking in was seem less and the staff very helpful"
United States
Jared
The price is AU$521
includes taxes & fees
13 Aug - 14 Aug
Blufin Bungalows & Marina

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

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (21 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$362
includes taxes & fees
13 Aug - 14 Aug
Cozy Barn Loft: Country Views & Central to Beaches

12. Snug Harbor Hideaway | Waterfront & Fire Pit!

Snug Harbor Hideaway | Waterfront & Fire Pit!
Berlin
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay here! The property was very clean, inviting and looked exactly like the pictures online. The view from both the front porch and back porch were stunning, we hope to stay here again!"
United States
Natalie M S.
Snug Harbor Hideaway | Waterfront & Fire Pit!

13. 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, (110 reviews)
"Excellent pet friendly location close to the national seashore "
United States
Michael O.
The price is AU$622
includes taxes & fees
10 Aug - 11 Aug
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

14. 5 Bed/3.5 Bath in Bayside near West Ocean City

5 Bed/3.5 Bath in Bayside near West Ocean City
Bayside
10.0 out of 10, Exceptional, (25 reviews)
"This was our 3rd year of staying here & it really works for our family of 12. It is always clean & well keep & the hosts have been great to work with"
United States
Brent S.
The price is AU$1,519
includes taxes & fees
17 Aug - 18 Aug
5 Bed/3.5 Bath in Bayside near West Ocean City

15. Spacious 5BR One Level Home Near Ocean City

Spacious 5BR One Level Home Near Ocean City
Berlin
9.0 out of 10, Wonderful, (2 reviews)
"My family loved this rental and I will likely be back. The house was very roomy and the host quickly answered questions. Great for big families. There’s a max capacity of 14 but the house could definitely hold more with ease, and the beds were listed as queens but were all fulls."
United States
Jake S.
The price is AU$975
includes taxes & fees
12 Aug - 13 Aug
Spacious 5BR One Level Home Near Ocean City

16. Dorchester Drift B: Shore Nest

Dorchester Drift B: Shore Nest
Downtown Ocean City
10.0 out of 10, Exceptional, (3 reviews)
"It was a fantastic property to stay at for a long weekend! The customer service was exceptional!!Thank you for everything, would love to return next year! "
United States
Melissa F.
Dorchester Drift B: Shore Nest

17. The Nellie Belle - Outdoor Hot Tub!

The Nellie Belle - Outdoor Hot Tub!
Downtown Ocean City
10.0 out of 10, Exceptional, (3 reviews)
"We stayed in March for a cheer competition, and overall it’s a super cute little house. It worked well for what we needed, especially being able to have a few of the athletes come for dinner & hang out. It’s probably a great summer spot!!When we arrived, we had trouble getting in because there was a lockbox on the front door, but we were actually supposed to use a keypad on the back door through the screened-in porch. Parking is also behind the house and accessed from a different street.This...
United States
Leanne L.
The Nellie Belle - Outdoor Hot Tub!

18. Parrot Bay 25 | Pet Friendly

Parrot Bay 25 | Pet Friendly
Downtown Ocean City
9.6 out of 10, Exceptional, (4 reviews)
"Clean room great location. Everything you need is at house"
United States
Pete S.
Parrot Bay 25 | Pet Friendly

19. Beach Happy Apartment 7 Elis Apartment

Beach Happy Apartment 7 Elis Apartment
Downtown Ocean City
8.8 out of 10, Excellent, (10 reviews)
"Exactly what I was looking for. "
United States
Conor B.
The price is AU$419
includes taxes & fees
7 Sept - 8 Sept
Beach Happy Apartment 7 Elis Apartment

20. Beach Happy at Elis Apartment 5

Beach Happy at Elis Apartment 5
Downtown Ocean City
9.6 out of 10, Exceptional, (11 reviews)
"Clean and great location"
United States
Tyler C.
The price is AU$427
includes taxes & fees
7 Sept - 8 Sept
Beach Happy at Elis Apartment 5
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

Find out more about Assateague Island

Assateague Island Holiday Homes information

Number of reviews
352
Accommodation
630 Holiday Homes
Lowest Price
AU$362
Highest Price
AU$1,519