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Our top choices for Assateague Island holiday homes
1. Bayfront Modern Retreat • Dock, Kayaks, Views
Bayfront Modern Retreat • Dock, Kayaks, ViewsCaptain's Cove
9.8 out of 10, Exceptional, (73 reviews)
"We absolutely love staying here! "
Maggie G.
The price is €371
includes taxes & fees
16 Nov - 17 Nov
2. Central Location~Walk 2 Dining! Beach Pass & Gear!
Central Location~Walk 2 Dining! Beach Pass & Gear!Deep Hole
10.0 out of 10, Exceptional, (11 reviews)
"Excellent space with everything needed!"
Tianna B.
The price is €228
includes taxes & fees
16 Nov - 17 Nov
3. 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, (85 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
Charles G.
The price is €243
includes taxes & fees
30 Nov - 1 Dec
4. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Great Water Views in quiet pet-friendly location facing lighthouse. Large YardBirch Town
9.6 out of 10, Exceptional, (49 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
Lori D.
The price is €342
includes taxes & fees
10 Nov - 11 Nov
5. The purple door at the bay.
The purple door at the bay.Captain's Cove
9.4 out of 10, Exceptional, (69 reviews)
"Great location"
Rick K.
The price is €386
includes taxes & fees
10 Nov - 11 Nov
6. Cozy 2-bedroom house in Chincoteague
Cozy 2-bedroom house in ChincoteagueDeep Hole
10.0 out of 10, Exceptional, (7 reviews)
"Ramsey is a great host and provided everything we needed!"
Kendall M.
The price is €262
includes taxes & fees
15 Nov - 16 Nov
7. 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."
Veronika B.
The price is €355
includes taxes & fees
9 Nov - 10 Nov
8. 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)
"Everything was perfect! We loved the location and the house. Secluded but not too far from everything. The house was clean and very comfortable."
Debbie M.
The price is €372
includes taxes & fees
18 Nov - 19 Nov
9. Coastal Retreat - EV Charger - Near Marina & Beaches
Coastal Retreat - EV Charger - Near Marina & BeachesCaptain's Cove
The price is €350
includes taxes & fees
28 Nov - 29 Nov
10. Luxury Home, 1.5mi to Assateague Island and Top Golf Courses! Sleeps 12!
Luxury Home, 1.5mi to Assateague Island and Top Golf Courses! Sleeps 12!Berlin
10.0 out of 10, Exceptional, (105 reviews)
"We had an excellent stay for an extended weekend. The location is great -- a very short drive to Assateague State Park with a beautiful beach and just 20 minutes to OCMD. The hosts, Mia and Kevin, were very communicative throughout our stay and were understanding of an additional guest. The house is beautiful and feels like home rather than a commercial hotel. It's great for kids given the plethora of games and toys available and the pack and play and stroller provided."
Caitlin T.
The price is €1,006
includes taxes & fees
23 Nov - 24 Nov
11. Pet-Friendly Cottage on 1.5 Acres Near Beaches!
Pet-Friendly Cottage on 1.5 Acres Near Beaches!Selbyville
The price is €188
includes taxes & fees
12 Nov - 13 Nov
12. 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 ViewDowntown Ocean City
9.6 out of 10, Exceptional, (34 reviews)
"Great space, close to the beach, we had an amazing stay!"
Olivia R.
The price is €270
includes taxes & fees
9 Nov - 10 Nov
13. 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"
Shirley G.
The price is €881
includes taxes & fees
10 Nov - 11 Nov
14. 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, (38 reviews)
"Great vacation area and accommodation!"
Letizia
The price is €270
includes taxes & fees
9 Nov - 10 Nov
15. 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, (165 reviews)
"Great house, location was excellent "
Mike G.
The price is €265
includes taxes & fees
9 Nov - 10 Nov
16. Beach Paradise III - DOWNTOWN OCEANVIEW Luxury Townhome-Steps to Beach&Boardwalk
Beach Paradise III - DOWNTOWN OCEANVIEW Luxury Townhome-Steps to Beach&BoardwalkDowntown Ocean City
9.8 out of 10, Exceptional, (98 reviews)
"This place was a great place to stay. Very nice and spacious. Had everything we needed and then some. Great location. Loved the garage parking, never had that before. Great communication with the owners. Highly recommend."
Lynn
17. Near Beach & Golf! Sleep 26-Basketball Court-Game Room-Pool
Near Beach & Golf! Sleep 26-Basketball Court-Game Room-PoolBerlin
10.0 out of 10, Exceptional, (3 reviews)
"Great property for large group. Close to golf courses and OC. Will definitely be back."
James F K.
The price is €1,459
includes taxes & fees
16 Nov - 17 Nov
18. Beach Paradise 105 - Beach Home at Broad Marsh OC
Beach Paradise 105 - Beach Home at Broad Marsh OCNorth Ocean City
9.8 out of 10, Exceptional, (14 reviews)
"Loved this property. It was clean and had everything we needed. Had a wonderful stay!! Highly recommend!"
renee d.
The price is €264
includes taxes & fees
11 Nov - 12 Nov
19. ⛱Beach Days & Quiet Nights | 3BR Home Near Bethany
⛱Beach Days & Quiet Nights | 3BR Home Near BethanyMillville
9.8 out of 10, Exceptional, (18 reviews)
"Perfect, would book again"
Jeremy R.
The price is €198
includes taxes & fees
9 Nov - 10 Nov
20. Mins to Golf & Beach! Private Pool & Luxe Firepit
Mins to Golf & Beach! Private Pool & Luxe FirepitBerlin
10.0 out of 10, Exceptional, (2 reviews)
"House was very nice with plenty of amenities. Host was very communicative and helpful."
Jason H.
The price is €699
includes taxes & fees
9 Nov - 10 Nov
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.
Learn more about Assateague Island
Explore attractions like Chincoteague National Wildlife Refuge and Assateague Lighthouse as you discover things to see and do in Assateague Island.
Photo by Justyna C
Open Photo by Justyna C
Top reviews in Assateague Island
Hampton Inn & Suites Chincoteague Waterfront
Hampton Inn & Suites Chincoteague WaterfrontDowntown Chincoteague
10/10 Excellent
We love staying here. Always clean. Friendly staff. Quiet location.
Linda
