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Holiday Homes in Assateague Island

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Our top choices for Assateague Island holiday homes

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, (105 reviews)
"This property and its owner were everything we look for in a vacation rental. Listing is as an old farm house does not do it justice. The owner has carefully curated it it with an electric collection of furniture ,pottery and various hand crafted items. She has put her heart and soul into this house and you can feel.it ad soon as you step inside. We will definitely be back.😍😍😍😍😍 The McCartney's and the Horneffs.......Thanks again for everything Laurie."
United States
Melinda
The price is NZ$549
includes taxes & fees
6 July - 7 July
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

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, (46 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is NZ$808
includes taxes & fees
5 July - 6 July
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Charming 3-Bed Cabin, Near Ocean City & Assateague

Charming 3-Bed Cabin, Near Ocean City & Assateague
Ocean Pines
10.0 out of 10, Exceptional, (1 review)
"great location- clean house- easy instructions...the family and i had an amazing time- thank you!"
United States
Tiffany B.
The price is NZ$915
includes taxes & fees
5 July - 6 July
Charming 3-Bed Cabin, Near Ocean City & Assateague

Snowbird Bay Cottage | Playground + Community Pool

Snowbird Bay Cottage | Playground + Community Pool
Ocean Pines
9.0 out of 10, Wonderful, (14 reviews)
"nice little place."
United States
Dwayne C.
The price is NZ$891
includes taxes & fees
12 July - 13 July
Snowbird Bay Cottage | Playground + Community Pool

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (20 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 NZ$465
includes taxes & fees
5 July - 6 July
Cozy Barn Loft: Country Views & Central to Beaches

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is NZ$539
includes taxes & fees
5 July - 6 July
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Ocean Pines- Great for large families!

Ocean Pines- Great for large families!
Ocean Pines
10.0 out of 10, Exceptional, (1 review)
"My family and I had a wonderful stay at Ocean Pines! From the house to the Ocean Pines Beach Club - we had a wonderful time. I would definitely stay here again."
United States
Tiffany N.
The price is NZ$964
includes taxes & fees
5 July - 6 July
Ocean Pines- Great for large families!

Ocean Pines Chalet

Ocean Pines Chalet
Ocean Pines
9.8 out of 10, Exceptional, (10 reviews)
"Everything was wonderful. House was clean and comfortable. Perfect place for our family reunion. Would definitely book this house again! "
United States
Jenni D.
The price is NZ$1,457
includes taxes & fees
5 July - 6 July
Ocean Pines Chalet

Beds Made, 2 King Suites, 2 Living Rooms, Bikes & Bayside Resort Pools, Courts

Beds Made, 2 King Suites, 2 Living Rooms, Bikes & Bayside Resort Pools, Courts
Selbyville
10.0 out of 10, Exceptional, (32 reviews)
"The house was clean and comfortable; the pictures don't do it full justice. We had everything we needed and more! Amy was extremely nice and responsive, even checking in on us after we arrived. Our family would definitely stay here again if we are in the area."
United States
Schnelle B.
The price is NZ$1,934
includes taxes & fees
5 July - 6 July
Beds Made, 2 King Suites, 2 Living Rooms, Bikes & Bayside Resort Pools, Courts

A Wave From it All | Screened Porch Outdoor Dining

A Wave From it All | Screened Porch Outdoor Dining
Ocean Pines
The price is NZ$1,211
includes taxes & fees
5 July - 6 July
A Wave From it All | Screened Porch Outdoor Dining

Ocean Pines Retreat with Beach Club

Ocean Pines Retreat with Beach Club
Ocean Pines
10.0 out of 10, Exceptional, (41 reviews)
"Host was wonderful...great communication! House and environment was absolutely beautiful!"
United States
Steph M.
The price is NZ$1,081
includes taxes & fees
10 July - 11 July
Ocean Pines Retreat with Beach Club

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

Central Location~Walk 2 Dining! Beach Pass & Gear!
Deep Hole
10.0 out of 10, Exceptional, (9 reviews)
"My husband and I stayed here with our two pups for one night, and we truly wish we could have stayed longer. The home is exceptionally clean, cozy, and well-appointed with everything you could need. The beds were very comfortable, and the location is perfect—close to everything in Chincoteague. We’d happily stay here again and highly recommend it!"
United States
Alice J.
The price is NZ$917
includes taxes & fees
5 July - 6 July
Central Location~Walk 2 Dining! Beach Pass & Gear!

Beach home nestled between the beach and the bay

Beach home nestled between the beach and the bay
North Bethany Beach
10.0 out of 10, Exceptional, (15 reviews)
"Lovely stay as always!"
United States
Marta M.
The price is NZ$1,072
includes taxes & fees
28 July - 29 July
Beach home nestled between the beach and the bay

Vintage cottage by the beach with AC, furnished deck, grill, & washer/dryer

Vintage cottage by the beach with AC, furnished deck, grill, & washer/dryer
North Bethany Beach
The price is NZ$1,673
includes taxes & fees
11 July - 12 July
Vintage cottage by the beach with AC, furnished deck, grill, & washer/dryer

Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (66 reviews)
"Great spot, unique house, pet-friendly, and a fantastic host. Will be back!"
United States
Dustin E.
The price is NZ$1,409
includes taxes & fees
2 Aug - 3 Aug
Bayfront Modern Retreat • Dock, Kayaks, Views

Waterfront Haven - 4mi to Ocean City, MD Boardwalk - 4bdr/3.5ba; Sleeps 9

Waterfront Haven - 4mi to Ocean City, MD Boardwalk - 4bdr/3.5ba; Sleeps 9
Bayside
9.0 out of 10, Wonderful, (40 reviews)
"Our family enjoyed staying at this house. It is close to the boardwalk with out being right downtown. Thank you for sharing your home with us. "
United States
Maribeth L.
The price is NZ$1,197
includes taxes & fees
6 July - 7 July
Waterfront Haven - 4mi to Ocean City, MD Boardwalk - 4bdr/3.5ba; Sleeps 9

Large, beautiful house! 1.5 miles to Bethany Beach! Resort style amenities!!!

Large, beautiful house! 1.5 miles to Bethany Beach! Resort style amenities!!!
Ocean View
10.0 out of 10, Exceptional, (17 reviews)
"We enjoyed our stay here with our family. The backyard is big enough to play in and the rooms were all very comfortable. The house was very clean and new feeling and we enjoyed using the beach chairs at the beach."
United States
Julia K.
The price is NZ$2,223
includes taxes & fees
20 July - 21 July
Large, beautiful house! 1.5 miles to Bethany Beach! Resort style amenities!!!

Cozy house in Ocean pines, only 10 mins away from Ocean City.

Cozy house in Ocean pines, only 10 mins away from Ocean City.
Ocean Pines
10.0 out of 10, Exceptional, (5 reviews)
"We had a great family vacation and this home made our time comfortable and memorable. The house was clean, the owner was very responsive and supplies were well stocked. The home was beautiful and we enjoyed our stay."
United States
Denise C.
The price is NZ$1,212
includes taxes & fees
26 July - 27 July
Cozy house in Ocean pines, only 10 mins away from Ocean City.

Coastal Charm Oasis!

Coastal Charm Oasis!
Ocean Pines
10.0 out of 10, Exceptional, (4 reviews)
"Nice location."
United States
Bill W.
The price is NZ$2,267
includes taxes & fees
9 July - 10 July
Coastal Charm Oasis!

Amazing Bayfront views and Sunsets! Across the street from the beach!

Amazing Bayfront views and Sunsets! Across the street from the beach!
North Ocean City
10.0 out of 10, Exceptional, (50 reviews)
"We had a great stay, definitely recommend! "
United States
Bradley H.
The price is NZ$1,018
includes taxes & fees
6 July - 7 July
Amazing Bayfront views and Sunsets! Across the street from the beach!
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
397
Accommodation
701 Holiday Homes
Lowest Price
NZ$465
Highest Price
NZ$2,267